No | Structure | COMMON NAME | NAME | DATA No | INFORMANT | SYMBOL | FORMULA | MOL.WT(ave) | Download | BIOOGICAL ACTIVITY | PHYSICAL AND CHEMICAL PROPERTIES | SPECTRAL DATA | CHROMATOGRAM DATA | SOURCE | CHEMICAL SYNTHESIS | METABOLISM | GENETIC INFORMATION | NOTE | REFERENCES | |||||||||
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MELTING POINT | BOILING POINT | DENSITY | REFRACTIVE INDEX | OPTICAL ROTATION | SOLUBILITY | UV SPECTRA | IR SPECTRA | NMR SPECTRA | MASS SPECTRA | OTHER SPECTRA | ||||||||||||||||||
1 | Galactosyl sulfatide |
Galactosylceramide 3-sulfate |
GSG0069 | Ineo Ishizuka |
SM4s, SGC |
Review (Ref. 0208). Inhibition of the arylsulfatase A activity (Ref. 0003/0006/0010/0011/0012/0013/0016/0047/0048/0054). Myelin components (Ref. 0016/0023). Interaction with GM2 activator protein (Ref. 0238). Stimulation of the evolution of oxygen radicals in polymorphonuclear leukocytes (Ref. 0024). Cannot be hydrolyzed by glucosulfatase (Ref. 0015). Mouse monoclonal antibodies (Ref. 0043/0050). Regulation of sulfotransferase activity (Ref. 0240). |
H-C COSY spectrum of sulfatide (Ref. 1498) [Spectrum 0001](I.Ishizuka) DQF COSY spectrum of sulfatide [Spectrum 0002](I.Ishizuka) |
EI-MS (Ref. 0033), SI-MS (Ref. 0036).TLC-blotting/negative-ion LSIMS of galactosyl sulfatide [Spectrum 0003](I.Ishizuka) |
Absorption of the complex with Azure A the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027). |
2D TLC of male [Chromatogram 0001]and female [Chromatogram 0002] wild type and CGK-KO mice(I.Ishizuka). DEAE Sephadex column chromatography of female wild type and CGK-KO mice [Chromatogram 0003](I.Ishizuka). |
Review (Ref. 0208). Bull frog and axolotl (Ref. 0237); Human brain (Ref. 0002/0001); the white and gray matter of the human brain (Ref. 0009); rabbit brain, white matter (Ref. 0057). Rat brain (Ref. 0017/0020), effect of chronic treatment with diazepam (Ref. 0055), regional distribution (Ref. 0020). Human kidney (aged, 0.39; middle age, 0.40; juvenile, 0.48mg/g dry tissue (Ref. 0004). Porcine pancreas (Ref. 0031), rabbit stomach (antrum, pylorus), duodenum jejunum (Ref. 0053). Brain (review) (Ref. 0016). C6 glioma derived from rat brain (Ref. 0032), cod brain (Ref. 0021). Mouse (C57BL) kidney (Ref. 0230), brain, liver, kidney (Ref. 0231). |
The fatty acid composition, human kidney:22:0, 23:0, 24:0, 24:1, h24:0, h23:0, h24:1 (Ref. 0004) |
[0001] / [0002] / [0003] / [0004] / [0006] / [0009] / [0010] / [0011] / [0012] / [0013] / [0015] / [0016] / [0017] / [0020] / [0021] / [0023] / [0024] / [0027] / [0029] / [0031] / [0032] / [0033] / [0036] / [0043] / [0047] / [0048] / [0050] / [0053] / [0054] / [0055] / [0057] / [0208] / [0230] / [0231] / [0237] / [0238] / [0240] / [1498] |
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2 | Lactosylsulfatide |
HSO3-3Galb1-4GlcCer |
GSG0070 | Ineo Ishizuka |
SM3 |
Behavior in the Folch partition (Ref. 0027). |
Similar to galactosylsulfatide except for smaller 1240cm-1 (Ref. 0004). |
EI-MS (permethylated) [Spectrum 0001] (Ref. 0033), SI-MS [Spectrum 0002](Ref. 0036).TLC-blotting/negative-ion LSIMS of mouse lactosyl sulfatide (SM3) [Spectrum 0003](I.Ishizuka) |
Absorption of the complex with Azure A, the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027). |
Review (Ref. 0208). Human kidney (Ref. 0004/1244) Faged, 0.14mg/g, middle age, 0.18mg/g juvenile, 0.20mg/g dry weight. Human kidney (Ref. 0010) cultured kidney epithelial cell lines MDCK (Ref. 0046/0019) JTC-12 (Ref. 0019) MDBK, LLC-PK1 (Ref. 0025). Trout (salmon?) testis (Ref. 0014), suncus kidney (Ref. 0034) rat kidney (Ref. 0026) dolphin kidney (Ref. 0039). Canine small intestine(Ref. 1245). Porcine gastric mucosa(Ref. 1246) |
Human kidney, the major fatty acids, 22:0, 24:0, 24:1, 24h:0, 24h:1 (Ref. 0004) |
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3 | Gangliotriaosylceramide sulfate |
Gangliotriaosylceramide sulfate |
GSG0071 | Ineo Ishizuka |
SM2a |
Behavior in the Folch partition (Ref. 0027). |
OH, 3600-3100cm-1; sulfate (eq), 1230 and 815cm-1 (Ref. 0076). |
1H-NMR in C/M, 2:1 at 55C; 4.81 ppm (3J/1,2 = 8.0), GalNAc; 4.50 ppm (3J/1,2 = 7.4), Gal; 1H-NMR in DMSO, 25C; 4.46 ppm (J = 7.9), GalNAc; 4.30 (J = 7.4), Gal; 4.20 (J = 7.7), Glc (Ref. 0026). |
Absorption of the complex with Azure A,the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027). |
The long-chain base is predominantly t18:0 (Ref. 0208) |
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4 | bis-sulfo-Gangliotriaosylceramide |
bis-sulfo-Gangliotriaosylceramide |
GSG0072 | Ineo Ishizuka |
SB2 |
Interaction with laminin, thrombospondin, and von willebrand factor (Ref. 0044). |
Behavior in the Folch partition (Ref. 0027). |
The sulfate ester, 1240,820cm-1 (Ref. 0079). |
1H-NMR (Ref. 0080). |
Absorption of the complex with Azure A,the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027). |
The long-chain base is predominantly t18:0 (Ref. 0208) |
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5 | Sulfogangliotetraosylceramide |
Sulfogangliotetraosylceramide |
GSG0073 | Ineo Ishizuka |
SM1a |
Behavior in the Folch partition (Ref. 0027). |
Absorption of the complex with Azure A, the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027). |
Review (Ref. 0208). |
The long-chain base is predominantly t18:0 (Ref. 0208) |
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6 | Sulfogangliotetraosylceramide |
Sulfogangliotetraosylceramide |
GSG0074 | Ineo Ishizuka |
SM1b |
Interaction with laminin (Ref. 0044). |
1H-NMR (Ref. 0082). |
FAB-MS (Ref. 0082).Negative-ion LSIMS and CID of gangliotetraosylceramide sulfate (SM1b) [Spectrum 0001](I.Ishizuka) |
The long-chain base is predominantly t18:0 (Ref. 0208) |
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7 | Bis-sulfo-gangliotetraosylceramide |
Bis-sulfo-gangliotetraosylceramide |
GSG0075 | Ineo Ishizuka |
SB1a |
Behavior in the Folch partition (Ref. 0027). |
1H-NMR in C/M 1:1 at 55C: 4.46 ppm (J = 7.8 Hz), Gal (two doublets); 4.74 ppm (J = 7.4 Hz), GalNAc; in DMSO, 60C: 4.51 ppm (J = 8.0), GalNAc; 4.32 ppm (J = 8.1), the terminal Gal; 4.33 ppm (J = 7.8), the internal Gal (Ref. 0081). |
EI-MS (permethylated): m/z 222, 3-deuteriomethylated-2,4,6-trimethyl-Gal; m/z 187, 222-CD3OH (Ref. 0081/0033) SI-MS (Ref. 0036). Negative-mode LSIMS and CID (Ref. 0214).TLC-blotting/negative-ion LSIMS of mouse kidney SB1a [Spectrum 0001](I.Ishizuka) |
Absorption of the complex with Azure A,the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027). |
The long-chain base is predominantly t18:0 (Ref. 0208) |
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8 | Sulfoglobotetraosylceramide |
Sulfoglobotetraosylceramide |
GSG0076 | Ineo Ishizuka |
SMGb4Cer |
Interaction with thrombospondin (Ref. 0056). |
1240, 810cm-1: sulfate (Ref. 0056). |
1H-NMR (anomeric protons) (Ref. 0056). |
Negative SI-MS (Ref. 0056). |
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9 | Globopentaosylceramide sulfate |
Globopentaosylceramide sulfate |
GSG0077 | Ineo Ishizuka |
SMGb5Cer |
Interaction with thrombospondin (Ref. 0084). |
1240 cm-1: SO stretching, 810cm-1: C-O-S vibration (Ref. 0084). |
1H-NMR: H-1-H-4 double-relayed COSY (Ref. 0084). |
Negative SI-MS (Ref. 0084). |
Fatty acids 24:0, 27%; 22:0, 24%; 16:0, 19% (Ref. 0084). |
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10 | SMUnLc4Cer |
GSG0078 | Ineo Ishizuka |
SGGL, SMUnLc4Cer |
An adhesion molesule of neurons (Ref. 0223). |
FAB-MS: Pertrimethylsilylated desulfated or permethylated desulfated derivative (Ref. 0085). |
Fatty acids 16:0, 13%; 18:1, 16%; 18:0, 11%; 24:1, 13%; 24:0, 15% (Ref. 0085). |
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11 | HNK-1 antigen glycolipid |
HNK-1 antigen glycolipid |
GSG0079 | Ineo Ishizuka |
SGGL, SMUnLc6Cer |
Expression cloning of the sulfotransferase (Ref. 0241). |
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12 | Galactosylceramide 6-sulfate |
GSG0080 | Ineo Ishizuka |
SM4s-6 |
165-170 (Ref. 0088). |
[a]/589 = -0.4 (2.4% in pyridine) (Ref. 0088). |
Sparingly soluble in acetone (Ref. 0088). |
Identical with galactosylceramide 3-sulfate (Ref. 0088). |
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13 | 8-Sulfo-N-glycolylneuraminyl-(a2-6)-glucosyl-(1-8)-N-glycolylneuraminyl-(a2-6)-glucosyl-(1-1)-ceramide |
GSG0081 | Ineo Ishizuka |
Protects embryonic cells from toxic amines (Ref. 0089). |
1220cm-1: S=O stretching, 800cm-1: C-O-S vibration (Ref. 0089). |
As TMS derivative of methylated-reduced glycolipid (Ref. 0089). |
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14 | 8-Sulfo-N-glycolylneuraminosyl-(a2-6)-b-D-glucopyranosyl-(1-1)-ceramide |
GSG0082 | Ineo Ishizuka |
1283cm-1: S-O vibration, 810cm-1: S-O bond (Ref. 0090). |
Permethylated asialo-derivative (Ref. 0090).Negative-ion LSIMS and high-energy CID of GM1a sulfate [Spectrum 0001](I.Ishizuka) |
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15 | Lysosulfatide |
3-Sulfogalactosyl-b-(1-1)-sphingosine |
GSG0083 | Ineo Ishizuka |
C |
(Ref. 0097). |
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16 | Glucosylsulfatide |
Glucosylceramide 3-sulfate |
GSG0084 | Ineo Ishizuka |
SM4s-Glc |
1230cm-1: S=O stretching, 815cm-1: C-O-S vibration (Ref. 0093). |
1H-NMR: double-relayed COSY (Ref. 0093). |
SI-MS [M-H]- (Ref. 0093). |
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17 | Sulfo-isoglobotetraosylceramide |
Sulfo-isoglobotetraosylceramide |
GSG0092 | Ineo Ishizuka |
SMiGb4Cer |
Sulfate (Ref. 0212). |
DQF-COSY (Ref. 0212). |
LSIMS (Ref. 0212). |
Silica beads (Ref. 0212). |
Fatty acids 24:0, 37%; 22:0, 19%; 23:0, 15% (Ref. 0212). |
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18 | Sulfo-isoglobopentaosylceramide |
Sulfo-isoglobopentaosylceramide |
GSG0093 | Ineo Ishizuka |
FT-IR, sulfate ester (Ref. 1062). |
1H-NMR, DQF-COSY (Ref. 1062). |
LSIMS, CID (Ref. 0212). |
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19 | Gangliotriaosylceramide sulfate |
Gangliotriaosylceramide sulfate |
GSG0094 | Ineo Ishizuka |
SM2b |
FT-IR (Ref. 0215). |
1H-NMR, DQF-COSY (Ref. 0215). |
Negative-mode LSIMS, CID (Ref. 0215). |
Fatty acids 24:0, 31%; 22:0, 22%; 23:0, 12%; LCB t18:0, 76% (Ref. 0215). |
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20 | Sulfated GM1a ganglioside |
Sulfated GM1a ganglioside |
GSG0095 | Ineo Ishizuka |
SMGM1a |
FT-IR (Ref. 0217). |
1H-NMR, DQF-COSY (Ref. 0217). |
Negative LSIMS and CID (Ref. 0217). |
Fatty acids 24:0, 34%; 22:0, 20%; LCB t18:0, 96% (Ref. 0217). |
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21 | 6-O-acyl sulfatide |
6-O-acylgalactosylceramide 3-sulfate |
GSG0113 | Ineo Ishizuka |
1H-NMR (Ref. 0243). |
FAB-MS (Ref. 0243). |
DEAE Sephadex (Ref. 0243). |
Equine brain (Ref. 0243). |
The fatty acid composition of the O-acyl group, 18:0, 16:0 (Ref. 0243) |
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22 | GalNAcb1-4(Ac-O-9-NeuAc2-8NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1001 | Kazuo Nakamura |
FAB-MS (Ref. 0030) |
TLC(Ref. 0030) |
Alaskan pollack brain (Ref. 1030) |
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23 | NeuAc2-3Galpb1-3(Fuca1-4)GlcpNAcb1-3(Galpb1-4GlcpNAcb1-6)Galpb1-4GlcCer |
GSG1002 | Kazuo Nakamura |
1H-NMR (Ref. 1031) |
Human rectal adenocarcinoma (Ref. 1031) |
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24 | NeuAc2-3Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1003 | Kazuo Nakamura |
sLea-X |
1H-NMR (Ref. 1031) |
Human rectal adenocarcinoma (Ref. 1031) |
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25 | NeuAc2-3Galb1-3(Fuca1-4)GlcNAcb1-3{Galb1-4(Fuca1-3)GlcNAcb1-6}galb1-4GlcCer |
GSG1004 | Kazuo Nakamura |
1H-NMR (Ref. 1031) |
Human rectal adenocarcinoma (Ref. 1031) |
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26 | NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1005 | Kazuo Nakamura |
1H-NMR 500MHz (Ref. 1032) |
Negative FAB-MS (Ref. 1032) |
Mobility on TLC with C/M/W(50:40:10): between GD1a and GD1b (Ref. 1032) |
Ceramides Human erythrocyte: 24:0-d18:1 and 22:0-d18:1 ; chicken keletal muscle 18:0-d18:1 (Ref. 1032) |
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27 | NeuGc2-3Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1006 | Kazuo Nakamura |
1-d 1H-NMR (Ref. 1034) |
FAB-MS (Ref. 1034) |
Mobility on TLC with C/M/W (55:45:10), slightly lower than GD1b; with C/M/1.5N ammmonia (55:45:10), lower than GQ1b; with tetrahydrofuran/0.1%KCl (75:15) between GT1b and GQ1b (Ref. 1034) |
Bovine erythrocytes (Ref. 1034) |
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28 | NeuAc2-6Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1007 | Kazuo Nakamura |
500MHz 1-d 1H NMR (Ref. 1035) |
Negative FAB-MS (Ref. 1035) |
Mobility on TLC with C/M/0.2%CaCl2 (60:40:9), slightly higher than blood group I-active ganglioside (Ref. 1035) |
Human meconium (Ref. 1035) |
Ceramides 16h:0-d18:1, 22h:0-d18:1, 24h:0-d18:1 (Ref. 1035) |
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29 | NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4(NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1008 | Kazuo Nakamura |
Reactive with anti-cholinergic neuron specific antibody (Ref. 1036) |
600MHz 1-d 1H (Ref. 1036) |
Negative FAB-MS (Ref. 1036) |
Mobility on TLC with C/M/12mM MgCl2 (5:4:1), C/M/12mM MgCl2/15M NH4OH(5:4:0.7:0.3), lower than GQ1b (Ref. 1036) |
Bovine brain (Ref. 1036) |
Fatty acids 16:0 (1.2%), 18:0 (91.3%), 20:0(4.4%), 22:0 (3% ) (Ref. 1036) |
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30 | NeuGc2-3Galb1-4GlcNAcb1-3Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1009 | Kazuo Nakamura |
1d 1H, 2d HOHAHA (Ref. 1037) |
Negative FAB-MS (Ref. 1037) |
Mobility on TLC with C/M/0.2%CaCl2 (60:40:9), between GD1b anad GT1b; withC/M/2.5N NH4OH (60:40:9), lower than GT1b.(Ref. 1037) |
Rat spleen lymphosytes (Ref. 1037) |
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31 | NeuAc2-?Galb1-?Galb1-?Gala1-?Galb1-?GlcCer |
GSG1010 | Kazuo Nakamura |
500MHz 1-d 1H (Ref. 1038) |
Mobility on TLC with C/M/0.2%CaCl2 (6:4:1) slightly higher than GD1a (Ref. 1038) |
Mouse hematopoietic cell line BM216 (Ref. 1038) |
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32 | GalNAcb1-4(NeuAc2-3)Galb1-3GlcNAcb1-3(GalNAcb1-4)Galb1-4GlcCer |
GSG1011 | Kazuo Nakamura |
Reactive with serum IgM from an amyotrophic lateral aclerosis-like patient (Ref. 1039) |
400MHz 1-d 1H (Ref. 1039) |
Negative FAB-MS (Ref. 1039) |
Mobility on TLC with C/M/12mM MgCl2(5:4:1), slightly higher than GD1a; with C/M/12mM MgCl2/2.5M ammonia(50:40:7:3), slightly higher than GD1b (Ref. 1039) |
Bovine brain (Ref. 1039) |
Ceramides C18:0-d18:1 or C18:0-d20:1 (Ref. 1039) |
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33 | GalNAcb1-4(NeuAca2-3)Galb1-3GlcNAcb1-3(Galb1-3GalNAcb1-4)Galb1-4GlcCer |
GSG1012 | Kazuo Nakamura |
Reactive with serum IgM from an amyotrophic lateral aclerosis-like patient (Ref. 1039) |
400MHz 1-d 1H (Ref. 1039) |
Negative FAB-MS (Ref. 1039) |
Mobility on TLC with C/M/12mM MgCl2(5:4:1), between GD1a and GD1b; with C/M/12mM MgCl2/2.5M ammonia (50:40:7:3), higher than GQ1b (Ref. 1039) |
Bovine brain (Ref. 1039) |
Ceramides C18:0-d18:1 or C18:0-d20:1 (detected with FAB-MS) (Ref. 1039) |
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34 | Galb1-6Galb1-6GlcCer |
GSG1013 | Kazuo Nakamura |
Eggs of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1040) |
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35 | Fuca1-3GalNAcb1-4(Fuca1-3)GlcNAcb1-4GlcCer |
GSG1014 | Kazuo Nakamura |
2d-HOHAHA, DQF-COSY, 1d 1H 600MHz, NOESY (Ref. 1055) |
Eggs of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1041) |
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36 | Galb1-6(Fuca1-3)Galb1-6GalCer |
GSG1015 | Kazuo Nakamura |
LSI-MS (Ref. 1042) |
Metacestodes of Echinococcus multilocularis (cestode) (Ref. 1042) |
Fatty acids C16 and C18h, LCB d18:0 are major (Ref. 1042) |
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37 | Fuca1-3Galb1-6GalCer |
GSG1016 | Kazuo Nakamura |
LSI-MS (Ref. 1042) |
Metacestodes of Echinococcus multilocularis (cestode) (Ref. 1042) |
Fatty acids C16 and C18h, LCB d18:0 are major (Ref. 1042) |
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38 | Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1017 | Kazuo Nakamura |
Reactive with mAb NCC-ST-421 (raised against human gastric adenocarcinoma) (Ref. 1043) |
1d 1H 500MHz (Ref. 1043) |
Positive FAB-MS (Ref. 1043) |
Human colonic Adenocarcinoma cell line Colo 205 (Ref. 1043) |
Ceramides C24h:0-d18:1, C24h:1-d18:1, C24h:1-t18:0 (Ref. 1043) |
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39 | KDNa2-3Galb1-4GlcCer |
GSG1018 | Kazuo Nakamura |
(KDN)GM3 |
Mobility on TLC with C/M/0.2% CaCl2(55:45:10), slightly lower than (NeuAc)GM3 [Chromatogram 0001](Ref. 1044) |
Sperm of rainbow trout (Ref. 1044) |
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40 | Galb1-3Gala1-4Galb1-4GlcCer |
GSG1019 | Kazuo Nakamura |
One of the mAb (ST-3) specific for this glycosphingolipid inhibited macrophage invasion by amastigotes and promastigote (Ref. 1045) |
500MHz 1d 1H (Ref. 1045) |
Negative FAB-MS (Ref. 1045) |
Amastigote form of Leishmania amazonensis (protozoan) (Ref. 1045) |
Ceramides C16:0-d18:1 (Ref. 1045) |
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41 | Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-3GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1020 | Kazuo Nakamura |
Antigen to mAb 188C1 (raised against skin tissue of bullfrogs). This antibody recognize a common antigen in neural and intestinal tissues of chicken. (Ref. 1046) |
1d 1H (400MHz) (Ref. 1046) |
Negative FAB-MS (Ref. 1046) |
Mobility on TLC with C/M/14mM MgCl2(5:4:1), between GD1a and GD1b (Ref. 1046) |
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42 | GalNAca1-3(Fuca1-2)Galb1-3GlcNAcb1-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1021 | Kazuo Nakamura |
Ab |
Blood group A active, Ab (Ref. 1047) |
1d 1H (Ref. 1047) |
EI-MS (Ref. 1047), TLC/(-)SIMS [Spectrum 0001] (Ref. 1499), peracetylated sample TLC/(+)SIMS [Spectrum 0002] |
TLC (Ref. 1047) |
Epithelial cells of the small intestine of inbred rats (DA and LOU/M) (Ref. 1047) |
Ceramide, C16:h0-t18:0 (Ref. 1047) |
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43 | NeuAc2-3Galb1-3GalNAcb1-4(NeuAc2-8NeuGc2-3)Galb1-4GlcCer |
GSG1022 | Kazuo Nakamura |
1d 1H (Ref. 1048) |
Negative FAB-MS (Ref. 1048) |
Mobility on TLS with C/M/12mM MgCl2(5:4:1), slightly higher than GT1b; with C/M/12mM MgCl2/2.5M ammonia (50:40:7:3), between GT1b and GQ1b (Ref. 1048) |
Bovine brain (Ref. 1048) |
Ceramide C18:0-d20:0 (Ref. 1048) |
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44 | 1-O-b-D-{6-O-[2'-(Trimethylammonio)-ethylphosphoryl]}GalCer |
GSG1023 | Kazuo Nakamura |
1H 400MHz (Ref. 1049) |
FAB-MS (Ref. 1049) |
TLC (Ref. 1049) |
Neanthes diversicolor (marine annelid) (Ref. 1049) |
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45 | Epidermoside(Ref. 1050) |
Glucosylb-N-(w-O-linoleoyl)-acylsphingosine |
GSG1024 | Kazuo Nakamura |
Suggested to be a barrier preventing the loss of water from the body surface <<>> |
1H-HMR (360MHz) (Ref. 1483), 1H-HMR (500MHz) [Spectrum 0002] (Ref. 1050), Note, GL-I3:(omega-O-linoleoyl)-triacontanoyl and - and -dotriacontamonoenoyl-eicosashpingenine GL-II3:(omega-O-linoleoyl)-triacontanoyl-tri-hydroxyeicosasphingenine 1H-HMR (400MHz)(Ref. 1485) |
(-)FAB-MS [Spectrum 0001] (Ref. 1050) Note, GL-I3:(omega-O-linoleoyl)-triacontanoyl and - and -dotriacontamonoenoyl-eicosashpingenine GL-II3:(omega-O-linoleoyl)-triacontanoyl-tri-hydroxyeicosasphingenine |
Ceramides Pig and human epidermis 30h:0-(w18:2)-d20:1, 32h:0-(w18:2)-d20:1 (Ref. 1050/1483), Human epidermis 30h:0-(w18:2)-t20:1(Ref. 1050) , Guinea pigs epidermis 24h:0-(w18:2) (Ref. 1485) Cultured keratinocytes, w hydroxy acid; 30:0, 30:1, 32:1, 34:1 (Ref. 1484) LCB Cultured keratinocytes, d18:1 (Ref. 1484) |
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46 | 3,4-O-Cyclic fatty acetal-GalCer |
GSG1025 | Kazuo Nakamura |
FAB-MS (Ref. 1051) |
Human brain (Ref. 1051) |
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47 | 4,6-O-Cyclic fatty acetal-GalCer |
GSG1026 | Kazuo Nakamura |
FAB-MS (Ref. 1051) |
Human brain (Ref. 1051) |
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48 | Gala1-2Galb1-4(2-AEP1-6)GlcCer |
GSG1027 | Kazuo Nakamura |
FAB-MS (Ref. 1052) |
Aplysia juliana (sea hare) (Ref. 1052) |
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49 | (F-9) |
[3,4-O-(S-1-Carboxyethylidene)]Galb1-3GalNAca1-3[6'-O-(2-aminoethylphosphonyl)Gala1-2](2-aminoethylphosphoryl-6)Galb1-4GlcCer |
GSG1028 | Kazuo Nakamura |
Aplysia kurodai (sea hare) (Ref. 1053) |
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50 | (FGL-I) |
[3,4-O-(S-1-Carboxyethylidene)]Galb1-3GalNAca1-3(Fuca1-2)(2-aminoethylphosphoryl1-6)Galb1-4GlcCer |
GSG1029 | Kazuo Nakamura |
Aplysia kurodai (sea hare) (Ref. 1053) |
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51 | 2-Aminoethylphosphoryl-6GlcNAcb1-3Manb1-4GlcCer |
GSG1030 | Kazuo Nakamura |
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52 | GalNAcb1-4(2aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4GlcCer |
GSG1031 | Kazuo Nakamura |
1H NMR (SP0001) (Ref. 1054) |
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53 | Galb1-3GalNAcb1-4(NeuNa2-3)Galb1-4GlcCer |
GSG1032 | Kazuo Nakamura |
De-N-Acetylated GM1 |
Reactive with cholera toxin B-subunit (Ref. 1056) |
1-d1H (Ref. 1056) |
FAB-MS (Ref. 1056) |
Bovine brain (Ref. 1056) |
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54 | Manb1-4(Fuca1-3)GlcCer |
GSG1033 | Kazuo Nakamura |
400MHz 1H-NMR : b-GLUCOSE : 4.21ppm(J1,2=7.9Hz), b-MANNOSE : 4.65ppm, a-FUCOSE : 5.26ppm(J1,2=3.6Hz), FUCOSE H-5 : 4.30ppm (Ref. 1057) |
(-)FAB-MS : [M-H]-=1104,1090,1076, [M-Fuc-H)-=958,944,930, [M-Man-H]-=942, 928,914, [M-Fuc-Man-H]-=796,782,768, CERAMIDE=634,620,606 (Ref. 1057) |
Parafontaria laminata armigera (millipede)(Ref. 1057) |
Fatty acids normal 27.9% (16:0,22:0,23:0,24:0), 2-hydroxy 32.6% (22:0,23:0,24:0), 3-hydroxy 39.5% (22:0,23:0,24:0) LCB branched d17:1 8.6%, d17:1 28.4%, d17:0 15.3% , branched d18:1 23.5%, d18:1 24.2% (Ref. 1057) |
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55 | Cholinephosphoryl-6(Mana1-4)Gal1-6GalCer |
GSG1034 | Kazuo Nakamura |
3400cm-1, 1620cm-1, 1540cm-1, 1220cm-1, 960cm-1 (Ref. 1058) |
500MHz 1H (Ref. 1058) |
(+)FAB-MS (Ref. 1058) |
Pheretima hilgendorfi (earthworm) (Ref. 1058) |
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56 | GalNAca1-4GalNAcb1-4(2aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4GlcCer |
GSG1035 | Kazuo Nakamura |
3400cm-1, 1620cm-1, 1540cm-1, 1220cm-1, 960cm-1(Ref. 1058) |
500MHz 1H (Ref. 1058) |
(+)FAB-MS (Ref. 1058) |
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57 | GalNAcb1-4(NeuAc2-3)Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1036 | Kazuo Nakamura |
GalNAc-GD1a(Neu5Ac/Neu5Gc) |
500MHz 1H, 125Hz 13C-NMR, HSQC, ROESY (Ref. 1059) |
Bovine brain (0.12% of total gangliosides) (Ref. 1059) |
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58 | GalNAcb1-4(NeuGc2-3)Galb1-3GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1037 | Kazuo Nakamura |
GalNAc-GD1a(Neu5Gc/Neu5Ac) |
500MHz 1H, 125Hz 13C-NMR, HSQC, ROESY (Ref. 1059) |
Bovine brain (0.08% of total ganglioseides) (Ref. 1059) |
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59 | Gala1-3(Fuca1-2)Galb1-3Galb1-4GlcCer |
GSG1038 | Kazuo Nakamura |
Blood group B acitive. Anti-B antibody stains blastula cell (Ref. 1060) |
400MHz 1H (Ref. 1060) |
(-)FAB-MS (Ref. 1060) |
Blastula cells of Xenopus laevis (Ref. 1060) |
An upper band on TLC, hydroxy fatty acid 46.3% (22h:0, 24h:0); a lower band on TLC, hydroxy fatty acid 66.3% (22h:0, 24h:0, 24h:1) (Ref. 1060) |
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60 | GalNAcb1-3Gala1-3(Fuca1-2)Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1039 | Kazuo Nakamura |
Blood group B active (Ref. 1061) |
TLC (Ref. 1061) |
Rat (Wister/Furth) testis (Ref. 1061) |
Fatty acids 16:0 to 24:0 (hydroxy and non-hydroxy), 16:0, 24:0, 16h:0, 24h:0 LCB d18:0, t18:0 (Ref. 1061) |
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61 | KDN2-3Galb1-3GalNAcb1-4(KDN2-3)Galb1-4GlcCer |
GSG1042 | Kazuo Nakamura |
KDNGDla |
Reacted with mAb. kdn3G (KDNa2-3Galb1-epitope). Expression of KDN-gangliosides are changed during spermatogenesis. KDN/NeuAcGD1a is found in testis throughout all satages during spermatogenesis (Ref. 1064) |
500MHz 1H-NMR: terminal KDN: H-3ax 1.55ppm,H-3eq 2.45ppm, innner KDN: H-3eq 2.61ppm (Ref. 1064) |
FAB-MS intact and methylated (Ref. 1064) |
Rainbow trout testis (Ref. 1064) |
Ceramides A: C16:0 (20%) /C24:0 (80%) and d18:1 (80%)/ t18:0 (20%) b: C16:0 (1% )/C24:0 (99% ) and d18:1 (97%)/ t18:0 (3% ) (Ref. 1064) |
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62 | KDN2-3Galb1-3GalNAcb1-4(Neu5Ac2-3)Galb1-4GlcCer |
GSG1043 | Kazuo Nakamura |
(KDN,Neu5Ac)GD1a |
Reacted with mAb. kdn3G (KDNa2-3Galb1-epitope). Expression of KDN-gangliosides are changed during spermatogenesis. KDN/NeuAcGD1a is found in testis throughout all satages during spermatogenesis (Ref. 1064) |
500MHz 1H-NMR:terminal KDN:H-3ax 1.55ppm,H-3eq 2.45ppm, innner NeuAc:H-3eq 2.61ppm (Ref. 1064) |
FAB-MS intact and methylated (Ref. 1064) |
Rainbow trout testis (Ref. 1064) |
Ceramides C24:1(99%) - d18:1(80%)/t18:0(20%), C16:0(36%)/24:1(64%) - d18:1/t18:0 (Ref. 1064) |
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63 | NeuAc2-3Galb1-3GalNAcb1-4(KDN2-3)Galb1-4GlcCer |
GSG1044 | Kazuo Nakamura |
(Neu5Ac,KDN)GD1a |
Reacted with mAb. kdn3G (KDNa2-3Galb1-epitope). Expression of KDN-gangliosides are changed during spermatogenesis.(Ref. 1064) |
500MHz 1H-NMR:terminal NeuAc:H-3eq 2.72ppm, innner KDN: H-3ax 1.62ppm,H-3eq 2.59ppm (Ref. 1064) |
FAB-MS intact and methylated (Ref. 1064) |
Rainbow trout testis (Ref. 1064) |
Ceramides 24:1(99%)- d18:1(80% )/t18:0(20%), C16:0(36% )/24:1(64%)- d18:1 /t18:0 (Ref. 1064) |
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64 | KDN2-3Galb1-3(KDN2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1045 | Kazuo Nakamura |
KDN GD1a2 |
Reacted with mAb. kdn3G (KDNa2-3Galb1-epitope). Expression of KDN-gangliosides are changed during spermatogenesis. KDN GDla emerged at later stage of development, 2-3 months prior to spermiation. (Ref. 1064) |
500MHz 1H-NMR: terminal KDN: H-3ax 1.19ppm,H-3eq 2.53ppm, inner KDN:H-3ax 1.30ppm,H-3eq 2.62ppm (Ref. 1064) |
FAB-MS intact and methylated (Ref. 1064) |
Rainbow trout testis (Ref. 1064) |
Ceramide 16:0 (1%)/24:1 (99%) - d18:1 (97% )/t18:0 (3%), 16:0 (54% )/24:1 (46%) - d18:1 /t18:0 (Ref. 1064) |
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65 | KDNa2-3Galb1-3(Neu5Ac2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1046 | Kazuo Nakamura |
(KDN,Neu5Ac)GD1a2 |
Reacted with mAb. kdn3G (KDNa2-3Galb1-epitope). Expression of KDN-gangliosides are changed during spermatogenesis. KDN GDla emerged at later stage of development, 2-3 months prior to spermiation. (Ref. 1064) |
500MHz 1H-NMR:terminal KDN:H-3ax 1.18ppm,H-3eq 2.51ppm, innner NeuAc:H-3ax 1.33ppm, H-3eq 2.75ppm (Ref. 1064) |
FAB-MS. intact and methylated (Ref. 1064) |
Rainbow trout testis (Ref. 1064) |
Ceramide 16:0(2%)/24:1(98%)-d18:1(97%)/t18:0(3%),16:0(71%)/24:1(29%)-d18:1 /t18:1 (Ref. 1064) |
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66 | 3-O-Methyl-Gala1-3[6'-O-(2-aminoethylphosphonyl)Gala1-2](2-aminoethylphosphonyl-6)Galb1-4(2-aminoethylphosphonyl-6)GlcCer |
GSG1047 | Kazuo Nakamura |
(-)FAB-MS [[Sp0001] (Ref. 1065) |
Eggs of Aplysia kurodai (sea hare) (Ref. 1065) |
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67 | Mana1-2Gala1-6GlcNa1-4GlcCer |
GSG1048 | Kazuo Nakamura |
1H, 13C (Ref. 1066) |
LD-MS (Ref. 1066) |
Sphingomonas paucimobilis (synonym: Pseudomonas paucimobilis, bacterium) (Ref. 1066) |
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68 | Galb1-3(2-aminoethylphosphonyl-6)Mana1-3Mana1-4(2-aminoethylphosphonyl-6)GlcNa1-6Ino-phospho-Cer |
GSG1049 | Kazuo Nakamura |
Leptomonas samueli (protozoan) (Ref. 1068) |
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69 | 2-Aminoethylphosphony-6Mana1-3Mana1-4(2-aminoethylphosphonyl-6)GlcNa1-6Ins-phospho-Cer |
GSG1050 | Kazuo Nakamura |
600MHz 1H, COSY, ROESY, COSY-45, 13C-NMR (Ref. 1068) |
FAB-MS (Ref. 1068) |
Leptomonas samueli (protozoan) (Ref. 1068) |
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70 | Fuca1-4(3-phosphoethanolaminyl)Inoa1-phospho-Cer |
GSG1051 | Kazuo Nakamura |
1H-NMR 31P-NMR HOHAHA, COSY, NOE, ROESY, 2-d long-range 1H{31P}scalarcorelation (Ref. 1069) |
Ceramides C16:0-d18:0, C16:0-d18:1 (Ref. 1067) |
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71 | 3-phospho-Ino-phospho-Cer |
GSG1052 | Kazuo Nakamura |
Ceramides C16:0-d18:0, C16:0-d18:1 |
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72 | 3-phosphoethanolaminyl-Inoa1-phospho-Cer |
GSG1053 | Kazuo Nakamura |
CID MS/MS (Ref. 1069) |
Trichomonas vaginalis (protozoan) (Ref. 1069) |
Ceramides C16:0-d18:0, C16:0-d18:1(Ref. 1069) |
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73 | GlcUa1-3Glca1-4Xylb1-4Xylb1-4(Rhaa1-3)Mana1-2Mana1-3(2-AEPl-6)Mana1-3Mana1-4(2-AEPl-6)GlcNa1-6Ino(1or2)-phospho-Cer |
GSG1054 | Kazuo Nakamura |
1H-NMR(500MHz) 13C-NMR : COSY, TOCSY, ROESY (Ref. 1070) |
FAB-MS (Ref. 1070) |
Promastigotes of Leptomonas samueli (protozoan) (Ref. 1070) |
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74 | Xylb1-3Xylb1-4Xylb1-4(Rhaa1-3)Mana1-2Mana1-3(2-AEPl-6)Mana1-3Mana1-4(2-AEPl-6)GlcNa1-6Ino(1or2)-phospho-Cer |
GSG1055 | Kazuo Nakamura |
500MHz 1H-NMR, 13C-NMR : TOCSY, COSY, ROESY (Ref. 1070) |
FAB-MS (Ref. 1070) |
Promastigotes of Leptomonas samueli (protozoan) (Ref. 1070) |
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75 | Xylb1-4Xylb1-4(Rhaa1-3)Mana1-2Mana1-3(2-AEPl-6)Mana1-3Mana1-4(2-AEPl-6)GlcNa1-6Ins(1or2)-phospho-Cer |
GSG1056 | Kazuo Nakamura |
500MHz 1H-NMR, 13C-NMR : TOCSY, COSY, ROESY (Ref. 1070) |
FAB-MS (Ref. 1070) |
Promastigotes of Leptomonas samueli (protozoan) (Ref. 1070) |
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76 | OPHIDIACEREBROSIDE |
Glucosylceramide/(2S,3R,4E,8E,10E)-1-(b-D-glucopyranosyloxy)-3-hydroxy-2[((r)-2-hydroxydocosanoyl)amino]-9-methyl-4,8,10-octadecatriene |
GSG1057 | Kazuo Nakamura |
Cytotoxic for murine leukemia cell L1210 (Ref. 1071) |
Ophidiaster ophidiamus (starfish) (Ref. 1071) |
(2S,3R,4E,8E,10E)-1-(b-D-)-3-hydroxy-2[((r)-2-hydroxydocosanoyl)amino]-9-methyl-4,8,10-octadecatriene |
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77 | Galb1-3(NeuAc2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1059 | Kazuo Nakamura |
GM1a |
Reactive with anti-cholinergic neuron specific antibody (anti-Chol-1) (Ref. 1074) |
FAB-MS(-) (Ref. 1074) |
Mobility on TLC with (C:M:12mM MgCl2=5:4:1), between GM1 and GD1a (Ref. 1074) |
Bovine brain (Ref. 1074) |
Ceramides C18:0-d20:1, C18:0-d18:1 |
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78 | Galb1-3(NeuAc2-6)GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1060 | Kazuo Nakamura |
GD1aa |
Reactive with anti-cholinergic neuron specific antibody (anti-Chol-1) (Ref. 1074) |
FAB-MS(-) (Ref. 1074) |
Mobility on TLC with C:M:12mM MgCl2=5:4:1, higher than GD1b (Ref. 1074) |
Bovine brain (Ref. 1074) |
Ceramide C18:0-d18:1 (Ref. 1074) |
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79 | Galb1-3(NeuAc2-6)GalNAcb1-4(NeuGc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1061 | Kazuo Nakamura |
GT1ba |
Reactive with anti-cholinergic neuron specific antibody (anti-Chol-1) (Ref. 1074) |
FAB-MS(-) (Ref. 1074) |
mpbolity on TLC with (C:M:12mM MgCl2=5:4:1), between GT1b and GQ1b (Ref. 1074) |
Bovine brain (Ref. 1074) |
Ceramides C18:0-d20:1, C18:0-d18:1 (Ref. 1074) |
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80 | NeuAc2-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1062 | Kazuo Nakamura |
X0 ganglioside, sLex-8 |
Reactive with mAb CSLEX1 (which recognizes sialyl Lewis x structure). Not reactive with mAb CDW65 (VIM-2 specific) nor CD15 (anti-sialyl Lewis x). Strong riactivity with mAb AM3 (which recognizes sialyl Lewis x sequence). (Ref. 1075) |
FAB-MS(+) (Ref. 1075) |
Human granulocyte (Ref. 1075) |
Ceramides C16:0-d18:1 (Ref. 1075) |
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81 | NeuAc2-3Galb1-4GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1063 | Kazuo Nakamura |
Reactive with mAb CDW65 (i.e. having VIM-2 motif), but not reactive with mAb CSLEX1 (which recognize the sialyl Lewis x structure) (Ref. 1075) |
FAB-MS(+) of permethylated samples. spectrum is not shown. Text only. [MH]+=2980,[Mna]+=3002,[NeuAcGalG1cNAc]+=1448, close spots on TLC gave ion peaks [MH]+=2870 and [Mna]+=2892 (difference of fatty acid) (Ref. 1075) |
Human granulocyte (Ref. 1075) |
Ceramides 24:0-d18:1, 16:0-d18:1 (Ref. 1075) |
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82 | NeuAc2-6GlcCer |
GSG1064 | Kazuo Nakamura |
1H-NMR Glc,H-1,J1.2=84Hz(d=1.14ppm) blinkage (Ref. 1076) |
FAB-MS(-) [M-H]-=1033, 1047, 1061, 1075, 1089 corresponding to C18:1, C19:1, C20:1, C21:1, C22:1, respectively. Long chain base is t18:0 (Ref. 1076) |
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83 | NeuAc2-8NeuAc2-6GlcCer |
GSG1065 | Kazuo Nakamura |
1H-NMR Glc H-1,J1.2=7.3Hz (d=4.12ppm) blinkage (Ref. 1076) |
FAB-MS(-) [M-H]-=1325, 1339, 1353, 1367, 1381(corresponding ot C18:1, C19:1, C20:1, C21:1, C22:1, respectively) Long chain base is t18:0 (Ref. 1076) |
Sperm of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1076) |
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84 | NeuAc2-8NeuAc2-8NeuAc2-6GlcCer |
GSG1066 | Kazuo Nakamura |
FAB-MS(+) of permethylated samples. NeuAc=376, (NeuAc)2=737, (NeuAc)3=1099, 2H-acetylated samples gave peaks corresponding to lactonyzed (Neu5Ac)3(Hex) (Ref. 1076) |
Sperm of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1076) |
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85 | HSO3-8NeuAc2-6GlcCer |
GSG1067 | Kazuo Nakamura |
1H-NMR Glc,H-1, d=4.10ppm, J1.2=8.4Hz(blinkage),NeuAc,H-3eq, d=2.48ppm,H-3axd=1.45ppm(alinkage) (Ref. 1076) |
[M-H]-=1113, 1127, 1141, 1155, 1169 (corresponding to C18:1, C19:1, C20:1, C21:1, C22:1, respectively. long chain base is t18:0) (Ref. 1076) |
Sperm of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1076) |
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86 | NeuAc2-8NeuAc2-8NeuAc2-8NeuAc2-6GlcCer |
GSG1068 | Kazuo Nakamura |
1H-NMR Glc, H-1, d=4.10ppm, J1.2=8.4Hz ; NeuAc, H-3eq, 2.48ppm, H-3ax, 1.45ppm (Ref. 1076) |
FAB-MS(-) [M-H]-=1113, 1127, 1141, 1155, 1169(corresponding to C18:1, C19:1, C20:1, C21:1, C22:1, respectively. Long chain base : t18:0) (Ref. 1076) |
Sperm of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1076) |
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87 | HSO3-8NeuAc2-8NeuAa2-6GlcCer |
GSG1069 | Kazuo Nakamura |
1H-NMR |
FAB-MS(-) [M-H]-=1387, 1401, 1415, 1429, 1443 (corresponding to C18:1, C19:1, C20:1, C21:1, C22:1, respectively. long chain base is t18:0. Ion peaks corresponding to lactonized molecules were detedted (Ref. 1076) |
Sperm of Hemicentrotus pulcherrimus (sea urchin) (Ref. 1076) |
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88 | Gala1-2Ins-phospho-Cer |
GSG1071 | Kazuo Nakamura |
OH- 3400,1040cm-1; amide I 1650cm-1; amide II 1550cm-1, phospnate; 1220cm-1 (Ref. 1078) |
Gal, H-1, 5.05ppm(J1.2=3.30Hz) (Ref. 1078) |
FAB-MS(-) [M-H]-=1070, 1056, P-Cer derived ions M/Z = 746,732 (Ref. 1078) |
Ascaris suum (porcine roundworm) (Ref. 1078) |
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89 | Spirometoside |
Galb1-4(Fuca1-3)Glcb1-3(Galb1-6)GalCer |
GSG1072 | Kazuo Nakamura |
FAB-MS(-),[M-H]-=1472,1498 (C26:0-d18:0,C28:1,C28:0-D18:0) [Spectrum 0001]and 1488,1514(C26:-t18:0,C28:1-t18:0)(Ref. 1079) |
Plerocercoids of Spirometra erinacei (cestode) (Ref. 1079) |
Fatty acids Upper band on TLC: C28:1(30.2%), C26:0 (21.9%)/d18:0(45.1%),t18:0(54.9%). Lower band on TLC: C28:0(21.7%), C26:0(10.3%), C18:1(13.8%), C16:0(11.0%)/t18:0(90.3%) (Ref. 1079) |
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90 | Ac-O-9-NeuGc2-3Galb1-4GlcCer |
GSG1073 | Kazuo Nakamura |
9-O-Ac GM3(GC) |
Methylane proton of NeuGc C-9 shifted to lower field (H-9a,3.95ppm, H-9b,4.22ppm) (Ref. 1080) |
FAB-MS(-) [M-H-]=1321,[HexHexCer-H]-=972 (Ref. 1080) |
Equine erythrocytes (Ref. 1080) |
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91 | Ac-O-6'-NeuGca1-3Galb1-4GlcCer |
GSG1074 | Kazuo Nakamura |
6'-O-Ac GM3(GC) |
FAB-MS(-) [Ac-HexHexCer-H]-=1014(Ref. 1080) |
Equine erythrocytes (Ref. 1080) |
||||||||||||||||||||||
92 | 2-O-Acyl-b-D-glucopyranosylceramide |
GSG1075 | Kazuo Nakamura |
Carbonyl ester1738cm-1, -CH stretching, 2922; 2852cm-1(Ref. 1004) |
TLC(Ref. 1004) |
Alaskan pollack brain (Ref. 1004) |
||||||||||||||||||||||
93 | 3-O-Acyl-b-D-glucopyranosylceramide |
GSG1076 | Kazuo Nakamura |
carbonyl ester,1738cm-1; -CH stretching 2922, 2852cm-1 (Ref. 1004) |
||||||||||||||||||||||||
94 | 6-O-Acyl-b-D-glucopyranosylceramide |
GSG1077 | Kazuo Nakamura |
Carbonyl ester,1738cm-1; -CH stretching 2922, 2852cm-1 (Ref. 1004) |
||||||||||||||||||||||||
95 | 2-O-acyl-b-D-galactopyranosylceramide |
GSG1078 | Kazuo Nakamura |
1730cm-1 carbonyl ester (Ref. 1004) |
TLC (Ref. 1004) |
|||||||||||||||||||||||
96 | 3-O-acyl-b-D-galactopyranosylceramide |
GSG1079 | Kazuo Nakamura |
[a]DIN CHCl3 FrII.=-5.0, FrIII.=+3.0, FrIV.=+0.6 (Ref. 0002) |
||||||||||||||||||||||||
97 | 4-O-acyl-b-D-galactopyranosylceramide |
GSG1080 | Kazuo Nakamura |
carbonyl ester, 1738cm-1; -CH Stretching 2922,2852cm-1(Ref. 1004) |
||||||||||||||||||||||||
98 | 6-O-acyl-b-D-galactopyranosylceramide, Acyl-O-6-Galb1-1Cer |
GSG1081 | Kazuo Nakamura |
[a]DIN CHCl3 FrII.=-5.0, FrIII.=+3.0, FrIV.=+0.6 (002) |
Bovine brain (Ref. 1001/1002/1008/1013)1.1% of sphingolipid fraction of bovine brain (Ref. 1002)Alaskan pollack and Pasific cod brain (Ref. 1003/1004)distributin in Alaskan pollack brain (Ref. 1003)Alaskan pollack brain (molecular species) (Ref. 1004)human brain (Ref. 1009/1011/1013)porcine brain (Ref. 1010/1017) porcine stomach (Ref. 1012)whale brain (Ref. 1014)Brain (Ref. 1010), pig stomach mucosa(Ref. 1012) |
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99 | Spirometoside |
Galb1-4(Fuca1-3)Glcb1-3GalCer |
GSG1084 | Kazuo Nakamura |
1H 1D-NMR; intact(A) and lyso(B) [Spectrum 0002], TOCSY [Spectrum 0003], ROESY [Spectrum 0004](Ref. 1027) |
Plerocercoids of Spirometra erinacei (cestode) (Ref. 1027) |
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100 | NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1085 | Kazuo Nakamura |
GT1aa |
Dogfish (shark) (Squalus acanthias) brain (Ref. 1026) bovine brain (Ref. 1028) Rat liver (Ref. 1123) Rat: intense immunoreactivity was found in the neuropil of the spinal cord dorsal horn, spinal trigeminal nucleus, solitary tract nucleus, superior colliculus, interpeduncular nucleus, hypothalamus and septal area(Ref. 1124) |
The suitably protected sialyl alpha-(2-->6) ganglioside was glycosylated with the phenylthioglycoside of sialic acid in the presence of N-iodosuccinimide (NIS)-trimethylsilyl trifluoromethanesulfonate (TMSOTf), followed by further glycosylation with the methyl thioglycoside promoted by dimethyl(methylthio)sulfonium triflate (DMTST), to give the heptasaccharide. The oligosaccharide obtained was converted into the title ganglioside by the introduction of ceramide and then complete deprotection. (Ref. 1128) |
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101 | Galb1-3GalNAcb1-4(HSO3-3)Galb1-4GlcCer |
GSG1086 | Kazuo Nakamura |
|||||||||||||||||||||||||
102 | NeuAca2-3Galb1-3GalNAcb1-4GalCer |
GSG1087 | Kazuo Nakamura |
Human erythrocytes(Ref. 1091) |
||||||||||||||||||||||||
103 | GalNAcb1-4(NeuAca2-3)Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1088 | Kazuo Nakamura |
GalNAc-GM1b |
||||||||||||||||||||||||
104 | NeuAca2-3Galb1-4GlcCer |
GSG1089 | Kazuo Nakamura |
GM3 |
||||||||||||||||||||||||
105 | GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1090 | Kazuo Nakamura |
GM2 |
||||||||||||||||||||||||
106 | Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1091 | Kazuo Nakamura |
GM1 |
||||||||||||||||||||||||
107 | Galb1-3GalNAcb1-4(2aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4GlcCer |
GSG1092 | Kazuo Nakamura |
Pupae of Calliphora vicina (Insecta: Diptera)(Ref. 1490) |
||||||||||||||||||||||||
108 | Galx1-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1093 | Kazuo Nakamura |
Gal-GM1 |
fat tissue (Ref. 1096) |
|||||||||||||||||||||||
109 | Galx1-3(Fuca1-2)Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1094 | Kazuo Nakamura |
rat liver and in rat hepatoma induced by N-2-acetylaminofluorene(Ref. 1097) |
||||||||||||||||||||||||
110 | Galb1-3Galx-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1095 | Kazuo Nakamura |
fat tissue (Ref. 1096) |
||||||||||||||||||||||||
111 | Galx1-3Galb1-3Galx1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1096 | Kazuo Nakamura |
fat tissue (Ref. 1096) |
||||||||||||||||||||||||
112 | NeuAca2-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1097 | Kazuo Nakamura |
GD1a |
||||||||||||||||||||||||
113 | NeuAca2-8NeuAca2-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1098 | Kazuo Nakamura |
GT1a |
Human brain(Ref. 1099) |
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114 | GalNAcb1-4(NeuAca2-3)Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1100 | Kazuo Nakamura |
GalNAc-GD1a |
||||||||||||||||||||||||
115 | NeuAca2-8NeuAca2-3Galb1-4GlcCer |
GSG1101 | Kazuo Nakamura |
GD3 |
||||||||||||||||||||||||
116 | GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1102 | Kazuo Nakamura |
GD2 |
||||||||||||||||||||||||
117 | Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1103 | Kazuo Nakamura |
GD1b |
||||||||||||||||||||||||
118 | Fuca1-2GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1104 | Kazuo Nakamura |
Fuc-GD1b |
Pig cerebellum<1182>(Ref. 1103) |
Fatty acids 18:0(80.4%), 20:0(16.0%) LCB d18:1(60%), d20:1(40%) |
||||||||||||||||||||||
119 | NeuAca2-3Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1105 | Kazuo Nakamura |
GT1b |
||||||||||||||||||||||||
120 | NeuAca2-8NeuAca2-3Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1106 | Kazuo Nakamura |
GQ1b |
Fish brain(Ref. 1104) |
|||||||||||||||||||||||
121 | NeuAca2-8NeuAca2-8NeuAca2-3Galb1-4GlcCer |
GSG1107 | Kazuo Nakamura |
GT3 |
Fish brain(Ref. 1105) |
|||||||||||||||||||||||
122 | GalNAcb1-4(NeuAca2-8NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1108 | Kazuo Nakamura |
GT2 |
||||||||||||||||||||||||
123 | Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1109 | Kazuo Nakamura |
GT1c |
Cod fish brain (Ref. 1104) |
|||||||||||||||||||||||
124 | NeuAca2-8NeuAca2-3Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1110 | Kazuo Nakamura |
GP1c |
Cod fish brai(Ref. 1104) |
|||||||||||||||||||||||
125 | NeuAca2-6(NeuAca2-3)Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1111 | Kazuo Nakamura |
Human erythrocytes (Ref. 1107) |
||||||||||||||||||||||||
126 | NeuAca2-6Galb1-3GalNAcb1-3Gala1-3Galb1-4GlcCer |
GSG1112 | Kazuo Nakamura |
rat small intestine(Ref. 1201) |
||||||||||||||||||||||||
127 | NeuAca2-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1113 | Kazuo Nakamura |
Human carcinomas(Ref. 1109) |
||||||||||||||||||||||||
128 | NeuAca2-3Galb1-3(Fuca1-4)GalNAcb1-4Galb1-4GlcCer |
GSG1114 | Kazuo Nakamura |
Sialyl-Lea |
Gastrointestinal cancer(Ref. 1110) |
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129 | Galb1-3(NeuAca2-6)(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1115 | Kazuo Nakamura |
Human adenocarcinoma(Ref. 1111) |
||||||||||||||||||||||||
130 | NeuAca2-8NeuAca2-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1116 | Kazuo Nakamura |
|||||||||||||||||||||||||
131 | NeuAca2-3Galb1-3(NeuAca2-6)GlcNAcb1-3Galb1-4GlcCer |
GSG1117 | Kazuo Nakamura |
Human adenocarcinoma(Ref. 1111) |
||||||||||||||||||||||||
132 | sialosylparagloboside |
NeuAca2-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1118 | Kazuo Nakamura |
||||||||||||||||||||||||
133 | NeuAca2-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1119 | Kazuo Nakamura |
sLex-6 |
Fatty acids 16:0(24%) |
|||||||||||||||||||||||
134 | NeuAca2-8NeuAca2-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1120 | Kazuo Nakamura |
|||||||||||||||||||||||||
135 | NeuAca2-8NeuAca2-8NeuAca2-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1121 | Kazuo Nakamura |
Hog kidney cortex(Ref. 1115) |
||||||||||||||||||||||||
136 | NeuAca2-3Galb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1122 | Kazuo Nakamura |
Human erythrocyte membranes(Ref. 1090) |
||||||||||||||||||||||||
137 | NeuAca2-3GalNAcx1-3Galb1-4GlcNAcb1-3(Fuca1-2)Galb1-4GlcCer |
GSG1123 | Kazuo Nakamura |
Human erythrocytes (Ref. 1116) |
||||||||||||||||||||||||
138 | NeuAca2-6Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1124 | Kazuo Nakamura |
|||||||||||||||||||||||||
139 | Sialosyllactosaminylparagloboside, G6 ganglioside |
NeuAca2-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1125 | Kazuo Nakamura |
||||||||||||||||||||||||
140 | NeuAca2-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1126 | Kazuo Nakamura |
sialyl dimeric Lex |
Human adenocarcinoma(Ref. 1118) |
|||||||||||||||||||||||
141 | NeuAca2-6Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1127 | Kazuo Nakamura |
Human erythrocyte membranes(Ref. 1090) |
||||||||||||||||||||||||
142 | NeuAca2-6Galb1-4GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1128 | Kazuo Nakamura |
Human adenocarocinoma (Ref. 1119) |
||||||||||||||||||||||||
143 | NeuAc2-3Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1129 | Kazuo Nakamura |
Human erythrocyte membranes(Ref. 1120) |
||||||||||||||||||||||||
144 | NeuAca2-3Galb1-4GlcNAcb1-3(Fucx1-xGalb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1130 | Kazuo Nakamura |
erythrocyte (Ref. 1121) |
||||||||||||||||||||||||
145 | NeuAca2-3Galb1-4GlcNAcb1-3(NeuAca2-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1131 | Kazuo Nakamura |
Human erythrocytes(Ref. 1107) |
||||||||||||||||||||||||
146 | NeuAca2-3Galb1-4GlcNAcb1-3{Galx1-3(Fuca1-2)Galb1-4GlcNAcb1-6}Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1132 | Kazuo Nakamura |
Human erythrocyte membranes(Ref. 1120) |
||||||||||||||||||||||||
147 | 9-O-Ac-KDN2-3Galb1-3GalNAcb1-4(KDN2-3)Galb1-4GlcCer |
GSG1134 | Kazuo Nakamura |
Trout Ovarian Fluid |
||||||||||||||||||||||||
148 | Ac-O-9NeuAca2-8NeuAca2-8NeuAca2-3Galb1-4GlcCer |
GSG1135 | Kazuo Nakamura |
Ac-O-9GT3 |
Chicken and rat brain (Ref. 1424) |
|||||||||||||||||||||||
149 | galgactocerebroside |
Galb1-1Cer |
GSG1136 | Kazuo Nakamura |
Rat(Ref. 1411/1412), human brain<<>>, distribution in human brain(Ref. 1413), alterlation with age (Ref. 1419), bovine axon(Ref. 1140), peripheral nerve (Ref. 1403/1414/1415), human kidney(Ref. 1416), neuron(Ref. 1418), (Ref. 1417). Pheretima hilgendorfi (earthworm) (Ref. 2061), Tylorrhynchus heterochetus (lugworm) (Ref. 2063) |
Fatty acids Pheretima hilgendorfi (earthworm) 16:0(0.4%), 18:0(2.0%), 19:0(0.4%), 20:0(3.3%), 21:0(2.5%), 22:0(48.2%), 23:0(11.7%), 24:0(31.5%); br-d18:1(36.6%) (Ref. 2061) Tylorrhynchus heterochetus (lugworm),16:0(82.3%), 17:0(8.5%), 18:0(9.2%) (Ref. 2063) LCB Pheretima hilgendorfi (earthworm),br-d18:1(36.6%), d18:1(44.4%), br-d19:1(19.0%) (Ref. 2061) Tylorrhynchus heterochetus (lugworm), d18:1(57.3%), d18:2(42.7%) (Ref. 2063) |
||||||||||||||||||||||
150 | Galb1-1Cer(sphingosine 3-O-Acyl) |
GSG1138 | Kazuo Nakamura |
|||||||||||||||||||||||||
151 | Galb1-1Cer(sphingosine 3-O-alkyl) |
GSG1139 | Kazuo Nakamura |
Bovine brain (Ref. 1420) |
||||||||||||||||||||||||
152 | Psychosine |
Galb1-1Sphingosine |
GSG1140 | Kazuo Nakamura |
||||||||||||||||||||||||
153 | glucocerebroside |
Glcb1-1Cer |
GSG1141 | Kazuo Nakamura |
||||||||||||||||||||||||
154 | Galb1-3GalNAca1-4GalNAcb1-4(2aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4GlcCer |
GSG1142 | Kazuo Nakamura |
|||||||||||||||||||||||||
155 | glucopsychosine |
Glcb1-1Sphingosine |
GSG1143 | Kazuo Nakamura |
||||||||||||||||||||||||
156 | L-Fuca1-1Cer |
GSG1144 | Kazuo Nakamura |
Human colon tumors(Ref. 1390) |
||||||||||||||||||||||||
157 | Xylb1-1Cer |
GSG1145 | Kazuo Nakamura |
salt gland of the herring gull(Ref. 1391) |
||||||||||||||||||||||||
158 | Fuca1-3GalNAcb1-4(Fuca1-3)GlcNAcb1-4GlcCer |
GSG1146 | Kazuo Nakamura |
<<>> |
||||||||||||||||||||||||
159 | cytolipin H, lactosylceramide |
Galb1-4Glcb1-1Cer |
GSG1147 | Kazuo Nakamura |
LacCer |
Structure (Ref. 1395), spleen and kidney (Ref. 1396/1137/1253), erythrocytes (Ref. 1397/1398); (Ref. 1399), human hepatoma tissue (Ref. 1401), human gastric carcinoma (Ref. 1402), human skeletal muscle (Ref. 1403), astroglia of rat brain (Ref. 1404), Bovine spleen(Ref. 1237), erythrocytes(Ref. 1238), kidney(Ref. 1239); Human adenocarcinoma(Ref. 1238), kidney(Ref. 1240), neutrophils(Ref. 1241) |
||||||||||||||||||||||
160 | Galabiosylceramide |
Gala1-4Galb1-1Cer |
GSG1148 | Kazuo Nakamura |
Level varies in mouse due to sex hormones(22) |
kidney of a patient with Fabry's disease (Ref. 1251/1406), pancreas of a patient with Fabry's disease (Ref. 1407), hamster fibroblasts (Ref. 1408), human (normal) kidney (Ref. 0004/1240/1253), normal human leucocytes (Ref. 1409), mouse kidneys (BALB/c, C57/BL, A strain) (Ref. 1254), human hepatoma tissue (Ref. 1401), Porcine pancreas (Ref. 1255). (Ref. 1250/1252) |
||||||||||||||||||||||
161 | Manb1-4Galb1-1Cer |
GSG1149 | Kazuo Nakamura |
starfish (Asterina pectinifera) (Ref. 1393) |
||||||||||||||||||||||||
162 | GlcNAcb1-3Galb1-3GalNAca1-4GalNAcb1-4(2aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4GlcCer |
GSG1150 | Kazuo Nakamura |
|||||||||||||||||||||||||
163 | GlcUb1-3Galb1-3GalNAca1-4GalNAcb1-4(2aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4GlcCer |
GSG1151 | Kazuo Nakamura |
larvae of the green-bottle fly, Lucilia caesar(Ref. 2057) |
||||||||||||||||||||||||
164 | Gala1-6GlcCer |
GSG1153 | Kazuo Nakamura |
Starfish eggs(Ref. 1488) |
||||||||||||||||||||||||
165 | globoside I/cytolipin K |
GalNAcb1-3Gala1-4Galb1-4Glcb1-1Cer |
GSG1154 | Kazuo Nakamura |
||||||||||||||||||||||||
166 | Cytolipin R |
GalNAcb1-3Gala1-3Galb1-4Glcb1-1Cer |
GSG1155 | Kazuo Nakamura |
||||||||||||||||||||||||
167 | asialo-GM1 (AM1) |
Galb1-3GalNAcb1-4Galb1-4Glcb1-1Cer |
GSG1156 | Kazuo Nakamura |
Epithelial cells of mouse small intestine (Ref. 1427) |
|||||||||||||||||||||||
168 | paragloboside |
Galb1-4GalNAcb1-3Galb1-4GlcCer |
GSG1157 | Kazuo Nakamura |
nLc4Cer |
|||||||||||||||||||||||
169 | GalNAca1-3GalNAcb1-3Gala1-4GalCer |
GSG1158 | Kazuo Nakamura |
Forsman acitive |
Hamster fibroblasts(Ref. 1408) |
|||||||||||||||||||||||
170 | L-Fuca1-2Gala1-3Galb1-4GlcCer |
GSG1159 | Kazuo Nakamura |
Blood group H activity |
Hog-stomach mucosa(Ref. 1430) |
|||||||||||||||||||||||
171 | GlcNAcb1-2Manb1-3Manb1-4GlcCer |
GSG1160 | Kazuo Nakamura |
fresh-water bivalve, Hyriopsis schlegelii (Ref. 1431) |
||||||||||||||||||||||||
172 | Forssman antigen |
GalNAca1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1161 | Kazuo Nakamura |
Forssman antigen |
|||||||||||||||||||||||
173 | Gala1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1162 | Kazuo Nakamura |
|||||||||||||||||||||||||
174 | galgactosyl-paragloboside |
Galb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1163 | Kazuo Nakamura |
Human erythrocyte membrane (Ref. 5126) |
|||||||||||||||||||||||
175 | H1 glycolipid |
Fuca1-2Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1164 | Kazuo Nakamura |
H1 antigen |
|||||||||||||||||||||||
176 | Fuca1-2Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1165 | Kazuo Nakamura |
Blood group H acitive |
rat ascites hepatoma cell, AH 7974F (Ref. 1440) |
fucosyltransferase of rat ascites hepatoma cell, AH 7974F (Ref. 1440) |
||||||||||||||||||||||
177 | Lewis a |
Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1166 | Kazuo Nakamura |
Lea |
Le a |
Human intestine <<>>, adenocarcinoma, erythrocytes <<>>, plasma <<>> |
Lea antigen |
||||||||||||||||||||
178 | Gala1-4Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1167 | Kazuo Nakamura |
blood group P1 antigen |
Human erythrocyte(Ref. 1441) |
|||||||||||||||||||||||
179 | X-hapten, SSEA-1, Lex |
Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1168 | Yasushi Kawakami |
Lex-5 |
|||||||||||||||||||||||
180 | GlcNAcb1-2Manb1-3(Xylb1-2)Manb1-4GlcCer |
GSG1169 | Kazuo Nakamura |
spermatozoa of Hyriopsis schlegelii(Fresh-water bivalves) (Ref. 5134) |
||||||||||||||||||||||||
181 | GalNAcb1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1170 | Kazuo Nakamura |
Blood group active, Aa |
||||||||||||||||||||||||
182 | Gala1-3(Fuca1-2)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1171 | Kazuo Nakamura |
Blood group B acitive |
Pancreas of a patient with Fabry's disease (Ref. 1407) |
|||||||||||||||||||||||
183 | Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1172 | Kazuo Nakamura |
Blood group B1 acitive |
||||||||||||||||||||||||
184 | GalNAca1-3(Fuca1-2)Galb1-3Galb1-4Galb1-4GlcCer |
GSG1173 | Kazuo Nakamura |
Blood group A active (weak) |
hog stomach mucosa (Ref. 1447) |
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185 | Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1174 | Kazuo Nakamura |
Bovine erythrocytes (Ref. 1160) |
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186 | Fuca1-2Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1175 | Kazuo Nakamura |
Blood group H2 |
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187 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(Galb1-6)Galb1-4GlcCer |
GSG1176 | Kazuo Nakamura |
Hog gastric mucosa (Ref. 1448) |
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188 | Gala1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1177 | Kazuo Nakamura |
Bovine erythrocytes(Ref. 1160) |
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189 | GalNAca1-3(Fuca1-2)Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1178 | Kazuo Nakamura |
Hog gastric mucosa (Ref. 1449) |
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190 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAc1-3Galb1-4GlcNAc1-3Galb1-4Galb1-4GlcCer |
GSG1179 | Kazuo Nakamura |
Human erythrocytes (Ref. 1442) |
||||||||||||||||||||||||
191 | Fuca1-2Gal1-4(Fuc-)GlcNAc1-3Gal1-4GlcNAc1-3Gal1-4GlcCer |
GSG1180 | Kazuo Nakamura |
Human tumor tissue (Ref. 1450) |
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192 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(GalNAca1-3Galb1-6)Galb1-4GlcCer |
GSG1181 | Kazuo Nakamura |
Hog gastric mucosa (Ref. 1451) |
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193 | GalNAca1-3(Fuca1-2)Galb1-3(GalNAca1-3Galb1-6)Galb1-4Galb1-4GlcCer |
GSG1182 | Kazuo Nakamura |
Hog gastric mucosa (Ref. 1451) |
||||||||||||||||||||||||
194 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(GalNAcb1-4Galb1-6)Galb1-4GlcCer |
GSG1183 | Kazuo Nakamura |
Hog gastric mucosa (Ref. 1451) |
||||||||||||||||||||||||
195 | Galb1-4(Fuca1-3)GlcNAcb1-4Galb1-3(GlcNAcb1-4Galb1-6)Galb1-4GlcCer |
GSG1184 | Yasushi Kawakami |
Hog gastric mucosa (Ref. 1448) |
||||||||||||||||||||||||
196 | NeuGca2-3Galb1-4GlcCer |
GSG1185 | Kazuo Nakamura |
GM3 |
||||||||||||||||||||||||
197 | NeuAca2-3GalCer |
GSG1186 | Kazuo Nakamura |
GM4 |
(Ref. 1093)Human myelin(Ref. 1132); Human cerebral white matter,8.6%, gray matter, 1.5% and spinal cord, 12.8%; Cat cerebral white matter, 0.8% and spinal cord, 1.1%), not detected in Rabbit; Human cerebrum myelin, 26.6%, spinal cord myelin 25.3%; Cat cerebrum myelin, 1.0%, spinal cor myelin 1.7%(Ref. 1134); Human brain (white matter, 8.6%; gray matter, 1.5%); White matter of Chimpanzee(8.8%), Monkey(9.0%), Chick(10.8%), Bovine, Sheep(0.6%), Pig(0.7%), Rat(less than 0.1%)(Ref. 1133) |
Major normal acid, C24:1, C16:0; major hydroxy acid, 24h:0, 24h:1, 23h:0 (Ref. 1132) |
||||||||||||||||||||||
198 | 8-sulfo-NeuGca2-6GlcCer |
GSG1188 | Kazuo Nakamura |
1235cm-1, 810cm-1<1135> |
sea urchin (Echinocardium cordatum)<1135> |
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199 | Methyl-O-8NeuGca2-3Galb1-4Glc |
GSG1189 | Kazuo Nakamura |
starfish Aphelasterias japonica(Ref. 1491) |
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200 | Methyl-O-8NeuGca2-5(methyl-O-8)NeuGca2-3Galb1-4Glc |
GSG1190 | Kazuo Nakamura |
starfish Aphelasterias japonica(Ref. 1491) |
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201 | Arab1-6Galb1-4(Galb1-8)NeuGc2-3Galb1-4GlcCer |
GSG1191 | Kazuo Nakamura |
Star fish (Asterina pectinifera)<1168> |
||||||||||||||||||||||||
202 | NeuGca2-8NeuGca2-3Galb1-4GlcCer |
GSG1192 | Kazuo Nakamura |
GD3 |
||||||||||||||||||||||||
203 | NeuAca2-3Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1193 | Kazuo Nakamura |
GQ1c |
Cod fish brain(Ref. 1188) |
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204 | Gala1-3Gala1-4Galb1-4GlcCer |
GSG1194 | Kazuo Nakamura |
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205 | Gala1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1195 | Kazuo Nakamura |
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206 | Gala1-3Gala1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1196 | Kazuo Nakamura |
Pheochromcytoma cells PC12h(Ref. 1259) |
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207 | SSEA-3 antigen |
Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1197 | Kazuo Nakamura |
||||||||||||||||||||||||
208 | GalNAcb1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1198 | Kazuo Nakamura |
|||||||||||||||||||||||||
209 | GalNAcb1-3Gala1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1199 | Kazuo Nakamura |
Rat intestine (Ref. 1233) |
||||||||||||||||||||||||
210 | GalNAcb1-3Gala1-3Gala1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1200 | Kazuo Nakamura |
Rat intestine (Ref. 1233) |
||||||||||||||||||||||||
211 | Amino CTH |
GlcNAcb1-3Galb1-4GlcCer |
GSG1201 | Kazuo Nakamura |
||||||||||||||||||||||||
212 | Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1202 | Kazuo Nakamura |
LM1, iso-LM1 |
||||||||||||||||||||||||
213 | P antigen |
GalNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1203 | Kazuo Nakamura |
||||||||||||||||||||||||
214 | Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1204 | Kazuo Nakamura |
monoclonal antibody NUH2 oncodevelopmentally regulated antigen |
Human colonic adenocarcinoma (Ref. 1459) |
|||||||||||||||||||||||
215 | N-Methylaminoethylphosphonyl-6GlcCer |
GSG1205 | Kazuo Nakamura |
antarctic krill,euphausia superba(Ref. 2038) |
||||||||||||||||||||||||
216 | Gala1-3Galb1-4GlcNAcb1-3(Gala1-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3(Gala1-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1206 | Kazuo Nakamura |
Blood group I/i-active |
Rabbit erythrocyte membranes (Ref. 1460) |
|||||||||||||||||||||||
217 | GlcNAcb1-4(GalNAcb1-3)Galb1-4GlcCer |
GSG1207 | Kazuo Nakamura |
Presence in undifferentiated murine leukemia cells and dependence on differentiation |
Murine leukemia cells (Ref. 1268) |
|||||||||||||||||||||||
218 | GalNAcb1-4(Gala1-3Galb1-4GlcNAcb1-3)Galb1-4GlcCer |
GSG1208 | Kazuo Nakamura |
Presence in undifferentiated murine leukemia cells and dependence on differentiation |
Murine leukemia cells (Ref. 1268) |
|||||||||||||||||||||||
219 | Glcb1-1N-(O-linoleoyl)w-hydroxylignoceroyl sphingpsine |
GSG1209 | Kazuo Nakamura |
Epidermis from footpad and dorsal skin of guinea pigs (Ref. 1461) |
||||||||||||||||||||||||
220 | NeuGc2-3GalCer |
GSG1210 | Kazuo Nakamura |
Mouse erythrocytes (Ref. 1462) |
||||||||||||||||||||||||
221 | deacetyl GM3 |
NeuNH2-3Galb1-4GlcCer |
GSG1211 | Kazuo Nakamura |
strong promoter for epidermal growth factor receptor kinase and as a stimulator for cell growth (Ref. 1463) |
A431 cells and B16 melanoma cells (Ref. 1463) |
||||||||||||||||||||||
222 | NeuGc2-8NeuAc2-3Galb1-4GlcCer |
GSG1212 | Kazuo Nakamura |
Rabbit thymus (Ref. 1172>; Bovine liver, kidney, spleen, thyroid |
||||||||||||||||||||||||
223 | NeuAc2-8NeuGc2-3Galb1-4GlcCer |
GSG1213 | Kazuo Nakamura |
Cat and sheep erythrocytes (Ref. 1464) |
||||||||||||||||||||||||
224 | Ac-O-9NeuAc2-8NeuAc2-3Galb1-4GlcCer |
GSG1214 | Kazuo Nakamura |
Human melanoma (Ref. 1465) |
||||||||||||||||||||||||
225 | Ac-O-9NeuAc2-8NeuAc2-8NeuAc2-3Galb1-4GlcCer |
GSG1216 | Kazuo Nakamura |
9-O-Ac GT3 |
embrio chicken brain (Ref. 1424) |
|||||||||||||||||||||||
226 | GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1217 | Kazuo Nakamura |
|||||||||||||||||||||||||
227 | Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1218 | Kazuo Nakamura |
spermatozoa of the sea urchin Anthocidaris crassispina (Ref. 1136) |
||||||||||||||||||||||||
228 | Ac-O-9NeuAc2-3Galb1-3GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1219 | Kazuo Nakamura |
Rat erythrocytes (Ref. 1467) |
||||||||||||||||||||||||
229 | Gala1-3Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4GlcCer |
GSG1220 | Kazuo Nakamura |
Monoclonal antibody AA4 (which inhibits binding of IgE to high affinity receptors on rat basophilic leukemia cells) (Ref. 1468). |
||||||||||||||||||||||||
230 | Gala1-3Gala1-3Galb1-3GalNAcb1-4(NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1221 | Kazuo Nakamura |
Monoclonal antibody AA4 (which inhibits binding of IgE to high affinity receptors on rat basophilic leukemia cells) (Ref. 1468). |
Rat leukemia cells (Ref. 1468) |
|||||||||||||||||||||||
231 | Gala1-3(Fuca1-2)Galb1-3GalNAcb1-4(NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1222 | Kazuo Nakamura |
PC 12 pheochromocytoma cells (Ref. 1199) |
||||||||||||||||||||||||
232 | NeuAc2-3Galb1-3GalNAcb1-4(Ac-O-9NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1223 | Kazuo Nakamura |
Mouse brain(Ref. 1469) |
||||||||||||||||||||||||
233 | Fuca1-2Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1224 | Kazuo Nakamura |
|||||||||||||||||||||||||
234 | N-methylaminoethylphosphonyl-6Gal1-6Gal1-6GalCer |
GSG1225 | Kazuo Nakamura |
|||||||||||||||||||||||||
235 | GalNAc-GM1 |
GalNAcb1-4Galb1-3GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1226 | Kazuo Nakamura |
Human brain (Ref. 1100) |
|||||||||||||||||||||||
236 | GalNAca1-3GalNAcb1-3Galb1-3GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1227 | Kazuo Nakamura |
liver of the English sole (Parophrys vetulus) (Ref. 1470) |
||||||||||||||||||||||||
237 | NeuAc2-3Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1228 | Kazuo Nakamura |
GD1a (NeuAc/NeuGc) |
||||||||||||||||||||||||
238 | NeuGc2-3Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-4GlcCer |
GSG1229 | Kazuo Nakamura |
GD1a (NeuGc/NeuGc) |
||||||||||||||||||||||||
239 | NeuGc2-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1230 | Kazuo Nakamura |
Mouse spleen (Ref. 1471) |
||||||||||||||||||||||||
240 | GalNAcb1-4(NeuGc2-3)Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1231 | Kazuo Nakamura |
Mouse spleen (Ref. 1193) |
||||||||||||||||||||||||
241 | Galb1-3GalNAcb1-4(NeuGc2-3)Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1232 | Kazuo Nakamura |
Mouse spleen (Ref. 1471) |
||||||||||||||||||||||||
242 | GD1a, GD1e |
NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1234 | Kazuo Nakamura |
||||||||||||||||||||||||
243 | NeuAc2-3Galb1-3(NeuAc2-8NeuAc2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1235 | Kazuo Nakamura |
|||||||||||||||||||||||||
244 | NeuAc2-8NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1236 | Kazuo Nakamura |
|||||||||||||||||||||||||
245 | NeuAc2-8NeuAc2-3Galb1-3(NeuAc2-8NeuAc2-6)GalNAcb1-4Galb1-4GlcCer |
GSG1237 | Kazuo Nakamura |
|||||||||||||||||||||||||
246 | NeuAc2-6Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcCer |
GSG1238 | Kazuo Nakamura |
Bovine buttermilk(Ref. 1476) |
||||||||||||||||||||||||
247 | SSEA-4 antigen |
NeuAc2-3Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1239 | Kazuo Nakamura |
SSEA-4 antigen |
|||||||||||||||||||||||
248 | NeuGc2-3Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1240 | Kazuo Nakamura |
|||||||||||||||||||||||||
249 | NeuAc2-8NeuAc2-3Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1241 | Kazuo Nakamura |
|||||||||||||||||||||||||
250 | NeuGc2-8NeuGc2-3Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1242 | Kazuo Nakamura |
Roe of striped mullet, Mugil cephalus(Ref. 1477) |
||||||||||||||||||||||||
251 | GalNAcb1-4(NeuAc2-3)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1244 | Kazuo Nakamura |
Human meconium (Ref. 1479) |
||||||||||||||||||||||||
252 | NeuAc2-3Galb1-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1245 | Kazuo Nakamura |
|||||||||||||||||||||||||
253 | disialyl Lea |
NeuAc2-3Galb1-3(NeuAc2-6)(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1246 | Kazuo Nakamura |
human colonic adenocarcinoma (Ref. 1111) |
|||||||||||||||||||||||
254 | NeuGc2-8NeuGc2-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1247 | Kazuo Nakamura |
Human gastrointesinal adenocarcinoma and human gastric cancer cell MKN74 (Ref. 1480) |
||||||||||||||||||||||||
255 | NeuAc2-8NeuGc2-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1248 | Kazuo Nakamura |
Erythrocytes of cat and sheep (Ref. 1464) |
||||||||||||||||||||||||
256 | GalNAcb1-4(NeuAc2-3)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1249 | Kazuo Nakamura |
Roe of striped mullet, Mugil cephalus(Ref. 1477) |
||||||||||||||||||||||||
257 | NeuGca2-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4GlcCer |
GSG1250 | Kazuo Nakamura |
Bovine thyroid and adrenal gland |
||||||||||||||||||||||||
258 | NeuAc2-3Galb1-4GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1251 | Kazuo Nakamura |
Chronic myelogenous leukemia cells(Ref. 1481) |
||||||||||||||||||||||||
259 | NeuAc2-3Galb1-4GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1252 | Kazuo Nakamura |
|||||||||||||||||||||||||
260 | NeuAc2-3Galb1-4GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1253 | Kazuo Nakamura |
Human myeloid cells (Ref. 1482) |
||||||||||||||||||||||||
261 | NeuAc2-3Galb1-3GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1254 | Kazuo Nakamura |
Human erythrocytes (Ref. 1116) |
||||||||||||||||||||||||
262 | NeuAc2-3Galb1-4GlcNAca1-3(Fuca1-2Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1255 | Kazuo Nakamura |
human erythrocyte membranes (Ref. 1120) |
||||||||||||||||||||||||
263 | NeuAc2-3Galb1-4GlcNAca1-3(NeuAca2-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1256 | Kazuo Nakamura |
human erythrocytes (Ref. 1107) |
||||||||||||||||||||||||
264 | NeuAc2-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3or6(NeuAca2-3Galb1-4GlcNAcb1-6or3)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1257 | Kazuo Nakamura |
Human colonic adenocarcinoma (Ref. 1459) |
||||||||||||||||||||||||
265 | NeuAc2-3Galb1-4GlcNAcb1-3(NeuAc2-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3or6(NeuAca2-3Galb1-4GlcNAcb1-6or3)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1258 | Kazuo Nakamura |
Human colonic adenocarcinoma (Ref. 1459) |
||||||||||||||||||||||||
266 | NeuAc2-3Galb1-4GlcNAcb1-3(Gala1-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1259 | Kazuo Nakamura |
|||||||||||||||||||||||||
267 | NeuAc2-3Galb1-4GlcNAcb1-3(GalNAcb1-4)Galb1-4GlcCer |
GSG1260 | Kazuo Nakamura |
Roe of striped mullet, Mugil cephalus(Ref. 1477) |
||||||||||||||||||||||||
268 | GalNAcb1-4(NeuAc2-3)Galb1-4GlcNAcb1-3(GalNAcb1-4)Galb1-4GlcCer |
GSG1261 | Kazuo Nakamura |
Roe of striped mullet, Mugil cephalus(Ref. 1477) |
||||||||||||||||||||||||
269 | NeuAc2-3Galb1-3GalNAcb1-4GlcCer |
GSG1262 | Kazuo Nakamura |
Human erythrocytes (Ref. 1090) |
||||||||||||||||||||||||
270 | 4,6-O-Linked plasmalopsychosine |
GSG1263 | Kazuo Nakamura |
Enhances p140trk (Trk A) phosphorylation and mitogen-activated protein kinase (MAPK) activity and as a consequence induces neurite outgrowth in PC12 cells. (Ref. 1129) |
(+)FAB-MS (NBA and NBA/sodium acetate matrix) , (-)FAB-MS (triethanolamine/15-crown 5 matrix) [Spectrum 0001], (+)FAB-MS after acid treatment, (+)FAB-MS after acetylation (Ref. 1122) |
Human brain (white matter). Detected from white matter, cerebellum and brainstem but not from gray matter. (Ref. 1122) |
||||||||||||||||||||||
271 | (Compound A) |
3,4-O-Linked plasmalopsychosine |
GSG1264 | Kazuo Nakamura |
Enhances p140trk (Trk A) phosphorylation and mitogen-activated protein kinase (MAPK) activity and as a consequence induces neurite outgrowth in PC12 cells. (Ref. 1129) |
(+)FAB-MS (NBA matrix) [Spectrum 0001], (+)FAB-MS after acid treatment, (+)FAB-MS after acetylation (Ref. 1122) |
Human brain (white matter). Detected from white matter, cerebellum and brainstem but not from gray matter. (Ref. 1122) |
Fatty aldehyde: |
||||||||||||||||||||
272 | (SGL-II) |
3-O-Methyl-galactosylb1-3N-acetylgalactosaminyla1-3[6'-O-(2-aminoethylphosphonyl)galactosyla1-2](2-aminoethylphosphonyl-6)galactosylb1-4glucosylceramide |
GSG1265 | Kazuo Nakamura |
Activate cyclic adenosine 3',5'-monophosphte-dependent protein kinase from rat brain. (Ref. 1126) |
Skin of Aplysia kurodai (sea hare) (Ref. 1125) |
||||||||||||||||||||||
273 | Fuca1-2Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1267 | Yasushi Kawakami |
Ley-6 |
||||||||||||||||||||||||
274 | GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1268 | Kazuo Nakamura |
GlcNAc-Lex-5 |
human cataractous lense (Ref. 1486) |
|||||||||||||||||||||||
275 | Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1269 | Yasushi Kawakami |
Lex-7 |
||||||||||||||||||||||||
276 | Fuca1-2Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1270 | Yasushi Kawakami |
Ley-8 |
Human colonic caricinoma (Ref. 1363) |
|||||||||||||||||||||||
277 | Galbl-4(Fucal-3)GlcNAcb1-6(Galb1-3)GalNAcbbl-3Galal-4Galbl-4GlcCer |
GSG1272 | Kazuo Nakamura |
globo-Lex-9 |
mouse kidney (Ref. 1231) |
|||||||||||||||||||||||
278 | Fuca1-2Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1273 | Yasushi Kawakami |
trimeric LeY-9 |
Human colonic carcinoma (Ref. 1363) |
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279 | Fuca1-2Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1274 | Yasushi Kawakami |
Ley-A-9 |
Human meconium (Ref. 1379) |
|||||||||||||||||||||||
280 | Galbl-4(Fucal-3)GlcNAcbl-3Galbl-4GlcNAcb1-3Galbl-4GlcNAcbl-3Galbl-4Glcbl-l'Cer |
GSG1275 | Kazuo Nakamura |
Lex-9 |
||||||||||||||||||||||||
281 | Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1277 | Yasushi Kawakami |
Human colonic and liver carcinoma (Ref. 1364) |
||||||||||||||||||||||||
282 | NeuAca2-3Galbl-4(Fucal-3)GlcNAcbl-3Galbl-4(Fucal-3)GlcNAcbl-3Galbl-4GlcNAcbl-3Galb31-4GlcCer |
GSG1281 | Kazuo Nakamura |
X3 ganglioside |
human granulocytes (Ref. 1075) |
|||||||||||||||||||||||
283 | NeuAca2-3Galb1-4(Fucal-3)GlcNAcbl-3Galbl-4GlcNAcbl-3Galbl-4(Fucal-3)GlcNAcbl-3Galbl-4GlcCer |
GSG1282 | Kazuo Nakamura |
X3 ganglioside |
human granulocytes (Ref. 1075) |
|||||||||||||||||||||||
284 | NeuAca2-3Galbl-4(Fucal-3)GlcNAcb1-3Galbl-4(Fucal-3)GlcNAcbl-3Galb1-4(Fucal-3)GlcNAcbl-3Galbl-4GlcCer |
GSG1283 | Kazuo Nakamura |
X4 ganglioside |
human granulocytes (Ref. 1075) |
|||||||||||||||||||||||
285 | NeuAca2-3Galbl-4(Fucal-3)GlcNAcbl-3(Galbl-4(Fucal-3)GlcNAcbl-3)nGalbl-4Glcbl-l'Cer |
GSG1284 | Kazuo Nakamura |
Band 6 |
Human blood platelets (Ref. 1487) |
|||||||||||||||||||||||
286 | Galb1-3(Fucal-4)GlcNAcb1-3Galb1-4(Fucal-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1285 | Kazuo Nakamura |
Lea-X |
Human squamous lung cancer (Ref. 1343) |
|||||||||||||||||||||||
287 | NeuAca2-3Galb1-3(Fuca1-4)GlcNAcb1-3[Galb1-4(Fuca1-3)GlcNAcb1-6]Galb1-4Glcb1-1Cer |
GSG1287 | Kazuo Nakamura |
sLea-Lex |
Human rectal adenocarcinoma (Ref. 1031) |
|||||||||||||||||||||||
288 | NeuAcGalGalCer |
GSG1288 | Kazuo Nakamura |
Human brain of Niemann-Pick disease and gargoylism (Ref. 1190) |
||||||||||||||||||||||||
289 | HSO3-8NeuAca2-8NeuAca2-3Galb1-4Glcb1-1Cer |
GSG1289 | Kazuo Nakamura |
Bovine gastric mucosa (Ref. 1191) |
||||||||||||||||||||||||
290 | NeuAc-Gal-3Gal-3Gal-Cer |
GSG1290 | Kazuo Nakamura |
Human brain (Ref. 1207) |
||||||||||||||||||||||||
291 | NeuAca2-3Galb1-4(Fuca1-3)GlcNAcb1-3Gala1-3Galb1-4Glcb1-1Cer |
GSG1291 | Kazuo Nakamura |
Salmon gill(Ref. 1494) |
||||||||||||||||||||||||
292 | NeuAca2-3Galb1-4(Fuca1-3)GlcNAcb1-3Gala1-3(GalNAcb1-4)Galb1-4Glcb1-1Cer |
GSG1292 | Kazuo Nakamura |
Salmon gill(Ref. 1494) |
||||||||||||||||||||||||
293 | NeuAca2-3GalNAcb1-3Gala1-4Galb1-4Glcb1-1Cer |
GSG1293 | Kazuo Nakamura |
TLC CMW 55:45:10 Ca2+ between GM3 and GM1 |
Human teratocarcinoma cell line, HT-E(833K) (Ref. 1192) |
|||||||||||||||||||||||
294 | NeuAca2-3Galb1-3GalNAcb1-3Gala1-3Galb1-4Glcb1-1Cer |
GSG1294 | Kazuo Nakamura |
Rat (Sprague-Dawley and a hooded strain (black-white)) small intestine (Ref. 1201) |
d18:1-(16-24:0) d18:1-(16-24:0) |
|||||||||||||||||||||||
295 | NeuAca2-3Galb1-3GalNAcb1-4Galb1-4Glcb1-1Cer |
GSG1295 | Kazuo Nakamura |
cis GM1, GM1b |
1D-H(400MHz)(Ref. 1194) |
(-)FABMS, comparison with GM1a(Ref. 1194) |
TLC with CMW 50:45:10 Ca2+ slightly slower then GM1a (241) |
|||||||||||||||||||||
296 | Fuca1-2Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4Glcb1-1Cer |
GSG1296 | Kazuo Nakamura |
Fuc-GM1 |
400MHz 1D-H |
Direct prove MS (Ref. 1097), GC/MS of PMAA (Ref. 1198), (-)FABMS(Ref. 1199), MALDI-TOFMS [Spectrum 0001] (T.Taketomi) Method (Ref. 3072) |
Fatty acids Normal acids less than 10% , 16:0(45%), 2-hydroxy acids more than 90% , 16h:0(42%) 24:0(23.4%), 24:1(20.7%) (Ref. 1199) |
|||||||||||||||||||||
297 | Fuc1-3Gal1-3GalNAc1-4(NeuAc??-3)Gal1-4Glc1-1Cer |
GSG1297 | Kazuo Nakamura |
Pig adipose tissue (Ref. 1204) |
Fatty acids 22:0(25%), 24:0(21%) |
|||||||||||||||||||||||
298 | Galactosylfucosyl-GM1 |
Gala1-3(Fuca1-2)Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4Glcb1-1Cer |
GSG1298 | Kazuo Nakamura |
Developmental change in rat stomach (251) |
|||||||||||||||||||||||
299 | Fuca1-3GalNAcb1-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4Glcb1-1Cer |
GSG1299 | Kazuo Nakamura |
Salmon kidney and gill (Ref. 1494) |
||||||||||||||||||||||||
300 | Galb1-3GalNAcb1-4GlcNAcb1-3Manb1-4GlcCer |
GSG1300 | Kazuo Nakamura |
|||||||||||||||||||||||||
301 | Galb?Gala?Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4Glcb1-1Cer |
GSG1301 | Kazuo Nakamura |
Frog muscle |
||||||||||||||||||||||||
302 | Gala1-3Galb1-3Gala1-3Galb1-3GalNAcb1-4(NeuAca2-3)Galb1-4Glcb1-1Cer |
GSG1302 | Kazuo Nakamura |
Fat body of frog (Rana catesbeiana) (Ref. 1482) |
Fatty acids C24:0(20%), C16:0(16%) (Ref. 1482) |
|||||||||||||||||||||||
303 | Fuca1-2Galb1-3GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4Glcb1-1Cer |
GSG1303 | Kazuo Nakamura |
400MHz 1d-H(Ref. 1199) |
(-)FABMS(Ref. 1199) |
|||||||||||||||||||||||
304 | Methyl-O-3Galb1-3GalNAca1-3(2aminoethylphosphonyl-6Gala1-2)Galb1-4GlcCer |
GSG1304 | Kazuo Nakamura |
sea hare, Aplysia kurodai(Ref. 2050) |
||||||||||||||||||||||||
305 | NeuAca2-?GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1306 | Kazuo Nakamura |
Human lymphocytes, neutrophils (Ref. 1210) |
||||||||||||||||||||||||
306 | NeuAca2-3GalNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1308 | Kazuo Nakamura |
Human erythrocytes (Ref. 1214) |
||||||||||||||||||||||||
307 | Galb1-3(NeuAca2-6)GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1309 | Kazuo Nakamura |
|||||||||||||||||||||||||
308 | NeuAca2-3Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1310 | Kazuo Nakamura |
|||||||||||||||||||||||||
309 | NeuAca2-3Galb1-4GlcNAcb1-3(Fuca1-2Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1312 | Kazuo Nakamura |
|||||||||||||||||||||||||
310 | NeuAca2-3Galb1-4GlcNAcb1-3(Gala1-3(Fuca1-2)Galb1-4GlcNAcb6)Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1313 | Kazuo Nakamura |
Human erythrocytes(Ref. 1226) |
||||||||||||||||||||||||
311 | NeuAca2-3Galb1-4GlcNAcb1-3(GlcNAca1-3(Fuca1-2)Galb1-4GlcNAcb6)Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1314 | Kazuo Nakamura |
Human erythrocytes(Ref. 1226) |
||||||||||||||||||||||||
312 | NeuAca2-8NeuAca2-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1315 | Kazuo Nakamura |
Adult bovine nasal cartilage(Ref. 1227) |
||||||||||||||||||||||||
313 | NeuAca2-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1316 | Kazuo Nakamura |
|||||||||||||||||||||||||
314 | HSO3-?NeuGca2-6Glcb1-8NeuGca2-6Glcb1-1Cer |
GSG1317 | Kazuo Nakamura |
Echinocardium cordatum gonads(Ref. 1205) |
||||||||||||||||||||||||
315 | NeuGca2-6Glcb1-8NeuGca2-6Glcb1-1Cer |
GSG1318 | Kazuo Nakamura |
Echinocardium cordatum gonads(Ref. 1205) |
||||||||||||||||||||||||
316 | Ara?1-3Gal?1-3Gal?1-4NeuAca2-?Galb1-4Glcb1-1Cer |
GSG1319 | Kazuo Nakamura |
Hepatopancreas of starfish Patiria pectinifera(Ref. 1026) |
||||||||||||||||||||||||
317 | Ara?1-6Gal?1-3Gal?1-4NeuAca2-?Galb1-4Glcb1-1Cer |
GSG1320 | Kazuo Nakamura |
Hepatopancreas of starfish Patiria pectinifera(Ref. 1026) |
||||||||||||||||||||||||
318 | Ara?1-6Gal?1-3(m8)NeuGca2-3Galb1-4Glcb1-1Cer |
GSG1321 | Kazuo Nakamura |
|||||||||||||||||||||||||
319 | Ara?1-6Gal?1-3NeuGca2-3Galb1-4Glcb1-1Cer |
GSG1322 | Kazuo Nakamura |
|||||||||||||||||||||||||
320 | Ara?1-6Gal?1-3(Gal?1-6)NeuGca2-3Galb1-4Glcb1-1Cer |
GSG1323 | Kazuo Nakamura |
Starfish Asterina pectinifera (whole tissue)(Ref. 1248) |
||||||||||||||||||||||||
321 | HSO3-3Gal?1-4Galb1-4GlcCer |
GSG1327 | Kazuo Nakamura |
Porcine gastric mucosa(Ref. 1246) |
||||||||||||||||||||||||
322 | Gala1-4Galb1-4GlcCer |
GSG1328 | Kazuo Nakamura |
Pk blood group activity(Ref. 1496) |
||||||||||||||||||||||||
323 | GlcNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1330 | Kazuo Nakamura |
Human meconium(Ref. 1260) |
||||||||||||||||||||||||
324 | Isoglobotriglycosylceramide |
Gala1-3Galb1-4GlcCer |
GSG1331 | Kazuo Nakamura |
||||||||||||||||||||||||
325 | asialo-GM2, GA2, Tay-Sachs globoside |
GalNAcb1-4Galb1-4GlcCer |
GSG1332 | Kazuo Nakamura |
||||||||||||||||||||||||
326 | GalNAc?1-4(HSO3-3)Gal?1-4GlcCer |
GSG1333 | Kazuo Nakamura |
Rat kidney<<>> |
||||||||||||||||||||||||
327 | Glcb1-4GlcCer |
GSG1334 | Kazuo Nakamura |
|||||||||||||||||||||||||
328 | GlcNAcb1-3(GalNAcb1-4)Galb1-4GlcCer |
GSG1335 | Kazuo Nakamura |
Murine leukemia cells M1(Ref. 1268) |
||||||||||||||||||||||||
329 | SO3-6GlcNAcb1-3Galb1-4GlcCer |
GSG1336 | Kazuo Nakamura |
III6SO3-Lc3Cer |
Hog gastric mucosa(Ref. 1269) |
|||||||||||||||||||||||
330 | Para-Forssman x3b |
GalNAcb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1338 | Kazuo Nakamura |
||||||||||||||||||||||||
331 | Branched Forssman |
GalNAca1-3GalNAcb1-3(Galb1-3GalNAcb1-4)Gala1-4Galb1-4GlcCer |
GSG1339 | Kazuo Nakamura |
Dog gastric mucosa(Ref. 1272) |
|||||||||||||||||||||||
332 | HSO3-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1342 | Kazuo Nakamura |
|||||||||||||||||||||||||
333 | Glcb1-6GlcCer |
GSG1343 | Kazuo Nakamura |
|||||||||||||||||||||||||
334 | Gala1-3Galb1-4GlcNAcb1-3(GalNAcb1-4)Galb1-4GlcCer |
GSG1345 | Kazuo Nakamura |
II3GalNAcb, IV3Gala-nLc4Cer |
Murine leukimia cells M1(Ref. 1275) |
|||||||||||||||||||||||
335 | HSO3-3GlcUb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1346 | Kazuo Nakamura |
|||||||||||||||||||||||||
336 | Galb1-4(HSO3-6)GlcNAcb1-3Galb1-4GlcCer |
GSG1347 | Kazuo Nakamura |
Hog gastric mucosa (Ref. 1278) |
||||||||||||||||||||||||
337 | Galb1-4GlcNAcb1-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1348 | Kazuo Nakamura |
VI3(Galb1-4GlcNAcb)-Lc4Cer |
||||||||||||||||||||||||
338 | SO3-3GlcUb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1349 | Kazuo Nakamura |
Human cauda equina tissue(Ref. 1276) |
||||||||||||||||||||||||
339 | Gala1-3Galb1-4GlcNAcb1-3(Gala1-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1350 | Kazuo Nakamura |
Rabbit erythrocyte (Ref. 1380) |
||||||||||||||||||||||||
340 | Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1351 | Kazuo Nakamura |
Human granulocytes (Ref. 1381) |
||||||||||||||||||||||||
341 | Fuca1-1Cer |
GSG1352 | Kazuo Nakamura |
Human colon carcinoma (Ref. 1382) |
||||||||||||||||||||||||
342 | Fuca1-2Galb1-4GlcCer |
GSG1353 | Kazuo Nakamura |
|||||||||||||||||||||||||
343 | GalNAca1-3(Fuca1-2)Galb1-4GlcCer |
GSG1354 | Yasushi Kawakami |
Rat small intestine (Ref. 1310) |
||||||||||||||||||||||||
344 | 9-O-Acetyl-NeuAca2-8NeuAca2-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1355 | Yasushi Kawakami |
9-O-Acetyl GD1b |
Recogonized by serum antibodies in Guillain-Barre syndrome(Ref. 1492) |
bovine brain (Ref. 1492) |
||||||||||||||||||||||
345 | Gala1-3(Fuca1-2)Galb1-4GlcCer |
GSG1356 | Yasushi Kawakami |
Rat large intestine (Ref. 1319) |
||||||||||||||||||||||||
346 | Fuca1-2Gala1-3Gala1-4Galb1-4GlcCer |
GSG1357 | Yasushi Kawakami |
|||||||||||||||||||||||||
347 | No image | GalNAca1-3(Fuca1-2)Gal?1-3Gal?1-4GlcCer |
GSG1358 | Yasushi Kawakami |
Hog gastric mucosa (Ref. 1313) |
|||||||||||||||||||||||
348 | Fuca1-cGalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1359 | Yasushi Kawakami |
Human teratocarcinoma (Ref. 1192) |
||||||||||||||||||||||||
349 | Fuca1-2Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1360 | Yasushi Kawakami |
|||||||||||||||||||||||||
350 | GalNAca1-3(Fuca1-2)Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1361 | Yasushi Kawakami |
|||||||||||||||||||||||||
351 | GalNAca1-3GalNAcb1-3(Fuca1-2Galb1-3GalNAcb1-4)Gala1-4Galb1-4GlcCer |
GSG1362 | Yasushi Kawakami |
Forsmann active, blood group A and H active |
Dog gastric mucosa (Ref. 1319) |
|||||||||||||||||||||||
352 | Galb1-3(Galb1-4(Fuca1-3)GlcNAcb1-6)GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1363 | Yasushi Kawakami |
Mouse kidney (Ref. 1305) |
||||||||||||||||||||||||
353 | Gala1-3(Fuca1-2)Galb1-3GalNAcb1-3Gala1-3Galb1-4GlcCer |
GSG1364 | Yasushi Kawakami |
Rat gastric mucosa (Ref. 1320) |
||||||||||||||||||||||||
354 | Gala1-3(Fuca1-2)Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1365 | Yasushi Kawakami |
|||||||||||||||||||||||||
355 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3GalCer |
GSG1368 | Yasushi Kawakami |
Blood group A active |
||||||||||||||||||||||||
356 | Galb1-3GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1369 | Yasushi Kawakami |
Blood group A active |
Human erythrocytes (Ref. 1116) |
|||||||||||||||||||||||
357 | Gala1-3(Fuca1-2)Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1370 | Yasushi Kawakami |
|||||||||||||||||||||||||
358 | Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1371 | Yasushi Kawakami |
Human erythrocytes (Ref. 1324) |
||||||||||||||||||||||||
359 | Gala1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1372 | Yasushi Kawakami |
Gala1-3Lex |
pig kidney(Ref. 1493) |
|||||||||||||||||||||||
360 | Fuca1-2Galb1-3GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1373 | Yasushi Kawakami |
Human erythrocytes (Ref. 1344) |
||||||||||||||||||||||||
361 | GalNAca1-3(Fuca1-2)Galb1-3GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1374 | Yasushi Kawakami |
Human erythrocytes (Ref. 1334) |
||||||||||||||||||||||||
362 | Fuca1-2Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1375 | Yasushi Kawakami |
|||||||||||||||||||||||||
363 | Fuca1-2Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1376 | Yasushi Kawakami |
|||||||||||||||||||||||||
364 | GalNAca1-3(Fuca1-2)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1377 | Yasushi Kawakami |
|||||||||||||||||||||||||
365 | Fuca1-2Galb1-4GlcNAcb1-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1378 | Yasushi Kawakami |
Human meconium(Ref. 1307) |
||||||||||||||||||||||||
366 | Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-3GlcNAcb1-4Galb1-4GlcCer |
GSG1379 | Yasushi Kawakami |
Human meconium(Ref. 1307) |
||||||||||||||||||||||||
367 | GalNAca1-3(Fuca1-2)Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1380 | Yasushi Kawakami |
|||||||||||||||||||||||||
368 | Gala1-3(Fuca1-2)Galb1-3(Fuca1-4)GlcNAcb1-3Galb1-4GlcCer |
GSG1381 | Yasushi Kawakami |
|||||||||||||||||||||||||
369 | Fuca1-2Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1382 | Yasushi Kawakami |
Human meconium(Ref. 1307) |
||||||||||||||||||||||||
370 | Gala1-3(Fuca1-2)Galb1-3GalNAcb1-3Galb1-4GlcCer |
GSG1384 | Yasushi Kawakami |
Rat granuloma and macrophage(Ref. 1306) |
||||||||||||||||||||||||
371 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(GalNAca1-3Galb1-6)Galb1-4Galb1-4GlcCer |
GSG1385 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1360) |
||||||||||||||||||||||||
372 | Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1388 | Yasushi Kawakami |
|||||||||||||||||||||||||
373 | Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1389 | Yasushi Kawakami |
Human erythrocytes(Ref. 1325) |
||||||||||||||||||||||||
374 | GalNAca1-3(Fuca1-2)Galb1-4JB3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1390 | Yasushi Kawakami |
Human erythrocytes(Ref. 1333) |
||||||||||||||||||||||||
375 | Fuca1-2Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1392 | Yasushi Kawakami |
Human erythrocytes(Ref. 1309) |
||||||||||||||||||||||||
376 | Fuca1-2Galb1-4GlcNAcb1-3(Fuca1-2Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1393 | Yasushi Kawakami |
|||||||||||||||||||||||||
377 | GalNAca1-3(Fuca1-2)Galb1-3GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1394 | Yasushi Kawakami |
Human erythrocytes(Ref. 1334) |
||||||||||||||||||||||||
378 | Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-3(Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3GalCer |
GSG1395 | Yasushi Kawakami |
Human erythrocytes(Ref. 1366) |
||||||||||||||||||||||||
379 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3(GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1396 | Yasushi Kawakami |
|||||||||||||||||||||||||
380 | Fuca1-2Galb1-3GlcNAcb1-3(Fuca1-2Galb1-3GlcNAcb1-6)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1397 | Yasushi Kawakami |
Rat intestine(Ref. 1368) |
||||||||||||||||||||||||
381 | Fuca1-2Galb1-3GlcNAcb1-3(Fuca1-2Galb1-4GlcNAcb1-6)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1398 | Yasushi Kawakami |
Rat intestine(Ref. 1368) |
||||||||||||||||||||||||
382 | GalNAca1-3(Fuca1-2)Galb1-3GlcNAcb1-3(GalNAca1-3(Fuca1-2)Galb1-3GlcNAcb1-6)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1399 | Yasushi Kawakami |
Rat intestine(Ref. 1369) |
||||||||||||||||||||||||
383 | GalNAca1-3(Fuca1-2)Galb1-3GlcNAcb1-3(GlcNAcca1-3(Fuca1-2)Galb1-4GlcNAcb1-6)Galb1-3GlcNAcb1-3Galb1-4GlcCer |
GSG1400 | Yasushi Kawakami |
Rat intestine(Ref. 1369) |
||||||||||||||||||||||||
384 | HSO3-3Gal?1-4Gal?1-4GlcCer |
GSG1401 | Yasushi Kawakami |
Hog stomach mucosa (Ref. 1246) |
||||||||||||||||||||||||
385 | Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1402 | Yasushi Kawakami |
|||||||||||||||||||||||||
386 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1403 | Yasushi Kawakami |
Human erythrocytes(Ref. 1334) |
||||||||||||||||||||||||
387 | Fuca1-2Galb1-4GlcNAcb1-3Galb1-4GalNAcb3(Fuca1-2Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1405 | Yasushi Kawakami |
Human erythrocytes(Ref. 1367) |
||||||||||||||||||||||||
388 | Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3(Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1406 | Yasushi Kawakami |
Human erythrocytes(Ref. 1366) |
||||||||||||||||||||||||
389 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3(GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1407 | Yasushi Kawakami |
|||||||||||||||||||||||||
390 | Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4Galb1-4(Gala1-3(Fuca1-2)Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1408 | Yasushi Kawakami |
Human erythrocytes(Ref. 1366) |
||||||||||||||||||||||||
391 | Fuca1-2Galb1-4GlcNAcb1-3(Fuca1-2Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1409 | Yasushi Kawakami |
|||||||||||||||||||||||||
392 | Kc3(Fuca1-2)Gal?1-4GlcNAc?1-3(Fc2Gal?1-4GlcNAcb1-6)Gal?1-4GlcNAc?1-3Gal?1-4GlcNAc?1-3Gal?1-4GlcNAc?1-3Gal?1-4GlcNAc?1-3Gal?1-4GlcNAc?1-3Gal?1-4GlcNAc?1-3Gal?1-4GlcNAc?1-3Gal?1-4GlcCer |
GSG1410 | Yasushi Kawakami |
Human erythrocytes(Ref. 1372) |
||||||||||||||||||||||||
393 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(GlcNAcca1-3Galb1-6)Galb1-4GlcCer |
GSG1411 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1360) |
||||||||||||||||||||||||
394 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(GlcNAcca1-4Galb1-6)Galb1-4GlcCer |
GSG1412 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1360) |
||||||||||||||||||||||||
395 | GlcNAcca1-3(Fuca1-2)Gal?1-4(GlcNAcca1-3(Fuca1-2)Gal?1-4GlcNAc?1-6)GlcNAc?1-3(GlcNAc?1-4GlcNAc?1-4)Gal?1-4GlcNAc?1-4(GlcNAc?1-4Gal?1-4GlcNAc?1-6)GlcNAc?1-3HC4GlcCer |
GSG1413 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1373) |
||||||||||||||||||||||||
396 | GlcNAcca1-3(Fuca1-2)Gal?1-4GlcNAc?1-3(GlcNAc?1-4GlcNAc?1-6)Gal?1-4GlcNAc?1-4GlcNAc?1-3(GlcNAc?1-6)Gal?1-4GlcCer |
GSG1414 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1360) |
||||||||||||||||||||||||
397 | GalNAca1-3(Fuca1-2)Galb1-3GlcNAcb1-3Galb1-4Galb1-4GlcCer |
GSG1415 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1374) |
||||||||||||||||||||||||
398 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4Galb1-4GlcCer |
GSG1416 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1374) |
||||||||||||||||||||||||
399 | GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3(Fuca1-2Galb1-3/4GlcNAcb1-6)Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-3/6(Galb1-4GlcNAcb1-3/6)Galb1-4GlcNAcb1-6)Galb1-4Galb1-4GlcCer |
GSG1417 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1375) |
||||||||||||||||||||||||
400 | GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3(Fuca1-2Galb1-3/4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4Galb1-4GlcCer |
GSG1418 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1376) |
||||||||||||||||||||||||
401 | GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3(Fuca1-2Galb1-3/4GlcNAcb1-6)Galb1-4GlcNAcb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1419 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1376) |
||||||||||||||||||||||||
402 | GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3(Fuca1-2Galb1-3/4GlcNAcb1-6)Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4Galb1-4GlcCer |
GSG1420 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1376) |
||||||||||||||||||||||||
403 | GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3(Fuca1-2Galb1-3/4GlcNAcb1-6)Galb1-4GlcNAcb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6) Galb1-4GlcCer |
GSG1421 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1376) |
||||||||||||||||||||||||
404 | GalNAca1-3(Fuca1-2)Galb1-4Galb1-3(Galb1-6)Galb1-4GlcCer |
GSG1422 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1377) |
||||||||||||||||||||||||
405 | Fuca1-2Galb1-3/4GlcNAcb1-6(GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3)Galb1-4GlcNAcb1-4GlcNAcb1-3/6(GalNAca1-3(Fuca1-2)Galb1-3/4GlcNAcb1-3)(Galb1-4GlcNAcb1-6)(Galb1-4GlcNAcb1-3/6)Galb1-4GlcCer |
GSG1424 | Yasushi Kawakami |
Hog gastric mucosa(Ref. 1378) |
||||||||||||||||||||||||
406 | NeuGca2-3Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Glcb1-1Cer |
GSG1428 | Kazuo Nakamura |
|||||||||||||||||||||||||
407 | Galb1-3(GlcNAcb1-6)GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1429 | Kazuo Nakamura |
|||||||||||||||||||||||||
408 | Galb1-3(Galb1-4GlcNAcb1-6)GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG1430 | Kazuo Nakamura |
mouse kidney(Ref. 1231) |
||||||||||||||||||||||||
409 | GalNAcb1-3Gala1-3Gala1-3Gala1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1432 | Kazuo Nakamura |
|||||||||||||||||||||||||
410 | GalNAcb1-3Gala1-3Gala1-3Gala1-3Gala1-3Gala1-3Gala1-4Galb1-4GlcCer |
GSG1433 | Kazuo Nakamura |
Rat intestine(Ref. 1233) |
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411 | GalNAcb1-3Gala1-3Gala1-3Galb1-4GlcCer |
GSG1434 | Kazuo Nakamura |
Rat intestine(Ref. 1233) |
||||||||||||||||||||||||
412 | Galb1-4GlcNAcb1-3Galb1-4(Fuca1-3)GlcNAcb1-3Galb1-4GlcCer |
GSG1435 | Kazuo Nakamura |
Monoclonal antibody ACFH-18 |
Human gastrointesinal adenocarcinoma and human gastric cancer cell MKN74 (Ref. 1480) |
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413 | GalNAca1-3Galb1-4GlcNAcb1-3(Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1436 | Kazuo Nakamura |
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414 | Fuca1-3GalNAcb1-3Gala1-3Galb1-4GlcNAcb1-3(GalNAcb1-4)Galb1-4GlcCer |
GSG1437 | Kazuo Nakamura |
liver of the English sole (Parophrys vetulus) (Ref. 1481) |
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415 | GalNAca1-3(Fuca1-2)Galb1-4GlcNAcb1-3Galb1-4GlcNAcb1-3Galb1-4Galb1-4GlcCer |
GSG1438 | Kazuo Nakamura |
Human erythrocytes (Ref. 1442) |
||||||||||||||||||||||||
416 | Galb1-4GlcNAcb1-3Galb1-3GalNAcb1-4(NeuGca2-3)Galb1-4GlcCer |
GSG1439 | Kazuo Nakamura |
Rat spleen (Ref. 1234) |
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417 | Gala1-3Galb1-4GlcNAcb1-3Galb1-3GalNAcb1-4(NeuGca2-3)Galb1-4GlcCer |
GSG1440 | Kazuo Nakamura |
Rat spleen(Ref. 1234) |
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418 | NeuAca2-8NeuAca2-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1441 | Kazuo Nakamura |
(GD1c) |
Spontaneous murine thymoma (Ref. 1235) |
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419 | NeuGca2-8NeuGca2-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1442 | Kazuo Nakamura |
WHT/Ht Mouse thymoma and thymocytes (Ref. 1236) |
||||||||||||||||||||||||
420 | NeuGca2-8NeuAca2-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1443 | Kazuo Nakamura |
WHT/Ht mouse thymoma and thymocytes(Ref. 1236) |
||||||||||||||||||||||||
421 | NeuAca2-8NeuGca2-3Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG1444 | Kazuo Nakamura |
WHT/Ht Mouse thymoma and thymocytes (Ref. 1236) |
||||||||||||||||||||||||
422 | NeuAca2-3Galb1-4GlcNAcb1-3(NeuAca2-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3(NeuAca2-3Galb1-4GlcNAcb1-6)Galb1-4GlcNAcb1-3Galb1-4GlcCer |
GSG1446 | Kazuo Nakamura |
Human colonic adenocarcinoma (Ref. 1459) |
||||||||||||||||||||||||
423 | Glucosylb-N-(w-O-acyl)-acylsphingosine |
GSG1447 | Kazuo Nakamura |
Epidermosides are markers for keratinocytes (Ref. 1484) |
1H NMR (500MHz) (Ref. 1484) |
(-)FAB-MS (Ref. 1484) |
Cultured human keratinocytes (Ref. 1484) |
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424 | GalNAcb1-4(NeuAca2-3)Galb1-4GlcNAcb1-6(GalNaca1-3GalNAcb1-3Gala1-3)Galb1-4GlcCer |
GSG1448 | Kazuo Nakamura |
Forssman active(Ref. 1495) |
2D-HOHAHA, 2D-ROESY(Ref. 1495) |
Equine kidney(Ref. 1495) |
||||||||||||||||||||||
425 | No image | NeuAc2-8NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4(NeuAc2-3)Galb1-4GlcCer |
GSG1449 | Kazuo Nakamura |
GQ1aa |
MALDI-TOF(+)(permethylated sample) (Ref. 1497) |
TLC (Ref. 1497) |
skate (cartilaginous fish), Bathyraja smirnovi (Ref. 1497) |
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426 | No image | NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4(NeuAc2-8NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1450 | Kazuo Nakamura |
GP1ca |
Neuritogenic activity (Ref. 1497) |
MALDI-TOF(+)(permethylated sample) (Ref. 1497) |
TLC (Ref. 1497) |
skate (cartilaginous fish), Bathyraja smirnovi (Ref. 1497) |
|||||||||||||||||||
427 | No image | NeuAca2-8NeuAc2-3Galb1-3(NeuAc2-6)GalNAcb1-4(NeuAc2-8NeuAc2-8NeuAc2-3)Galb1-4GlcCer |
GSG1451 | Kazuo Nakamura |
GH1ca |
MALDI-TOF(+)(permethylated sample) (Ref. 1497) |
TLC (Ref. 1497) |
skate (cartilaginous fish), Bathyraja smirnovi (Ref. 1497) |
||||||||||||||||||||
428 | Manb1-4Glcb1-1Cer |
GSG2001 | Mutsumi Sugita |
C-M(2:1) |
Fatty acids L.caesar, 16:0(11.5%), br-16:0(1.7%), 18:0(16.2%), br-18:0(2.6%), 19:0(2.5%), 20:0(49.8%), 22:0(15.7%) (Ref. 2023) Ascaris suum (porcine roundworm) 16:0(4.3%), 18:0(3.3%), 22:0(8.6%), 21h:0(3.1%), 22h:0(9.7%), 23h:0(4.8%), 24h:0(66.2%) (Ref. 2066) LCB L.caesar, d14:1(84.2%), d16:1(15.8%) (Ref. 2023) Ascaris suum (porcine roundworm), br-d17:1(37.1%), br-d17:0(62.9%) (Ref. 2066) |
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429 | Mana1-4Manb1-4Glcb1-1Cer |
GSG2002 | Mutsumi Sugita |
C-M(2:1) |
||||||||||||||||||||||||
430 | GlcNAcb1-2Mana1-3Manb1-4Glcb1-1Cer |
GSG2003 | Mutsumi Sugita |
C-M(1:1) |
Fatty acids H.schlegelii, 16:0(22.7%), 17:0(8.3%), 18:0(51.8%), 19:0(6.4%), 20:0(8.5%), 21:0(2.3%) LCB H.schlegelii, d18:1(97%), iso-d18:1(3%) |
|||||||||||||||||||||||
431 | b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-2)a-MANNOSYL(1-3)[b-XYLOSYL(1-2)]b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2004 | Mutsumi Sugita |
C-M(1:1) |
Ceramides H.schlegelii, 16:0(20.5%), 17:0(5.3%), 18:0(52.5%), 19:0(6.7%), 20:0(9.8%), 21:0(2.3%). 22:0(2.8%); LCB d18:1(97%), iso-d18:1(3%) |
|||||||||||||||||||||||
432 | b-4-O-METHYLGALACTOSYL(1-3)b-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-3)a-FUCOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-2)a-MANNOSYL(1-3)[a-XYLOSYL(1-2)][2'-AMINOETHYLPHOSPHORYL(-6)]b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2005 | Mutsumi Sugita |
C-M-W(6:4:1) |
Corbicula sandai(Ref. 2028) |
|||||||||||||||||||||||
433 | a-MANNOSYL(1-3)[b-XYLOSYL(1-2)]b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2006 | Mutsumi Sugita |
C-M(1:1) |
Hyriopsis schlegelii(Ref. 2029) |
|||||||||||||||||||||||
434 | a-3-O-METHYLFUCOSYL(1-2)b-3-O-METHYLXYLOSYL(1-4)[a-3-O-METHYL-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-3)]a-FUCOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-2)a-MANNOSYL(1-3)[b-XYLOSYL(1-2)]b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2007 | Mutsumi Sugita |
C-M(1:1) |
Proton (Ref. 2030) |
Fatty acids 14:0(1.0%), 15:0(3.5%), 16:0(23.2%), 17:0(5.3%), 18:0(53.7%), 19:0(6.4%), 20:0(6.5%), 21:0(1.1%) d18:1(96.8%), iso-d18:1(3.2%) |
||||||||||||||||||||||
435 | b-4-O-METHYLGLUCURONYL(1-4)[a-3-O-METHYL-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-3)]a-FUCOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-2)a-MANNOSYL(1-3)[ bXYLOYL(1-2)]b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2008 | Mutsumi Sugita |
Immunohistochemical studies indicated the existence on the cell surface of Hyriopsis spermatozoa.Specific distribution may provide clues to understanding of the molecular basis of the recognition between the spermatozoa and eggs in fertiligation.(Ref. 0032) |
C-M-W(6:4:1), water |
Proton(Ref. 2031) |
Fatty acids 14:0(0.6%), 15:0(0.4%), 16:0(18.0%), 17:0(5.1%), 18:0(41.3%), 19:0(3.5%), 20:0(6.0%), 21:0(2.6%), 22:0(13.1%), 23:0(3.6%), 24:0(4.7%) d18:1(97.2%), iso-d18:1(2.8%) |
|||||||||||||||||||||
436 | b-4-METHYLGALACTOSYL(1-3)b-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-3)aFUCOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-2)a-MANNOSYL(1-3)[a-XYLOSYL(1-2)bMANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2009 | Mutsumi Sugita |
C-M-W(6:4:1), water |
Proton |
Corbicula sandai(Ref. 2033) |
||||||||||||||||||||||
437 | b-MANNOSYL(1-2)b-MANNOSYL(1-1)CERAMIDE |
GSG2010 | Mutsumi Sugita |
C-M(2:1) |
Hyriopsis schlegelii(Ref. 2024) |
|||||||||||||||||||||||
438 | a-MANNOSYL(1-3)b-MANNOSYL(1-2)b-MANNOSYL(1-1)CERAMIDE |
GSG2011 | Mutsumi Sugita |
C-M(2:1) |
Hyriopsis schlegelii(Ref. 2024) |
|||||||||||||||||||||||
439 | a-MANNOSYL(1-3)b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2012 | Mutsumi Sugita |
C-M(2:1) |
||||||||||||||||||||||||
440 | a-MANNOSYL(1-3)[b-GALACTOSYL(1-2)]b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2013 | Mutsumi Sugita |
C-M(1:1), C-M-W(6:4:1) |
Hyriopsis schlegelii (ova) (Ref. 2035) |
|||||||||||||||||||||||
441 | a-GALACTOSYL(1-3)b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2014 | Mutsumi Sugita |
C-M(2:1) |
Meretrix lusoria(Ref. 2025) |
|||||||||||||||||||||||
442 | ARABINOSYL(1-6)b-GALACTOSYL[b-GALACTOSYL(1-8)]N-GLYCOLYLNEURAMINYL(2-3)b-GALACTOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2015 | Mutsumi Sugita |
C-M-W(30:60:8), Folch supernatant |
1640,1540cm-1(AMIDE LINKAGE), 1000-1100cm-1(ALCOHOLIC OH) (Ref. 2036) |
Asterina pectinifera(Ref. 2036) |
Fatty acids 14:0(2.0%), 16:0(6.0%), 17:0(1.2%), 18:0(2.8%), 19:0(0.6%), 20:0(1.2%), 21:0(2.8%), 22:0(47.8%), 23:0(24.5%), 24:0(11.1%) iso-t16:0(7.2%), t16:0(15.3%), iso-t17:0(28.8%), anteiso-t17:0(13.4%), t17:0(5.3%), iso-t18:0(16.1%), anteiso-t18:0(5.8%), t18:0(8.1%) |
|||||||||||||||||||||
443 | b-ARABINOSYL(1-6)b-GALACTOSYL(1-4)8-O-METHYL-N-GLYCOLYLNEURAMINYL(2-3)b-GALACTOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2016 | Mutsumi Sugita |
C-M-W(30:60:8), Folch supernatant |
Asterina pectinifera(Ref. 2037), Star fish (Asterina pectinifera)<1168> |
|||||||||||||||||||||||
444 | b-ARABINOSYL(1-6)b-GALACTOSYL(1-4)N-GLYCOLYLNEURAMINYL(2-3)b-GALACTOSYL (1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2017 | Mutsumi Sugita |
C-M-W(30:60:8), Folch supernatant |
Asterina pectinifera(Ref. 2037), Star fish (Asterina pectinifera)<1168> |
|||||||||||||||||||||||
445 | GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2018 | Mutsumi Sugita |
C-M(1:1) |
1540,1645cm-1(AMIDE LINKAGE), 3300cm-1(FREE OH) (Ref. 2023) |
Fatty acids Lucilia caesar, 16:0(14.2%), br-16:0(1.1%), 18:0(18.6%), br-18:0(2.4%), 19:0(4.9%), 20:0(41.2%), 22:0(17.6%) (Ref. 2023) Macrobrachium nipponense (fresh-water shrimp) 16:0(5.1%), 18:0(3.8%), 22:0(11.0%), 21h:0(1.9%), 22h:0(6.0%), 23h:0(3.8%), 24h:0(68.4%) (Ref. 2065) Ascaris suum(porcine roundworm) 16:0(5.1%), 18:0(3.8%), 22:0(11.0%), 21h:0(1.9%), 22h:0(6.0%), 23h:0(3.8%), 24h:0(68.4%) (Ref. 2066) LCB Lucilia caesar, d14:1(83.4%), d16:1(16.6%) (Ref. 2023) Macrobrachium nipponense (fresh-water shrimp) br-d17:1(32.8%), br-d17:0(67.2%) (Ref. 2065) |
||||||||||||||||||||||
446 | b-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-3) b-MANNOSYL(1-4)b-GLUCOSYL(1-1)CERAMIDE |
GSG2019 | Mutsumi Sugita |
C-M(1:1) |
1540,1645cm-1(AMIDE LINKAGE), 3300cm-1(FREE OH) (Ref. 2023) |
Fatty acids Lucilia caesar 16:0(9.2%), br-16:0(1.6%), 18:0(13.1%), br-18:0(3.1%), 19:0(3.8%), 20:0(50.7%), 22:0(18.5%) (Ref. 2023) Ascaris suum 16:0(2.2%), 18:0(1.7%), 22h:0(10.6%), C23h:0(5.8%), C24h:0(79.7%) (Ref. 2066) LCB Lucilia caesar d14:1(82.3%), d16:1(17.7%) (Ref. 2023) Ascaris suum br-d17:1(33.6%), br-d17:0(66.4%) (Ref. 2066) |
||||||||||||||||||||||
447 | a-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GALACTOSYL(1-4)b-2-ACETAMIDE-2-DEOXY-GLUCOSYL(1-3)b-MANNOSYL(1-4)b-GLUCOSYL(1-1) CERAMIDE |
GSG2020 | Mutsumi Sugita |
C-M(1:1) |
Lucilia caesar (Ref. 2038) |
|||||||||||||||||||||||
448 | GlcUb1-3Galb1-3GalNAca1-4GalNAcb1-4GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2021 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2057) |
||||||||||||||||||||||||
449 | GlcUb1-3Galb1-3GalNAca1-4GalNAcb1-4(ethanolamine-P-6)GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2022 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2057) |
||||||||||||||||||||||||
450 | GalNAcb1-3GlcNAcb1-3Galb1-3GalNAca1-4GalNAcb1-4GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2023 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2058) |
||||||||||||||||||||||||
451 | Galb1-3GalNAcb1-3GlcNAcb1-3Galb1-3GalNAca1-4GalNAcb1-4GlcNAcb1-3Manb1-4Glcb1-1Cer |
GSG2024 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2058) |
||||||||||||||||||||||||
452 | 6'-O-(N-methyl-2-aminoethylphosphonyl)Glcb1-1ceramide |
GSG2025 | Mutsumi Sugita |
Euphausia superba (antarctic krill) (Ref. 2059) |
||||||||||||||||||||||||
453 | 2'-aminoethylphosphoryl-6GlcNAcb1-3Manb1-4Glcb1-1Ceramide |
GSG2026 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2060) |
||||||||||||||||||||||||
454 | GalNAcb1-4(2'-aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2027 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2060) |
||||||||||||||||||||||||
455 | GalNAca1-4GalNAcb1-4(2'-aminoethylphosphoryl-6GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2028 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2060) |
||||||||||||||||||||||||
456 | Galb1-3GalNAca1-4GalNAcb1-4(2'-aminoethylphosphoryl-6)GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2029 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2060) |
||||||||||||||||||||||||
457 | GlcNAcb1-3Galb1-3GalNAcla1-4GalNAclb1-4(2'-aminoethylphosphoryl-6)GlcNAclb1-3Manlb1-4Glclb1-1ceramide |
GSG2030 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly) (Ref. 2060) |
||||||||||||||||||||||||
458 | Galb1-6Galb1-1ceramide |
GSG2032 | Mutsumi Sugita |
Pheretima hilgendorfi (earthworm) (Ref. 2061) |
||||||||||||||||||||||||
459 | Galb1-6Galb1-6Galb1-1ceramide |
GSG2033 | Mutsumi Sugita |
Pheretima hilgendorfi(earthworm) (Ref. 2061) |
||||||||||||||||||||||||
460 | choline-P-6Galb1-6Galb1-1ceramide |
GSG2034 | Mutsumi Sugita |
Pheretima hilgendorfi (earthworm) (Ref. 2062) |
||||||||||||||||||||||||
461 | Choline-P-6Galb1-1ceramide |
GSG2036 | Mutsumi Sugita |
Fatty acids Tylorrhynchus heterochetus (lugworm) 16:0(82.6%), 17:0(8.5%), 18:0(8.9%) (Ref. 2063) Hirudo nipponia (leech) 16:0(13.2%), 17:0(5.4%), 18:0(19.1%), 22:0(24.0%), C24:0(31.2%), unknown(7.1%) (Ref. 2069) LCB Tylorrhynchus heterochetus (lugworm), d18:1(57.8%), d18:2(42.4%) (Ref. 2063) Hirudo nipponia (leech), br-d18:1(9.6%), d18:1(48.5%), br-d19:1(18.4%), d22:3(23.5%) (Ref. 2069) |
||||||||||||||||||||||||
462 | Gala1-3GalNAcb1-4GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2041 | Mutsumi Sugita |
Ascaris suum (porcine roundworm) (Ref. 2066) |
||||||||||||||||||||||||
463 | Mana1-4Galb1-6Galb1-1ceramide |
GSG2045 | Mutsumi Sugita |
Pheretima hilgendorfi (earthworm) (Ref. 2067) |
||||||||||||||||||||||||
464 | Gala1-6(Mana1-4)Galb1-6Galb1-1ceramide |
GSG2046 | Mutsumi Sugita |
Pheretima hilgendorfi (earthworm) (Ref. 2067) |
||||||||||||||||||||||||
465 | Choline-P-6Galb1-6Galb1-6Galb1-1ceramide |
GSG2047 | Mutsumi Sugita |
3400, 1620, 1540, 1220, 960cm-1 (Ref. 2068) |
500MHz 1H (Ref. 2068) |
(+)FAB-MS (Ref. 2068) |
Pheretima hilgendorfi (earthworm) (Ref. 2068) |
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466 | Choline-P-6Galb1-6Galb1-1ceramide |
GSG2048 | Mutsumi Sugita |
1H NMR (SP0001) (Ref. 1054) |
||||||||||||||||||||||||
467 | Gala1-6Gala1-6Gala1-6Galb1-1ceramide |
GSG2050 | Mutsumi Sugita |
Hirudo nipponia (leech) (Ref. 2069) |
||||||||||||||||||||||||
468 | Gala1-6Gala1-6Galb1-1ceramide |
GSG2051 | Mutsumi Sugita |
Hirudo nipponia (leech) (Ref. 2069) |
||||||||||||||||||||||||
469 | Gala1-6Galb1-1ceramide |
GSG2052 | Mutsumi Sugita |
Hirudo nipponia (leech) (Ref. 2069) |
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470 | Glca1-4Galb1-6Galb1-1ceramide |
GSG2053 | Mutsumi Sugita |
Pheretima sp.(earthworm) (Ref. 2070) |
||||||||||||||||||||||||
471 | Glca1-4Galb1-6Galb1-6Galb1-1ceramide |
GSG2054 | Mutsumi Sugita |
Pheretima sp.(earthworm) (Ref. 2070) |
||||||||||||||||||||||||
472 | Glca1-4Galb1-6(Glca1-4)Galb1-6Galb1-1ceramide |
GSG2055 | Mutsumi Sugita |
Pheretima sp.(earthworm) (Ref. 2070) |
||||||||||||||||||||||||
473 | InoMe(1-)-P-ceramide |
GSG2056 | Mutsumi Sugita |
Tylorrhynchus heterochetus (lugworm) (Ref. 2071) |
||||||||||||||||||||||||
474 | Fuc-InoMe(1-)-P-ceramide |
GSG2057 | Mutsumi Sugita |
Tylorrhynchus heterochetus (lugworm) (Ref. 2071) |
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475 | Ino(1-)-P-ceramide |
GSG2058 | Mutsumi Sugita |
Tylorrhynchus heterochetus (lugworm) (Ref. 2071) |
||||||||||||||||||||||||
476 | Manb1-1ceramide |
GSG2059 | Mutsumi Sugita |
Hyriopsis schlegelii(Ref. 2077) |
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477 | GlcNAcb1-3Galb1-3GalNAca1-4GalNAcb1-4GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2060 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly)(Ref. 2037) |
||||||||||||||||||||||||
478 | Galb1-3GalNAca1-4GalNAcb1-4GlcNAcb1-3Manb1-4Glcb1-1ceramide |
GSG2061 | Mutsumi Sugita |
Lucilia caesar (green-bottle fly)(Ref. 2037) |
||||||||||||||||||||||||
479 | Galb1-4Galb1-1ceramide |
GSG2062 | Mutsumi Sugita |
Hyriopsis schlegelii hepatopancreas(Ref. 2024) |
||||||||||||||||||||||||
480 | Mana1-2Ino(GlcNAca1-4GlcNAca1-6)(1-P-)1-1ceramide |
GSG2063 | Mutsumi Sugita |
|||||||||||||||||||||||||
481 | Man1-2Ino-(1-P)-1ceramide |
GSG2064 | Mutsumi Sugita |
|||||||||||||||||||||||||
482 | (Gal, Ara, Man)-GlcNH2-GlcU-Ino-(1-P)-1Ceramide |
GSG2065 | Mutsumi Sugita |
Peanuts(Ref. 2082) |
||||||||||||||||||||||||
483 | Ino-P-Ino-(1-P)-1Ceramide |
GSG2066 | Mutsumi Sugita |
|||||||||||||||||||||||||
484 | Ino-P-Man-Ino-(1-P)-1Cer |
GSG2067 | Mutsumi Sugita |
Yeasr,Fungi(Ref. 2083) |
||||||||||||||||||||||||
485 | (Man, Gal)-Ino-(1-P)-1Ceramide |
GSG2068 | Mutsumi Sugita |
|||||||||||||||||||||||||
486 | (Man, Gal, Glc)-Ino-(1-P)-Ceramide |
GSG2069 | Mutsumi Sugita |
|||||||||||||||||||||||||
487 | (Man2, Gal3)-Ino-(1-P)-1Ceramide |
GSG2070 | Mutsumi Sugita |
|||||||||||||||||||||||||
488 | GlcNAca1-4GlcUa1-2Ino(1-P)-1Cer |
GSG2071 | Mutsumi Sugita |
|||||||||||||||||||||||||
489 | Galb1-4GlcNAca1-4GlcUa1-2Ino(1-P)-1Cer |
GSG2072 | Mutsumi Sugita |
Tabacco(Ref. 2092) |
||||||||||||||||||||||||
490 | Gal1-6Gal1-4GlcNAca1-4GlcUa1-2Ino(1-P)-1Cer |
GSG2073 | Mutsumi Sugita |
Tabacco(Ref. 2093) |
||||||||||||||||||||||||
491 | Ara1-6Gal1-4GlcNAca1-4GlcAa1-2Ins(1-P)-1Cer |
GSG2074 | Mutsumi Sugita |
Tabacco(Ref. 2093) |
||||||||||||||||||||||||
492 | Gal/Ara1-3Gal(Gal/Ara1-6)1-4GlcNAca1-4GlcUa1-2Ino(1-P)-1Cer |
GSG2075 | Mutsumi Sugita |
Tabacco(Ref. 2093) |
||||||||||||||||||||||||
493 | Mana1-3Mana1-2/6Ino(1-P)-1Cer(OH) |
GSG2076 | Mutsumi Sugita |
H. capsulataum(Ref. 2094) |
||||||||||||||||||||||||
494 | Mana1-3(Galb1-6)Mana1-2/6Ino(1-P)-1Cer(OH) |
GSG2077 | Mutsumi Sugita |
H. capsulataum(Ref. 2094) |
||||||||||||||||||||||||
495 | Mana1-3(Galb1-4)Mana1-2/6Ino(1-P)-1Cer(OH) |
GSG2078 | Mutsumi Sugita |
H. capsulataum(Ref. 2094) |
||||||||||||||||||||||||
496 | H2N-CH2-CH2-PO4-6Gal-Cer |
GSG2079 | Mutsumi Sugita |
|||||||||||||||||||||||||
497 | CH3-HN-CH2-CH2-PO4-6Gal-Cer |
GSG2080 | Mutsumi Sugita |
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498 | N-acetylneraminyla2-3galactosylb1-4glucosylceramide |
GSG3001 | Hideharu Ishida |
GM3 |
C55H100N2O21 | 1125.383 | This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002) Binding specificites of the sialoadhesin family of I-type lectins was examined by employing this ganglioside. (Ref. 3046) |
+1.8(Ref. 3001) |
1D 1H-NMR (Ref. 3001) |
Chemical Synthesis |
Coupling of a-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside, prepared from 2-(trimethylsilyl)ethyl b-lactoside by selective 3'-O-benzylation, O-bezoylation, and subsequent removal of the benzyl group, with methyl(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-a-D-galacto-2-nonulopyranosid)onate using dimethyl(methylthio)sulfonium triflate as a glycosyl promoterm gave 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside, which was converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the a-N-acetylneuraminyl-(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with afforded the b-glycoside, which was converted, via selective of the azide group, coupling with tetradecanoic acid, O-deacylation, and de-esterification, into the title compounds. (Ref. 3001) |
Fatty acid C14:0 LCB d18:1 |
||||||||||||||||
499 | N-acetylneraminyla2-3galactosylb1-4glucosylceramide |
GSG3002 | Hideharu Ishida |
GM3 |
C59H108N2O21 | 1181.490 | This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002) Binding specificites of the sialoadhesin family of I-type lectins was examined by employing this ganglioside. (Ref. 3046) |
+1.8(Ref. 3001) |
1D 1H-NMR (Ref. 3001) |
Chemical Synthesis |
Coupling of a-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside, prepared from 2-(trimethylsilyl)ethyl b-lactoside by selective 3'-O-benzylation, O-bezoylation, and subsequent removal of the benzyl group, with methyl(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-a-D-galacto-2-nonulopyranosid)onate using dimethyl(methylthio)sulfonium triflate as a glycosyl promoterm gave 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside, which was converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the a-N-acetylneuraminyl-(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with afforded the b-glycoside, which was converted, via selective of the azide group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the title compounds. (Ref. 3001) |
Fatty acid C18:0 LCB d18:1 |
||||||||||||||||
500 | N-acetylneraminyla2-3galactosylb1-4glucosylceramide |
GSG3003 | Hideharu Ishida |
GM3 |
C65H120N2O21 | 1265.649 | This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002) Binding specificites of the sialoadhesin family of I-type lectins was examined by employing this ganglioside. (Ref. 3046) |
+0.8(Ref. 3001) |
1D 1H-NMR (Ref. 3001) |
Chemical Synthesis |
Coupling of a-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside, prepared from 2-(trimethylsilyl)ethyl b-lactoside by selective 3'-O-benzylation, O-bezoylation, and subsequent removal of the benzyl group, with methyl(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-a-D-galacto-2-nonulopyranosid)onate using dimethyl(methylthio)sulfonium triflate as a glycosyl promoterm gave 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside, which was converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the a-N-acetylneuraminyl-(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with afforded the b-glycoside, which was converted, via selective of the azide group, coupling with tetracosanoic acid, O-deacylation, and de-esterification, into the title compounds. (Ref. 3001) |
Fatty acid C24:0 LCB d18:1 |
||||||||||||||||
501 | N-acetylneraminyla2-3galactosylceramide |
GSG3004 | Hideharu Ishida |
GM4 |
C49H90N2O16 | 963.243 | This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002) Binding specificites of the sialoadhesin family of I-type lectins was examined by employing this ganglioside. (Ref. 3046) |
+2.5(Ref. 3003) |
1D 1H-NMR (Ref. 3003) |
Chemical Synthesis |
The glycosylation of 2-(trimethylsilyl)ethyl 6-O-benzoyl-b-D-galactopyranoside with the methyl a-thioglycoside derivativem derived from methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-S-acetyl-3,5-dideoxy-2-thio-D-glycero-a-D-galacto-2-nonulopyranosonate via selective S-deacetylation and subsequent S-methylation, using dimethyl(methylthio)sulfonium triflate (DMTST) gave the corresponding a-glycosides of Neu5Ac, respectively. Coupling of the trichloroacetimidates, obtained by O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and imidate formation, with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted via selective reduction of the azide group, condensation with tetradecanoic acid, O-deacylation, and hydrolysis of the methyl ester group into the title compound. (Ref. 3003) |
Fatty acid C14:0 LCB d18:1 |
||||||||||||||||
502 | N-acetylneraminyla2-3galactosylceramide |
GSG3005 | Hideharu Ishida |
GM4 |
C53H98N2O16 | 1019.349 | This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002) Binding specificites of the sialoadhesin family of I-type lectins was examined by employing this ganglioside. (Ref. 3046) |
+2.2(Ref. 3003) |
1D 1H-NMR (Ref. 3003) |
Chemical Synthesis |
The glycosylation of 2-(trimethylsilyl)ethyl 6-O-benzoyl-b-D-galactopyranoside with the methyl a-thioglycoside derivativem derived from methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-S-acetyl-3,5-dideoxy-2-thio-D-glycero-a-D-galacto-2-nonulopyranosonate via selective S-deacetylation and subsequent S-methylation, using dimethyl(methylthio)sulfonium triflate (DMTST) gave the corresponding a-glycosides of Neu5Ac, respectively. Coupling of the trichloroacetimidates, obtained by O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and imidate formation, with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group into the title compound. (Ref. 3003) |
Fatty acid C18:0 LCB d18:1 |
||||||||||||||||
503 | sialyl-lactotetraosylceramide |
N-acetylneraminyla2-3galactosylb1-3-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3006 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | This ganglioside was the most potent ganglioside bound by Influenza Virus A/PR/8.(Ref. 3032) This ganglioside gave a negative reaction to a lymphocyte homing receptor, L-selectin (LECAM-1). (Ref. 3035) This ganglioside was more sensitive to the sialidase of influenza B virus isolates than the corresponding sialyl a2-6gal isomer. (Ref. 3036) This ganglioside was recognized by the hemagglutinin of human influenza B virus isolates as well as the sorreponding 2-6 isomer. (Ref. 3038) |
-6.2(Ref. 3004) |
1D 1H-NMR (Ref. 3004) |
Chemical Synthesis |
Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside, the key glycosyl donor, was prepared, from the 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-6-O- benzoyl-b-D-galactopyranoside, via benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with methylthiotrimethylsilane. Coupling of 2-(trimethylsilyl)ethyl 2,3,6,2',4',6'-hexa-O-benzyl- b-D-galactopyranoside, prepared from 2-(trimethylsilyl)ethyl b-D-lactoside via selective 3'-O-(4-methyoxybenzylation), benzylation, and selective removal of the 4-methyoxybenzyl group, with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimide-D-glucopyranosyl bromide gave a trisaccharide derivative, from which the phthaloyl and O-acetyl groups were removed. N-Acetylation then gave 2-(trimethylsilyl)ethyl O-(2-acetamido-2-deoxy-b-D-galactopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside. Dimethyl(methylthio)sulfonium triflate promoted coupling of the disaccharide donor with the trisaccharide acceptor, prepared by 4,6-O-benzylidenation, gave the corresponding pentasaccharide. This oligosacharide was converted into the corresponding a-trichloroacetimidates which, on coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycosides. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the final product.(Ref. 3004) |
Fatty acid C18:0 LCB d18:1 |
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504 | sialyl-neolactotetraosylceramide/sialyl-paragloboside |
N-acetylneraminyla2-3galactosylb1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3007 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | -3.8(Ref. 3004) |
1D 1H-NMR (Ref. 3004) |
Chemical Synthesis |
Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside, the key glycosyl donor, was prepared, from the 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy -D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-6-O-benzoyl-b-D- galactopyranoside, via benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with methylthiotrimethylsilane. Coupling of 2-(trimethylsilyl)ethyl 2,3,6,2',4',6'-hexa-O-benzyl-b-D-galactopyranoside, prepared from 2-(trimethylsilyl)ethyl b-D-lactoside via selective 3'-O-(4-methyoxybenzylation), benzylation, and selective removal of the 4-methyoxybenzyl group, with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimide-D-glucopyranosyl bromide gave a trisaccharide derivative, from which the phthaloyl and O-acetyl groups were removed. N-Acetylation then gave 2-(trimethylsilyl)ethyl O-(2-acetamido-2-deoxy-b-D-galactopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside. Dimethyl(methylthio)sulfonium triflate promoted coupling of the disaccharide donor with the trisaccharide acceptor, prepared by 4,6-O-benzylidenation, 3-O-(4-methoxybenzylation) and reductive opening of the benzylidene acetal, gave the corresponding pentasaccharide derivatives 16 and 20 in good yields. This oligosacharide was converted into the corresponding a-trichloroacetimidates which, on coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycosides. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the final product.(Ref. 3004) |
Fatty acid C18:0 LCB d18:1 |
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505 | sialyl-Lex |
N-acetylneraminyla2-3galactosylb1-4(fucosyla1-3)N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3008 | Hideharu Ishida |
C79H141N3O36 | 1708.963 | This ganglioside was recognized by none of the selectin receptor family. (Ref. 3033) This ganglioside was weakly recognized by monoclonal antibody AM-3 which raised against a sialomucin from human coloretal carcinoma. (Ref. 3034) This ganglioside was bound by a lymphocyte homing receptor, L-selectin (LECAM-1) but lower than the sulfatide. (Ref. 3035) One of the monoclonal antibodies, which raised against this ganglioside, is found to react sellectively to helper memory T cells. (Ref. 3037) This ganglioside inhibits lung metastasesprduced by i.v. co-injection of B16-BL-6 melanpmacells. (Ref. 3042) High affinity antibodies against this ganglioside was obtained from a phage display library. (Ref. 3044) This ganglioside was not the carbohydrate ligand of E-selectin. (Ref. 3051) |
-17.5(Ref. 3005) |
1D 1H-NMR (Ref. 3005) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-D-glucopyranoside with methyl 2,3,4-tri-O-benzyl-1-thio-b-L-fucopyranoside gave the a-glycoside, which was converted by reductive ring-opening of the benzylidene acetal into the glycosyl acceptor. Dimethyl(methylthio)sulfonium triflate-promoted coupling of 6 with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside afforded the desired hexasaccharide in good yield. This oligosaccharide was converted into the a-trichloroacetimidate, via reductive removal of the benzyl groups, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and treatment with trichloroacetonitrile, which, on coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the title compound.(Ref. 3005) |
Fatty acid C18:0 LCB d18:1 |
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506 | sialyl-(2-6)lactotetraosylceramide |
N-acetylneraminyla2-6galactosylb1-3-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3009 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | This ganglioside was restrictively bound by Influenza Virus B/Lee/40, but weakly by Influenza Virus A/PR/8, but.(Ref. 3032) This ganglioside was less sensitive to the sialidase of influenza B virus isolates than the corresponding sialyl a2-6gal isomer. (Ref. 3036) This ganglioside was recognized by the hemagglutinin of human influenza B virus isolates as well as the sorreponding 2-6 isomer. (Ref. 3038) |
-5.2(Ref. 3006) |
1D 1H-NMR (Ref. 3006) |
Chemical Synthesis |
Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio-b-D-galactopyranoside, the key glycosyl donor was prepared, via glycosylation of 2-(trimethylsilyl)ethyl 3-O-benzyl-b-D-galactopyranoside with the methyl a-thio-glycoside of N-acetylneuraminic acid, benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with (methylthio)-trimethylsilane. Coupling of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3')-per-O-benzyl-b-lactoside with the disaccharide donor gave the pentasaccharide in good yields. The oligosaccharide was converted into the corresponding a-trichloroacetimidate which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-de-acylation, and hydrolysis of the methyl ester group, into the final compound. (Ref. 3006) |
Fatty acid C18:0 LCB d18:1 |
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507 | sialyl-(2-6)-neolactotetraosylceramide/sialyl(2-6)-paragloboside |
N-acetylneraminyla2-6galactosylb1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3010 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | -1.5(Ref. 3006) |
1D 1H-NMR (Ref. 3006) |
Chemical Synthesis |
Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio-b-D-galactopyranoside, the key glycosyl donor was prepared, via glycosylation of 2-(trimethylsilyl)ethyl 3-O-benzyl-b-D-galactopyranoside with the methyl a-thio-glycoside of N-acetylneuraminic acid, benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with (methylthio)-trimethylsilane. Coupling of 2-(trimethylsilyl)ethyl O-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3')-per-O-benzyl-b-lactoside with the disaccharide donor gave the pentasaccharide in good yields. The oligosaccaride was converted into the corresponding a-trichloroacetimidate which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-de-acylation, and hydrolysis of the methyl ester group, into the final compound. (Ref. 3006) |
Fatty acid C18:0 LCB d18:1 |
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508 | N-acetylneraminyla2-3galactosylb1-3-N-acetyl-galactosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3011 | Hideharu Ishida |
GM1b, cis GM1 |
C73H131N3O32 | 1562.822 | This ganglioside is potent neuronal ligands for myelin-associated glycoprotein. (Ref. 3040) |
+5.7(Ref. 3007) |
1D 1H-NMR (Ref. 3007) |
Chemical Synthesis |
Coupling of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-a-D-galactopyranosyl bromide and 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-trio-O-benzyl-b-D-galactopyranoside gave a trisaccharide, which after removal of O-acetyl-and phthaloylgroups was converted by benzylidenation into two a acceptor. This were suitable for C-3 glycosylation reaction, promoted by dimethyl(methylthio)sulfonium triflate (DMTST), with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside . The reations gave the pentasaccharide derivative in high yield, and this were transformed into the a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the a-trichloroacetimidate gave the corresponding b-glycosides, which on channeling through selective reductionof the azido group, coupling of thus formed aminogroup with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the target compound. (Ref. 3007) |
Fatty acid C18:0 LCB d18:1 |
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509 | sialyl-(2-6)-Lex |
N-acetylneraminyla2-6galactosylb1-3-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3012 | Hideharu Ishida |
C79H141N3O36 | 1708.963 | -16.6(Ref. 3008) |
1D 1H-NMR (Ref. 3008) |
Chemical Synthesis |
Dimethyl(methylthio)sulfonium triflate-promoted coupling of 2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-a-L-fucopyranosyl)-(1-3)-O-(2-acetamido-6-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio-b-D-galactopyranoside afforded the desired hexasaccharide. This was converted into the a-trichloroacetimidate, via reductive removal of the benzyl groups, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and treatment with trichloroacetonitrile, which, on coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the title compound.(Ref. 3008) |
Fatty acid C18:0 LCB d18:1 |
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510 | N-acetylneuraminyla2-3galactosylb1-3(N-acetylneuraminyla2-6)N-acetyl- -galactosaminylb1-4galactosylb1-4glucosylceramide |
GSG3013 | Hideharu Ishida |
GD1a |
C84H148N4O39 | 1838.077 | This ganglioside is enriched in Purkinje cells and may have a role in Purkinje cell functions in the cerebellum. (Ref. 3041) |
+3.4(Ref. 3009) |
1D 1H-NMR (Ref. 3009) |
Chemical Synthesis |
Suitably protected pentasaccharide derivatives, derived from known pentasaccharide precursors, were selected as the glycosyl acceptors. Using our facile method of stereoselective a-glycosidation of sialic acid, these acceptors were coupled with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate in acetonitrile medium in the presence of dimethyl(methylthio)sulfonium triflate (DMTST) to get the desired di-a-sialyl hexasaccharide derivative in moderate yield. The hexasaccharide trichloroacetimidate upon coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-linked sphingosine glycoside in high yield. This was subjected in sequence to selective reduction of the azido group and coupling of the thus formed amino group with octadecanoic acid, O-deacylation, and saponification of the methyl ester groups to obtain ganglioside GD1a . (Ref. 3009) |
Fatty acid C18:0 LCB d18:1 |
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511 | N-acetyl-galactosaminylb1-4(N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3014 | Hideharu Ishida |
GM2 |
C67H121N3O26 | 1384.682 | +11.3(Ref. 3010) |
1D 1H-NMR (Ref. 3010) |
Chemical Synthesis |
Coupling of 2- (trimethylsilyl)ethyl O-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside, prepared from 2-(trimethylsilyl)ethyl b-lactoside by selective 3',4'-O-isopropylidenation, O-benzylation, and subsequent removal of the isopropylidene group, with methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate using N-iodosuccinimide (NIS), gave the trisaccharide), which on condensation with methyl 6-O-benzoyl -2-deoxy-3,4-O-isopropylidene-2-phthalimido-1-thio-b-D-galactopyranoside , gave the protected ganglioside GM2 oligosaccharide. This was transformed, via O-deisopropylidenation, O-acetylation, removal of the phthaloyl group, N-acetylation, removal of the benzyl groups followed by O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the final glycosyl donor. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the a-trichloroacetimidate gave the b-glycoside, which on channeling through selective reduction of the azide group, coupling of the amino group with octadecanoic acid, O-deacylation and saponification of the methyl ester group, gave the title ganglioside. (Ref. 3010) |
Fatty acid C18:0 LCB d18:1 |
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512 | N-acetylneraminyla2-8-N-acetylneraminyla2-3galactosylb1-4glucosylceramide |
GSG3015 | Hideharu Ishida |
GD3 |
C70H125N3O29 | 1472.744 | -2.6(Ref. 3011) |
1D 1H-NMR (Ref. 3011) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl 2,3,6, 2',6'-penta-O-benzyl-b-lactoside, with methyl [phenyl 5-acetamido-4,7-di-O-acetyl-3,5-dideoxy-2-thio-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-D-glycero-D-galacto-2-nonulopyranosid]onate, which was prepared from O-(5-acetamido-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonic acid)-(2-8)-5-acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonic acid by treatment with Amberlite IR-120 (H+) in methanol, O-acetylation, and subsequent replacement of the anomeric acetoxy group with phenyl thio, using N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) as a promoter, gave the corresponding a-glycoside. The tetrasaccharide was converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into a-trichloroacetimidate which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally,this was easily transformed, via selective reduction of the azido group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester and lactone, into ganglioside GD3. (Ref. 3011) |
Fatty acid C18:0 LCB d18:1 |
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513 | KDNa2-3galactosylb1-4glucosylceramide |
GSG3016 | Hideharu Ishida |
KDN-GM3 |
C58H109NO21 | 1156.480 | This ganglioside was cleaved by a novel sialidase isolated from the liver of loach, to release KDO. (Ref. 3039) This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002/3043) |
-12.0(Ref. 3012) |
1D 1H-NMR (Ref. 3012) |
Chemical Synthesis |
KDN, prepared by the condensation of oxalacetic acid with D-mannose, was converted via methylesterification, O-acetylation and replacement of the anomeric acetoxy group with phenylthio, into methyl (phenyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate . Glycosylation of the donor with 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside was performed, using N-iodosuccinimide-trimethylsilyl trifluoromethanesulfonate as the glycosyl promoter, to give 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-(6-O-benzoyl-b-D-galactopyrano-syl)-(1-4)-(2,6-di-O-benzoyl-b-D-glucopyranoside. The trysaccharide was converted via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and subsequent imidate formation, into the corresponding trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with thedonor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which wasa transformed via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation and de-esterification, into the target ganglioside. (Ref. 3012) |
Fatty acid C18:0 LCB d18:1 |
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514 | KDNa2-3galactosylceramide |
GSG3017 | Hideharu Ishida |
KDN-GM4 |
C55H103NO16 | 1034.403 | This ganglioside have the immunosuppressive properties of the natural molecules and are useful in probing which elements of ganglioside structure are critical to their biological activity.(Ref. 3002) |
-17.2(Ref. 3012) |
1D 1H-NMR (Ref. 3012) |
Chemical Synthesis |
KDN, prepared by the condensation of oxalacetic acid with D-mannose, was converted via methylesterification, O-acetylation and replacement of the anomeric acetoxy group with phenylthio, into methyl (phenyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate . Glycosylation of 2 with 2-(trimethylsilyl)ethyl 6-O-benzoyl-b-D-galactopyranoside was performed, using N-iodosuccinimide-trimethylsilyl trifluoromethanesulfonate as the glycosyl promoter, to give 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-6-O-benzoyl-b-D-galacto-pyranoside. The disaccharide was converted via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and subsequent imidate formation, into the corresponding trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycosides, which was transformed via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation and de-esterification, into the target ganglioside. (Ref. 3012) |
Fatty acid C18:0 LCB d18:1 |
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515 | KDN-lactotetraosylceramide |
KDNa2-3galactosylb1-3-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3018 | Hideharu Ishida |
C75H136N2O32 | 1577.877 | -6.8(Ref. 3013) |
1D 1H-NMR (Ref. 3013) |
Chemical Synthesis |
4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside was prepared from 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-6-O-benzyl-b-D-galactopyra-noside, via O-benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with methylthiotrimethylsilane. Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyra-nosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the disaccharide donor gave the corresponding pentasaccharide in good yield. This oligosaccharide was converted via reductive removal of the benzyl groups and benzylidene group, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the corresponding trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which was transformed via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation and de-esterification, into the target ganglioside in high yield. (Ref. 3013) |
Fatty acid C18:0 LCB d18:1 |
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516 | KDN-neolactotetraosylceramide/KDN-paragloboside |
KDNa2-3galactosylb1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3019 | Hideharu Ishida |
C75H136N2O32 | 1577.877 | -10.6(Ref. 3013) |
1D 1H-NMR (Ref. 3013) |
Chemical Synthesis |
Methyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside was prepared from 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-6-O-benzyl-b-D-galactopyra-noside, via O-benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with methylthiotrimethylsilane. Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the disaccharide donor gave the corresponding pentasaccharide in good yield. This oligosaccharide was converted via reductive removal of the benzyl groups and benzylidene group, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the corresponding trichloroacetimidate Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which was transformed via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation and de-esterification, into the target ganglioside in high yield. (Ref. 3013) |
Fatty acid C18:0 LCB d18:1 |
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517 | KDN-Lex |
KDNa2-3galactosylb1-4(fucosyla1-3)N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3020 | Hideharu Ishida |
C81H146N2O36 | 1724.018 | -16.0(Ref. 3013) |
1D 1H-NMR (Ref. 3013) |
Chemical Synthesis |
Methyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside was prepared from 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-6-O-benzyl-b-D-galactopyra-noside, via O-benzoylation, replacement of the 2-(trimethylsilyl)ethyl group by acetyl, and introduction of the methylthio group with methylthiotrimethylsilane. Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside (5) or 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside, prepared from 5 via O-benzylation and reductive opening of the benzylidene acetal ring, with 4 gave the corresponding pentasaccharides 9 and 13 in good yields. In the same way, 4 was reacted with 2-(trimethylsilyl)ethyl O-(2,3,4-tri-O-benzyl-a-L-fucopyranosyl)-(1-3)-O-(2-acetamido-6-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopy-ranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranosidewith the disaccharide donor gave the hexasaccharide. This oligosaccharide was converted via reductive removal of the benzyl groups and benzylidene group, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the corresponding trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which were transformed via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation and de-esterification, into the target ganglioside. (Ref. 3013) |
Fatty acid C18:0 LCB d18:1 |
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518 | galactosylb1-3(N-acetylneuraminyla2-6)N-acetyl- -galactosaminylb1-4galactosylb1-4glucosylceramide |
GSG3021 | Hideharu Ishida |
GM1a |
C73H131N3O32 | 1562.822 | +5.4(Ref. 3014) |
1D 1H-NMR (Ref. 3014) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the suitably protected galactosamine donor, methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-b-D-galactopyranoside gave the desired trisaccharide, which was transformed into the trisaccharide acceptor via removal of the phthaloyl and o-acetyl groups followed by N-acetylation. Glycosylation of this acceptor with methyl 3-O-benzyl-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside gave the asialo GM1 saccharide derivative, which was transformed into the acceptor by removal of benzylidene group. Coupling of this gangliotetraose acceptor with phenyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate by use of NIS-TfOH afforded the desired GM1a oligosaccharide derivative in high yield, which was transformed, via removal of the benzyl group followed by O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and subsequent imidate formation, into the final glycosyl donor. Condensation of this imidate derivative with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the b-glycoside, which on channeling through selective reduction of the azido group, coupling of the amino group with octadecanoic acid, O-deacylation and saponification of the methyl ester group, gave the title compound GM1a . (Ref. 3014) |
Fatty acid C18:0 LCB d18:1 |
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519 | KDN-(2-6)lactotetraosylceramide |
KDNa2-6galactosylb1-3-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3022 | Hideharu Ishida |
C75H138N2O32 | 1579.893 | -8.2(Ref. 3015) |
1D 1H-NMR (Ref. 3015) |
Chemical Synthesis |
Methyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio-b-D-galactopyranoside was prepared from the phenyl b-thioglycoside derivative of KDN and 2-(trimethylsilyl)ethyl 3-O-benzyl-b-D-galactopyranoside in four steps. Coupling of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3')-per-O-benzyl-b-lactoside with the donor gave the pentasaccharide in good yield. The pentasaccharide was converted into the corresponding a-trichloroacetimidate which, on glycosylation with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, this was transformed, via selective reduction of the azido group, condensation with octadecanoic acid, O-deacylation, and saponification of the methyl ester group, into the target compound. (Ref. 3015) |
Fatty acid C18:0 LCB d18:1 |
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520 | KDN-(2-6)-neolactotetraosylceramide/sialyl-(2-6)-paragloboside |
KDNa2-6galactosylb1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3023 | Hideharu Ishida |
C75H136N2O32 | 1577.877 | -6.1(Ref. 3015) |
1D 1H-NMR (Ref. 3015) |
Chemical Synthesis |
Methyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio-b-D-galactopyranoside was prepared from the phenyl b-thioglycoside derivative of KDN and 2-(trimethylsilyl)ethyl 3-O-benzyl-b-D-galactopyranosidein four steps. Coupling of 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3')-per-O-benzyl-b-D-lactoside, with the donor gave the pentasaccharidein good yields. This pentasaccharide was converted into the corresponding a-trichloroacetimidate which, on glycosylation with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, this was transformed, via selective reduction of the azido group, condensation with octadecanoic acid, O-deacylation, and saponification of the methyl ester group, into the target compound. (Ref. 3015) |
Fatty acid C18:0 LCB d18:1 |
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521 | 3-sulfoglucuronylparagloboside |
3-sulfoglucuronylb1-3galactosyl-b1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3024 | Hideharu Ishida |
SGPG |
C68H119N2O32SNa2 | 1554.712 | FAB-MS (negative ion mode); m/z 1531.91 (M-Na)-, 1553.89 (M-H)- (Ref. 3016) |
Chemical Synthesis |
Methyl (4-O-acetyl-2-O-benzoyl-3-O-levulinoyl-a-D-glucopyranosyl trichloroacetimidate)uronate) was prepared from methyl [2-(trimethylsilyl)ethyl b-D-glucopyranosid]uronate via selective 4-O-acetylation, 2-O-benzoylation, 3-O-levulinoylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation. The coupling of the donor with 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside using trimethylsilyl trifluoromethanesulfonate gave 2-(trimethylsilyl)ethyl O-(methyl 4-O-acetyl-2-O-ben-zoyl-3-O-levulinoyl-b-D-glucopyranosyluronate)-(1-3)-2,4,6-tri-O-benzyl-b-D-galact-opyranoside, which was transformed via removal of the benzyl group, benzoylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation into the disaccharide donor. On the other hand, 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside as the acceptor was prepared from 2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-b-D-glucopyranoside via O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, imidate formation, coupling with 2-(trimethylsilyl)ethyl O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyrano-side, removal of the O-acetyl and N-phthaloyl group followed by N-acetyla-tion. Condensation of thedisaccharide donor with the trisaccharide acceptor using trimethylsilyl trifluoromethanesulfonate afforded the desired pentasaccharide, which was transformed by removal of the benzyl group, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation into the pentasaccharide donor. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol withthe imidate gave the desired b-glycoside, which was transformed into the target compound, via reduction of the azido group, coupling with octadecanoic acid, selective removal of the levulinoyl group, O-sulfation, hydrolysis of the methyl ester group and O-deacylation. (Ref. 3016) |
Fatty acid C18:0 LCB d18:1 |
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522 | 3-sulfoglucuronylparagloboside |
3-sulfoglucuronylb1-3galactosyl-b1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3025 | Hideharu Ishida |
SGPG |
C74H131N2O32SNa2 | 1638.872 | FAB-MS (negative ion mode); m/z 1615.85 (M-Na)-, 1637.66 (M-H)- (Ref. 3016) |
Chemical Synthesis |
Methyl (4-O-acetyl-2-O-benzoyl-3-O-levulinoyl-a-D-glucopyranosyl trichloroacetimidate)uronate) was prepared from methyl [2-(trimethylsilyl)ethyl b-D-glucopyranosid]uronate via selective 4-O-acetylation, 2-O-benzoylation, 3-O-levulinoylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation. The coupling of the donor with 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside using trimethylsilyl trifluoromethanesulfonate gave 2-(trimethylsilyl)ethyl O-(methyl 4-O-acetyl-2-O-ben-zoyl-3-O-levulinoyl-b-D-glucopyranosyluronate)-(1-3)-2,4,6-tri-O-benzyl-b-D-galact-opyranoside, which was transformed via removal of the benzyl group, benzoylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation into the disaccharide donor. On the other hand, 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside as the acceptor was prepared from 2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-b-D-glucopyranoside via O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, imidate formation, coupling with 2-(trimethylsilyl)ethyl O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyrano-side, removal of the O-acetyl and N-phthaloyl group followed by N-acetyla-tion. Condensation of thedisaccharide donor with the trisaccharide acceptor using trimethylsilyl trifluoromethanesulfonate afforded the desired pentasaccharide, which was transformed by removal of the benzyl group, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation into the pentasaccharide donor. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol withthe imidate gave the desired b-glycoside, which was transformed into the target compound, via reduction of the azido group, coupling with tetracosanoic acid, selective removal of the levulinoyl group, O-sulfation, hydrolysis of the methyl ester group and O-deacylation.(Ref. 3016) |
Fatty acid C24:0 LCB d18:1 |
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523 | N-acetyl-galactosaminylb1-4(KDNa2-3)galactosylb1-4glucosylceramide |
GSG3026 | Hideharu Ishida |
KDN-GM2 |
C65H118N2O27 | 1359.630 | +8.2(Ref. 3017) |
1D 1H-NMR (Ref. 3017) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(2,6-di-O-benzyl-b-D-galac-topyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl 6-O-benzyl-2-deoxy-3,4-O-isopropylidene-2-phthalimido-1-thio-b-D-galactopyranoside gave the tetrasaccharide, which was converted, via de-esterification, removal of the phthaloyl group, N-acetylation, and O-deisopropylidenation, into the tetrasaccharide acceptor. Reductive removal of the benzyl groups in 9, O-acetylation and subse-quent removal of the 2-(trimethylsilyl)ethyl group followed by imidate formation, gave the KDN-GM2 oligosaccharide glycosyl donor. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which was transformed in good yield, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the target ganglioside.(Ref. 3017) |
Fatty acid C18:0 LCB d18:1 |
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524 | galactosylb1-3N-acetyl-galactosaminylb1-4(KDNa2-3)galactosylb1-4glucosylceramide |
GSG3027 | Hideharu Ishida |
KDN-GM1 |
C71H128N2O32 | 1521.770 | +3.5(Ref. 3017) |
1D 1H-NMR (Ref. 3017) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(2,6-di-O-benzyl-b-D-galac-topyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl 6-O-benzyl-2-deoxy-3,4-O-isopropylidene-2-phthalimido-1-thio-b-D-galactopyranoside gave the tetrasaccharide, which was converted, via de-esterification, removal of the phthaloyl group, N-acetylation, and O-deisopropylidenation, into the tetrasaccharide acceptor. Glycosylation of the acceptor with methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-1-thio-b-D-galacto-pyranoside, using dimethyl(methylthio)sulfonium triflate (DMTST), gave the pentasaccharide, which was converted via reductive removal of their benzyl groups, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and reaction with trichloroacetonitrile, into the corresponding a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which was transformed in good yield, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the target ganglioside.(Ref. 3017) |
Fatty acid C18:0 LCB d18:1 |
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525 | KDNa2-3galactosylb1-3N-acetyl-galactosaminylb1-4(KDNa2-3)galactosylb1-4glucosylceramide |
GSG3028 | Hideharu Ishida |
KDN-GD1a |
C80H142N2O40 | 1771.973 | -3.4(Ref. 3017) |
1D 1H-NMR (Ref. 3017) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(2,6-di-O-benzyl-b-D-galac-topyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl 6-O-benzyl-2-deoxy-3,4-O-isopropylidene-2-phthalimido-1-thio-b-D-galactopyranoside gave the tetrasaccharide, which was converted, via de-esterification, removal of the phthaloyl group, N-acetylation, and O-deisopropylidenation, into the tetrasaccharide acceptor. Glycosylation of the acceptor with methyl (methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside, using dimethyl(methylthio)sulfonium triflate (DMTST), gave the hexasaccharide, which was converted via reductive removal of their benzyl groups, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and reaction with trichloroacetonitrile, into the corresponding a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor in the presence of boron trifluoride etherate afforded the expected b-glycoside, which was transformed in good yield, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the target ganglioside. (Ref. 3017) |
Fatty acid C18:0 LCB d18:1 |
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526 | N-acetylneraminyla2-3galactosylb1-3-N-acetyl-galactosaminyl-b1-3galactosyl-a1-3galactosylb1-4glucosylceramide |
GSG3029 | Hideharu Ishida |
C79H141N3O37 | 1724.963 | -1.0(Ref. 3018) |
1D 1H-NMR (Ref. 3018) |
Chemical Synthesis |
2-(Trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-a-D-galactopyranosyl-(1-3)-2,4,6-tri-O-benzyl-b-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside, the core structure of isoglobo-series gangliosides was prepared by the glycosylation of 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-b-D-galactopyranoside, and subsequent de-O-acetylation. Coupling of the trisaccharide acceptor and methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-b-D-galactopyranoside gave a isoglobotetraoside derivative, from which the phthaloyl and O-acetyl groups were removed. N-Acetylation then gave a tetrasaccharide acceptor. Dimethyl(methylthio)sulfonium triflate-promoted coupling of the accptor with methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranosidegave the hexasaccharide derivativein good yield. Theoligosaccharide was converted into the corresponding a-trichloroimidate which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, this was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the titleproduct. (Ref. 3018) |
Fatty acid C18:0 LCB d18:1 |
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527 | 3-sulfoglucuronyllactotsylparagloboside |
3-sulfoglucuronylb1-3galactosylb1-4-N-acetyl-glucosaminylb1-3galactosylb1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3030 | Hideharu Ishida |
SGLPG |
C82H143N3Na2O44S | 1953.052 | FAB-MS (negative ion mode); m/z 1896.82 (M-Na)-, 1918.69 (M-H)- (Ref. 3019) |
Chemical Synthesis |
Condensation of 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside with 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl trichloroacetimidate gave the desired b-glycoside, which was converted into 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-b-D-galactopyranoside via removal of the O-acetyl and N-phthaloyl groups, followed by N-acetylation. Glycosylation ofthe disaccharide with O-(methyl 4-O-acetyl-2-O-benzoyl-3-O-levulinoyl-b-D-glucopyranosyluronate)-(1-3)-2,4,6-tri-O-benzoyl-a-D-galactopyranosyl trichloroacetimidate using trimethylsilyl trifluoromethanesulfonate gave the target tetrasaccharide, which was transformed via removal of the benzyl group, O-benzoylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation into the tetrasaccharide donor. Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1- 3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1 - 4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the imidate donor using trimethylsilyl trifluoromethanesulfonate gave the desired heptasaccharide which was transformed into the heptasaccharide imidate donor. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the heptasaccharide donor gave b-glycoside, which was transformed into the target compound, via reduction of the azido group, coupling with octadecanoic acid, selective removal of the levulinoyl group, O-sulfation, hydrolysis of the methyl ester group and O-deacylation. (Ref. 3019) |
Fatty acid C18:0 LCB d18:1 |
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528 | 3-sulfoglucuronyllactotsylparagloboside |
3-sulfoglucuronylb1-3galactosylb1-4-N-acetyl-glucosaminylb1-3galactosylb1-4-N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3031 | Hideharu Ishida |
SGLPG |
C88H155N3Na2O42S | 2005.213 | FAB-MS (negative ion mode); m/z 1980.92 (M-Na)-, 2003.85 (M-H)- (Ref. 3019) |
Chemical Synthesis |
Condensation of 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside with 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-b-D-glucopyranosyl trichloroacetimidate gave the desired b-glycoside, which was converted into 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-b-D-galactopyranoside via removal of the O-acetyl and N-phthaloyl groups, followed by N-acetylation. Glycosylation ofthe disaccharide with O-(methyl 4-O-acetyl-2-O-benzoyl-3-O-levulinoyl-b-D-glucopyranosyluronate)-(1-3)-2,4,6-tri-O-benzoyl-a-D-galactopyranosyl trichloroacetimidate using trimethylsilyl trifluoromethanesulfonate gave the target tetrasaccharide, which was transformed via removal of the benzyl group, O-benzoylation, removal of the 2-(trimethylsilyl)ethyl group and imidate formation into the tetrasaccharide donor. Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranosyl)-(1- 3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1 - 4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the imidate donor using trimethylsilyl trifluoromethanesulfonate gave the desired heptasaccharide which was transformed into the heptasaccharide imidate donor. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the heptasaccharide donor gave b-glycoside, which was transformed into the target compound, via reduction of the azido group, coupling with tetracosanoic acid, selective removal of the levulinoyl group, O-sulfation, hydrolysis of the methyl ester group and O-deacylation. (Ref. 3019) |
Fatty acid C24:0 LCB d18:1 |
|||||||||||||||||
529 | sialyl-dimeric Lex |
N-acetylneuraminyla2-3galactosylb1-4(fucosyla1-3)N-acetyl-glucosaminylb1-3galactosylb1-4(fucosyla1-3)N-acetyl-glucosaminylb1-3galactosylb1-4glucosylceramide |
GSG3032 | Hideharu Ishida |
C97H171N3O51 | 2195.385 | -37.9(Ref. 3020) |
1D 1H-NMR (Ref. 3032) |
Chemical Synthesis |
Regioselective glycosylation of the suitably protected Lewis X (Lex) pentasaccharide derivative with phenyl 4-O-acetyl-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-1-thio-b-D-glucopyranoside gave the hexasaccharide, which was converted, via removal of the phthaloyl groups and selective N-acetylation, into the hexasaccharide acceptor. Dimethyl(methylthio)sulfonium triflate (DMTST) promoted glycosylation of the acceptor with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2 - 3) - 2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside afforded regioselectively the expected octasaccharide, which was converted into the acceptor via O-acetylation and removal of the methoxybenzyl group. Fucosylation of the acceotor with the methyl thioglycoside was performed by use of N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid(TfOH) as a promoter to give the desired nonasaccharide . After replacing the benzyl groups by the acetyl groups, the 2-(trimethylsilyl)ethyl group at the reducing end was selectively transformed into the a-trichloroacetimidate Coupling of the donor with (2S,3R,4E)-2-azido-3-O-tert-butyldiphenylsilyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-desilylation, O-deacylation, and hydrolysis of the methyl ester group, into the title ganglioside in good yield. (Ref. 3020) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
530 | VIM-II |
N-acetylneuraminyla2-3galactosylb1-4N-acetyl-glucosaminylb1-3galactosylb1-4(fucosyla1-3)N-acetyl-glucosaminylb1-3galactosylb1-4glucosylceramide |
GSG3033 | Hideharu Ishida |
C91H161N3O47 | 2049.244 | -17.4(Ref. 3021) |
1D 1H-NMR (Ref. 3033) |
Chemical Synthesis |
Phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-b-D-galactopyranosyl-(1-4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-b-D-glucopyranoside, a key intermediate prepared by condensation of phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-b-D-glucopyranoside and 2,3,4-tri-O-benzoyl-6-O-benzyl-a-D-galactopyranosyl bromide, was glycosylated with methyl 2,3,4-tri-O-benzyl-1-thio-b-L-fucopyranoside to give the trisaccharide donor, which, on coupling with 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside, afforded the pentasaccharide. The regioselective glycosylation of the acceptor, with phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-b-D-galactopyranosyl-(1-4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-b-D-glucopyranoside, gave the heptasaccharide, which was converted by treatment with hydrazine monohydrate and subsequent N-acetylation into the hexasaccharide acceptor. The stereo- and regioselective glycosylation of the acceptor with methyl (phenyl 5-acetamido-4,7,8,9-O-benzoyl-3,5-dideoxy-2-thio-D-glycero-b-D-galacto-2-nonulopyranosid)onategave the desired octasaccharide. Hydrogenolytic removal of the benzyl groups and successive O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and treatment with trichloroacetonitrile gave the a-trichloroacetimidate which was then coupled with (2S,3R,4E)-2-azido-3-O-(tert-butyldiphenylsilyl)-4-octadecene-1,3-diol. The ompound was transformed, via selective reduction of the azido group, N-introduction of octadecanoic acid, O-desilylation, O-deacylation, and saponification of the methyl ester group, into the title VIM-2 ganglioside. (Ref. 3021) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
531 | sialyl-Lea |
N-acetylneraminyla2-3galactosylb1-3(fucosyla1-4)N-acetyl-glucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3034 | Hideharu Ishida |
C79H141N3O36 | 1708.963 | -18.8(Ref. 3022) |
1D 1H-NMR (Ref. 3022) |
Chemical Synthesis |
Methylsulfenyl bromide-silver triflate-promoted coupling of 2-(trimethylsilyl)ethyl O-(2-acetamido-6-O-benzy-2-deoxy-b-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside afforded the pentasaccharide in good yield. Glycosylation of the pentasaccharide with methyl 2,3,4-tri-O-benzyl-1-thio-b-L-fucopyranoside by use of N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) as a promoter, gave the desired hexasaccharide. This was converted into the a-trichloroacetimidate, via reductive removal of benzyl groups, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, and treatment with trichloroacetonitrile, which, on coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the compound was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the title ganglioside in good yield. (Ref. 3022) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
532 | N-acetylneuraminyla2-3galactosylb1-3(N-acetylneuraminyla2-6)N-acetyl- -galactosaminylb1-4(N-acetylneraminyla2-8N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3035 | Hideharu Ishida |
GQ1ba |
C106H182N6O55 | 2420.587 | -13.0(Ref. 3023) |
1D 1H-NMR (Ref. 3023) |
Chemical Synthesis |
Regio- and stereo-selective monosialylation of C-6 of N-acetylgalactosamine residue and the subsequent disialylation with methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate of C-3 of galactose residue with methyl [phenyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid]onateon 2-(trimethylsilyl)ethyl O-(2-acetamido-2-deoxy-3,4-O-isopropylidene-b-D-galactopyranosyl)-(1-4)-O-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-O-2,3,6-tri-O-benzyl-b-D-glucopyranoside by use of N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) as a promoter gave the corresponding hexasaccharide, containing a-glycosidicaly-linked monomeric sialic acid at C-6 of N-acetylgalactosamine residue and dimeric sialic acid at C-3 of galactose residue on gangliotriose moiety, which was transformed into the acceptor by removal of isopropylidene group. Condensation of methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside with the hexasaccharide acceptor, using dimethyl(methylthio)sulfonium triflate (DMTST) as a promoter, gave the desired octasaccharide derivative in high yield. The introduction of the ceramide moiety into the octasaccharide, O-deacylation, and hydrolysis of the methyl ester group gave the title ganglioside in good yield. (Ref. 3023) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
533 | N-acetylneraminyla2-8N-acetylneuraminyla2-3galactosylb1-3(N-acetylneraminyla2-8N-acetylneuraminyla2-6)N-acetyl- -galactosaminylb1-4galactosylb1-4glucosylceramide |
GSG3036 | Hideharu Ishida |
GQ1b |
C106H182N6O55 | 2420.587 | This gangliosideis is not recognized by myelin-associated glycoprotein. (Ref. 3040) |
+24.9(Ref. 3024) |
1D 1H-NMR (Ref. 3024) |
Chemical Synthesis |
A fiRegio- and stereoselective dimeric sialylation of the hydroxyl group at C-6 of the GalNAc residue in 2-(trimethylsilyl)ethyl O-(2-acetamido-2-deoxy-3-O-levulinyl-b-D-galactopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-O-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl [phenyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galac-to-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero -D-galacto-2-nonulopyra-nosid]onate using N-iodosuccinimide (NIS)-trifluo-romethane-sulfonic acid (TfOH) as a promoter gave the desired pentasaccharide containing a-glycosidically-linked dimeric sialic acids. This was trans-formed into the acceptor by removal of the levulinyl group. Condensation of methyl O-[methyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosylonate]-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside with the pentasaccharide acceptor, using dimethyl(methylthio)sulfonium triflate (DMTST) as a promoter, gave the desired octasaccharide derivative in high yield. The compound was converted into a-trichloroacetimidate, via reductive removal of the benzyl groups, O-acety-la-tion, removal of the 2-(trimethylsilyl)ethyl group, and treatment with trichloroace-toni-trile, which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the octasaccharide was transformed, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the title ganglioside in good yield.(Ref. 3024) |
|||||||||||||||||
534 | SSEA-4 |
N-acetylneraminyla2-3galactosylb1-3-N-acetyl-galactosaminyl-b1-3galactosyl-a1-4galactosylb1-4glucosylceramide |
GSG3037 | Hideharu Ishida |
C79H141N3O37 | 1724.963 | -3.0(Ref. 3025) |
1D 1H-NMR (Ref. 3025) |
Chemical Synthesis |
a-Selective glycosylation of 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the suitably protected galactose donor, methyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-b-D-galactopyranoside gave the desired trisaccharide, which was transformed into the trisaccharide acceptor, by removal of the O-acetyl group. Glycosylation of this acceptor with methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-b-D-galactopyranoside gave the globotetraose derivative, which was transformed into the acceptor by removal of the phthaloyl and O-acetyl groups followed by N-acetylation. DMTST promoted coupling of this acceptor with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-ben-zoyl-1-thio-b-D-galactopyranoside afforded the desired sialyl globopentaoside derivative in good yield, which was transformed, by removal of the benzyl and benzylidene groups followed by O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and subsequent imidate formation, into the final glycosyl donor. Condensation of this imidate derivative with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the b-glycoside, which on channeling through selective reduction of the azido group, coupling of the amino group with octadecanoic acid, O-deacylation and saponification of the methyl ester group, gave the title compound, sialyl globopentaosyl ceramide.(Ref. 3025) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
535 | 6-sulfo sialyl-Lex |
N-acetylneraminyla2-3galactosylb1-4(fucosyla1-3)N-acetyl-6-sulfoglucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3038 | Hideharu Ishida |
C79H139N3Na2O39S | 1832.991 | This ganglioside, the putative L-selectin ligand, was detected on endothelial cells of high endothelial venules by a distinct set of anti-sialyl Lewis X antibodies. (Ref. 3045) This ganglioside is the preferred ligand for L-selectin and de-N-acetylation of the sialic acid enhances the binding strength. (Ref. 3047) IA major carbohydrate capping group of the L-selectin ligand on high endothelial venules in human lymph nodes was identified as 6-sulfo sialyl Lewis X. (Ref. 3048) |
-5.7(Ref. 3026) |
1D 1H-NMR (Ref. 3026) |
FAB-MS (negative ion mode); m/z 1794 (M-Na)-, 1771 (M-2Na)-2 (Ref. 3026) |
Chemical Synthesis |
Coupling of the suitably protected N-acetyl-D-glucosaminyl-b(1-3)-lactose derivative with the sialyl a(2-3)-D-galactopyranosyl trichloroacetimidate, via glycosylation of 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-b-D-galactopyranoside with phenyl 2-thioglycoside derivative of N-acetylneuraminic acid (Neu5Ac) using N-iodosuccinimide/TfOH, O-benzoylation, removal of the benzylidene group, selective 6-O-levulinoylation, O-benzoylation, removal of the 2-(trimethylsilyl)ethyl group, and imidate formation, or via O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, then imidate formation, gave the pentasaccharide. The glycosylation of the pentasaccharide acceptors, with phenyl 1-thioglycoside derivative of L-fucose using dimethyl(methylthio)sulfonium triflate (DMTST) afforded the corresponding hexasaccharides, which were transformed in good yields, via reductive removal of their benzyl groups, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, imidate formation, coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol in the presence of boron trifluoride etherate, selective reduction of the azido group, coupling with octadecanoic acid, selective removal of the levulinoyl groups, treatment with sulfur trioxide-pyridine complex, then removal of the protecting groups, into the desired sulfated sialyl Lex ganglioside analogues .(Ref. 3026) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||
536 | 6'-sulfo sialyl-Lex |
N-acetylneraminyla2-3(6-sulfo)galactosylb1-4(fucosyla1-3)N-acetylglucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3039 | Hideharu Ishida |
C79H139N3Na2O39S | 1832.991 | This ganglioside was not detected on endothelial cells of high endothelial venules by a distinct set of anti-sialyl Lewis X antibodies. (Ref. 3045) |
-8.7(Ref. 3026) |
1D 1H-NMR (Ref. 3026) |
FAB-MS (negative ion mode); m/z 1794 (M-Na)-, 1771 (M-2Na)-2(Ref. 3026) |
Chemical Synthesis |
Coupling of the suitably protected N-acetyl-D-glucosaminyl-b(1-3)-lactose derivative with the sialyl a(2-3)-D-galactopyranosyl trichloroacetimidate, via glycosylation of 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-b-D-galactopyranoside with phenyl 2-thioglycoside derivative of N-acetylneuraminic acid (Neu5Ac) using N-iodosuccinimide/TfOH, O-benzoylation, removal of the benzylidene group, selective 6-O-levulinoylation, O-benzoylation, removal of the 2-(trimethylsilyl)ethyl group, and imidate formation, or via O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, then imidate formation, gave the pentasaccharide. The glycosylation of the pentasaccharide acceptors, with phenyl 1-thioglycoside derivative of L-fucose using dimethyl(methylthio)sulfonium triflate (DMTST) afforded the corresponding hexasaccharides, which were transformed in good yields, via reductive removal of their benzyl groups, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, imidate formation, coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol in the presence of boron trifluoride etherate, selective reduction of the azido group, coupling with octadecanoic acid, selective removal of the levulinoyl groups, treatment with sulfur trioxide-pyridine complex, then removal of the protecting groups, into the desired sulfated sialyl Lex ganglioside analogues .(Ref. 3026) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||
537 | 6,6'-bis-sulfo sialyl-Lex |
N-acetylneraminyla2-3(6-sulfo)galactosylb1-4(fucosyla1-3)N-acetyl-6-sulfoglucosaminyl-b1-3galactosyl-b1-4glucosylceramide |
GSG3040 | Hideharu Ishida |
C79H139N3Na2O39S | 1832.991 | This ganglioside, the putative L-selectin ligand, was detected on endothelial cells of high endothelial venules by a distinct set of anti-sialyl Lewis X antibodies. (Ref. 3045) |
-10.3(Ref. 3026) |
1D 1H-NMR (Ref. 3026) |
FAB-MS (negative ion mode); m/z 1895 (M-Na)- (Ref. 3026) |
Chemical Synthesis |
Coupling of the suitably protected N-acetyl-D-glucosaminyl-b(1-3)-lactose derivative with the sialyl a(2-3)-D-galactopyranosyl trichloroacetimidate, via glycosylation of 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-b-D-galactopyranoside with phenyl 2-thioglycoside derivative of N-acetylneuraminic acid (Neu5Ac) using N-iodosuccinimide/TfOH, O-benzoylation, removal of the benzylidene group, selective 6-O-levulinoylation, O-benzoylation, removal of the 2-(trimethylsilyl)ethyl group, and imidate formation, or via O-acetylation, removal of the 2-(trimethylsilyl)ethyl group, then imidate formation, gave the pentasaccharide. The glycosylation of the pentasaccharide acceptors, with phenyl 1-thioglycoside derivative of L-fucose using dimethyl(methylthio)sulfonium triflate (DMTST) afforded the corresponding hexasaccharides, which were transformed in good yields, via reductive removal of their benzyl groups, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, imidate formation, coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol in the presence of boron trifluoride etherate, selective reduction of the azido group, coupling with octadecanoic acid, selective removal of the levulinoyl groups, treatment with sulfur trioxide-pyridine complex, then removal of the protecting groups, into the desired sulfated sialyl Lex ganglioside analogues .(Ref. 3026) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||
538 | N-acetyl-galactosaminylb1-6(N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3041 | Hideharu Ishida |
6'-GM2 |
C67H121N3O26 | 1384.682 | Structural basis for the resistance of Tay-sachs ganglioside GM2 to enzymatic degradation. was clarified by employing this ganglioside as a useful probe.(Ref. 3049) |
+30.0(Ref. 3027) |
1D 1H-NMR (Ref. 3027) |
Chemical Synthesis |
Removal of benzylidene group from 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-b-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside gave the lactose acceptor. The glycosylation of this compound with the oxazoline, which was prepared from the peracetylated derivative of GalNAc, in the presence of pyridinium p-toluenesulfonategave the desired b-glycoside in 61% yield. Removal of the 4-methoxybenzyl group afforded the expected glycosyl acceptor in 67% yield. Glycosylation of the acceptor with the phenyl 2-thioglycoside of Neu5Ac in the presence of N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) gave the expected a-glycoside. Removal of the benzyl groups and subsequent acetylation gave the peracetylated tetrasaccharide in 88% yield, which was converted into the corresponding trichloroacetimidate in good yield by selective removal of the 2-(trimethylsilyl)ethyl group and subsequent imidate formation. The final glycosylation of (2S,3R,4E)-2-azido-3-O-(tert-butyldiphenylsilyl)-4-octadecene-1,3-diol with with the donor gave only the b-glycoside. Selective reduction of the azido group gave the amine , which on condensationwith octadecanoic acid furnished the fully protected target compound as follows: desilylation, and O-deacylation with sodium methoxide in methanol, and subsequent saponification of the methyl ester group, yielded the desired 6'-GM2 ganglioside. (Ref. 3027) |
Fatty acid C18:0 LCB d18:1 |
||||||||||||||||
539 | N-acetylneraminyla2-8N-acetylneuraminyla2-3galactosylb1-3N-acetyl- -galactosaminylb1-4galactosylb1-4glucosylceramide |
GSG3042 | Hideharu Ishida |
GD1c |
C84H148N4O40 | 1854.077 | +5.4(Ref. 3028) |
1D 1H-NMR (Ref. 3028) |
Chemical Synthesis |
Condensation of methyl O-[methyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate]-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-gala-ctopyranoside with 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-galactopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-b-D-galactopy-ranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranosidegave the hexasaccharide derivative. This oligosaccharides was converted into the a-trichloroacetimidate via reductive removal of the benzyl groups and/or benzylidene group, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and treatment with trichloroacetonitrile, which, on coupling with 2-azidosphingosine derivative gave the b-glycoside. Finally, this was transformed, via selective reduction of the azido group, coupling with octadecanoic acid and removal of all protecting groups, into the title gangliosides GD1c. (Ref. 3028) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
540 | N-acetylneraminyla2-8N-acetylneuraminyla2-3galactosylb1-3N-acetyl- -galactosaminylb1-4(N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3043 | Hideharu Ishida |
GT1a |
C95H165N5O47 | 2129.332 | +2.0(Ref. 3028) |
1D 1H-NMR (Ref. 3028) |
Chemical Synthesis |
Condensation of methyl O-[methyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate]-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-gala-ctopyranoside with 2-(trimethylsilyl)ethyl O-(2-acetamido-6-O-benzyl-2-deoxy-b-D-galactopyranosyl)-(1-4)-O-[methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)]-O-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyra-noside in the presence of dimethyl(methylthio)sulfonium triflate (DMTST) gave the heptasaccharide derivative. This oligosaccharides was converted into the a-trichloroacetimidate via reductive removal of the benzyl groups and/or benzylidene group, O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and treatment with trichloroacetonitrile, which, on coupling with 2-azidosphingosine derivative gave the b-glycoside. Finally, this was transformed, via selective reduction of the azido group, coupling with octadecanoic acid and removal of all protecting groups, into the title ganglioside GT1a 19. (Ref. 3028) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
541 | N-acetyl- galactosaminylb1-4(N-acetylneraminyla2-8N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3044 | Hideharu Ishida |
GD2 |
C78H138N4O35 | 1691.936 | -7.1(Ref. 3029) |
1D 1H-NMR (Ref. 3029) |
Chemical Synthesis |
The glycosylation of the disialyl lactose acceptor with the suitably protected galactosamine donorin the presence of N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid gave the expected b-glycoside. Removal of the isopropylidene group gave andcatalytic hydrogenolysis of the benzyl group and subsequent O-acetylation, gave the peracetlated oligosaccharide. Treatment of the product with trifluoroacetic acid gave the 1-hydroxy compound. Treatment with trichloroacetonitrile gave the a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol23,24 with the donor afforded the desired b-glycoside . Selective reduction of the azido group gave the amine which, on condensation with octadecanoic acid, using 1-ethyl-3-(3-dimethylaminopropyl)carbodi-imide hydrochloride (WSC) in dichloromethane, gave the acylated ganglioside. Finally O-deacylation with sodium methoxide in methanol, subsequent hydrolysis of the methyl ester and lactone, and treatment with ethylenediamine in n-butanol for 1 h at 70 |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
542 | galactosylb1-3N-acetyl- galactosaminylb1-4(N-acetylneraminyla2-8N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3045 | Hideharu Ishida |
GD1b |
C84H148N4O40 | 1854.077 | -1.2(Ref. 3030) |
1D 1H-NMR (Ref. 3030) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-6-O-benzyl-2-deoxy-3,4-O-iso-propylidene-b-D-galactopyranosyl)-(1-4)-O-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl [phenyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid]onate using N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) in acetonitrile gave the protected GD2 pentasaccharide, which was converted into the pentasaccharide acceptor by de-O-isopropylidenation. Glycosylation of the acceptor with methyl thioglycoside derivativeof galactose by use of dimethyl(methylthio)sulfonium triflate (DMTST) gave the protected GD1 oligosaccharide. The compound was transformed into the corresponding a-trichloroacetimidate via reductive removal of benzyl groups, O-acetylation, selective removal of 2-(trimethylsilyl)ethyl group, and treatment of trichloroacetonitrile. Condensation of the imidate with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted, via selective reduction of azido group, coupling with octadecanoic acid, de-O-acylation, and saponification of methyl esters and lactone groups, into the corresponding gangliosides GD1b.(Ref. 3030) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
543 | galactosylb1-3N-acetyl- galactosaminylb1-4(N-acetylneraminyla2-8N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3046 | Hideharu Ishida |
GD1b |
C95H165N5O48 | 2145.331 | -12.9(Ref. 3030) |
1D 1H-NMR (Ref. 3030) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-6-O-benzyl-2-deoxy-3,4-O-iso-propylidene-b-D-galactopyranosyl)-(1-4)-O-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl [phenyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyra-nosid]onate using N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) in acetonitrile gave the protected GD2 pentasaccharide, which was converted into the pentasaccharide acceptor by de-O-isopropylidenation. Glycosylation of the acceptor with methyl thioglycoside derivative of sialyl galactose by use of dimethyl(methylthio)sulfonium triflate (DMTST) gave the protected ganglioside GT1b oligosaccharide. This was transformed into the corresponding a-trichloroacetimidate via reductive removal of benzyl groups, O-acetylation, selective removal of 2-(trimethylsilyl)ethyl group, and treatment of trichloroacetonitrile. Condensation of the imidate with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted, via selective reduction of azido group, coupling with octadecanoic acid, de-O-acylation, and saponification of methyl esters and lactone groups, into the corresponding ganglioside GT1b.(Ref. 3030) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
544 | galactosylb1-3N-acetyl- galactosaminylb1-4(N-acetylneraminyla2-8N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3047 | Hideharu Ishida |
GD1b |
C106H182N6O56 | 2436.586 | -22.0(Ref. 3030) |
1D 1H-NMR (Ref. 3030) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-6-O-benzyl-2-deoxy-3,4-O-iso-propylidene-b-D-galactopyranosyl)-(1-4)-O-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl [phenyl 5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone)-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyra-nosid]onate using N-iodosuccinimide (NIS)-trifluoromethanesulfonic acid (TfOH) in acetonitrile gave the protected GD2 pentasaccharide, which was converted into the pentasaccharide acceptor by de-O-isopropylidenation. Glycosylation of the acceptor with methyl thioglycoside derivative of disialyl galactose by use of dimethyl(methylthio)sulfonium triflate (DMTST) gave the protected ganglioside GQ1b oligosaccharide. This was transformed into the corresponding a-trichloroacetimidate via reductive removal of benzyl groups, O-acetylation, selective removal of 2-(trimethylsilyl)ethyl group, and treatment of trichloroacetonitrile. Condensation of the imidate with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted, via selective reduction of azido group, coupling with octadecanoic acid, de-O-acylation, and saponification of methyl esters and lactone groups, into the corresponding ganglioside GQ1b.(Ref. 3030) |
Fatty acid C18:0 LCB d18:1 |
|||||||||||||||||
545 | N-acetylneuraminyla2-3galactosylb1-3(N-acetylneuraminyla2-6)N-acetyl- -galactosaminylb1-4(N-acetylneraminyla2-3)galactosylb1-4glucosylceramide |
GSG3048 | Hideharu Ishida |
GT1aa |
C95H165N5O48 | 2145.331 | +2.0 |
1D 1H-NMR (Ref. 3031) |
FAB MS (negative ion mode, triethanolamine matrix): 2172.04 [M-Na]-, 2150.06, 2149.07 [M-2Na]-, 2127.06 [M - 3Na]-, |
Chemical Synthesis |
The suitably protected sialyl-a-(2-6)-gangliotriose (III6NeuAc-GgOse) derivative was glycosylated with the phenyl 2-thioglycoside of sialic acid in the presence of N-iodosuccinimide (NIS) and trimethylsilyl trifluoromethanesulfonate (TMSOTf) in acetonitrile medium, giving the disialogangliotriose (III6NeuAcII3NeuAc-GgOse) derivative which contains both sialyl-a(2-6)-GalNAc and sialyl-a(2-3)-Gal structures. This pentasaccharide was efficiently synthesized by the coupling of (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-2-deoxy-4,6-O-isopropylidene-2-phthalimido-D-galactopyranosyl trichloroacetimidate with 2-(trimethylsilyl)ethyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-(2,6-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside, followed by conversion of the phthalimido group to the acetamido group. O-Deisopropylidenation and further glycosylation with methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-2,4,6-tri-O-benzoyl-1-thio-b-D-galactopyranoside, promoted by dimethyl(methylthio)sulfonium triflate (DMTST), gave the desired trisialogangliotetraose (IV3NeuAcIII6NeuAcII3NeuAc-GgOse4) derivative, which was converted stepwise into the title ganglioside GT1aa- by the introduction of the ceramide part and then complete deprotection. (Ref. 3031) |
LCB d18:1 |
||||||||||||||||
546 | N-acetylneraminyla2-8N-acetylneraminyla2-8N-acetylneraminyla2-3galactosylb1-4glucosylceramide |
GSG3049 | Hideharu Ishida |
GT3 |
C81H142N4O37 | 1763.999 | -11.6(Ref. 3052) |
1D 1H-NMR (Ref. 3052) |
Chemical Synthesis |
Methyl [phenyl 5-acetamido-8-O-[5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1",9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone]-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid]onate was prepared from free, trimeric sialic acid, via lactonization, methyl esterification of the carboxyl group at the reducting end, O-acetylation and conversion of the anomeric acetoxy group into a phenylthio group. Iodonium promoted glycosylation of the donor with the lactose acceptor gave the pentasaccharidesaving the (Neu5Ac)3-Lac structure. The peracylated oligosaccharide was converted into the a-trichloroacetimidate and coupled with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol to afford the corresponding b-glycoside. This protected azidosphingosine derivative was transformed into the target ganglioside GT3 via selective reduction of the azido group, subsequent coupling with octadecanoic acid, O-deacylation and saponification of the methyl ester and lactone groups. (Ref. 3052) |
||||||||||||||||||
547 | N-acetylneraminyla2-8N-acetylneraminyla2-8N-acetylneraminyla2-3galactosylceramide |
GSG3050 | Hideharu Ishida |
GT4 |
C75H132N4O32 | 1601.858 | -11.6(Ref. 3052) |
1D 1H-NMR (Ref. 3052) |
Chemical Synthesis |
Methyl [phenyl 5-acetamido-8-O-[5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1",9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylono-1',9-lactone]-4,7-di-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid]onate was prepared from free, trimeric sialic acid, via lactonization, methyl esterification of the carboxyl group at the reducting end, O-acetylation and conversion of the anomeric acetoxy group into a phenylthio group. Iodonium promoted glycosylation of the donor with 2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-b-D-galacto-pyranoside gave the corresponding tetrasaccharide having the (Neu5Ac)3-Gal structure. The peracylated oligosaccharide was converted into the a-trichloroacetimidate and coupled with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol to afford the corresponding b-glycoside. This protected azidosphingosine derivative was transformed into the target ganglioside GT3 via selective reduction of the azido group, subsequent coupling with octadecanoic acid, O-deacylation and saponification of the methyl ester and lactone groups. (Ref. 3052) |
||||||||||||||||||
548 | sulfatide |
3-sulfo-GalCer |
GSG3051 | Hideharu Ishida |
C42H82NNaO11S | 832.156 | Sulfatide does not support MAG-mediated adhesion.(Ref. 3040) Sulfatide is a ligand for a lymphocyte homing receptor, L-selectin (LECAM-1), binding epitope in sulfated sugar chain.(Ref. 3066) Sulfatide has significant in vivo protective effects in neutrophil and selectin-dependent models of lung injury.(Ref. 3067) Sulfatide showed inhbitory activity on B cell proliferation and Ig production as a ligand for L-selectin.(Ref. 3068) Sulfatide showed in vitro and in vivo selectin-blocking activities(Ref. 3069) |
217-219(decomp)(Ref. 3053) |
1D 1H-NMR (Ref. 3053) |
ion-spray MS (negative ion mode): m/z 806.5 [M-Na]-, (positive ion mode): m/z 808.5 [M-Na+2H]- |
Chemical Synthesis |
The 3-O-levulinoyl derivative of galactopyranosyl trichloroacetimidate was coupled with (2S,3R,4E)-3-O-acetyl-2-octadecanamido-4-octadecene-1,3-diol. The resulting glycolipid was transformed, by selective removal of the levulinoyl group, and successive sulfation and de-O-acylation, into the sulfatide.(Ref. 3053) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||
549 | GM4 position isomer |
NeuAc2-6GalCer |
GSG3052 | Hideharu Ishida |
C49H90N2O16 | 963.243 | +1.0(Ref. 3003) |
1D 1H-NMR (Ref. 3003) |
Chemical Synthesis |
The glycosylation of 2-(trimethylsilyl)ethyl 3-O-benzoyl-b-D-galactopyranoside with the sialyl donor using dimethyl(methylthio)sulfonium triflate (DMTST) gave the corresponding a-glycosides of Neu5Ac. Coupling of the trichloroacetimidate with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted via selective reduction of the azide group, condensation with tetradecanoic acid, O-deacylation, and hydrolysis of the methyl ester group into the title compound. (Ref. 3003) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
550 | GM4 analog |
NeuAc2-6GlcNAcCer |
GSG3053 | Hideharu Ishida |
C55H101N3O16 | 1060.401 | -38.8(Ref. 3054) |
1D 1H-NMR (Ref. 3054) |
Chemical Synthesis |
2-(Trimethylsilyl)ethyl sialyl-a(2-6)-2-acetamido-2-deoxy-b-D-glucopyranoside was converted into the corresponding oxazoline which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside. Finally, the b-glycoside was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation and hydrolysis of the methyl ester group, into the title compound.(Ref. 3054) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
551 | GM4 analog |
NeuAc2-6GlcCer |
GSG3054 | Hideharu Ishida |
C55H101N3O16 | 1060.401 | -11.1(Ref. 3054) |
1D 1H-NMR (Ref. 3054) |
Chemical Synthesis |
2-(Trimethylsilyl)ethyl sialyl-a(2-6)-b-D-glucopyranoside derivative was converted into the corresponding a-trichloroacetimidate which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside. Finally, the b-glycoside was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation and hydrolysis of the methyl ester group, into the title compound.(Ref. 3054) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
552 | GM3 positional isomer |
NeuAc2-6Galb1-4GlcCer |
GSG3055 | Hideharu Ishida |
C59H108N2O21 | 1181.490 | This ganglioside is not a substrate of the trypanosoma crusi trans-sialidase.(Ref. 3070) |
+8.9(Ref. 3055) |
1D 1H-NMR (Ref. 3055) |
Chemical Synthesis |
Reductive removal of the benzyl groups in 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-6)-(2-O-acetyl-3-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-b-D-glucopyranoside, O-acetylation, removal of the 2-(trimethylsilyl)ethyl group , and treatment with trichloroacetonitrile, which, on coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, the compound was transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the title compound.(Ref. 3055) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
553 | GM1b positional isomer |
NeuAc2-6Galb1-3GalNAcb1-4Galb1-4GlcCer |
GSG3056 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | -4.2(Ref. 3007) |
1D 1H-NMR (Ref. 3007) |
Chemical Synthesis |
Sialyl a2-6Gal donor was coupled with 3'''-OH of the suitably protected GalNAcb1-4Lac to give the pentasaccharide, which was transformed into the a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the a-trichloroacetimidate gave the corresponding b-glycosides, which on channeling through selective reductionof the azido group, coupling of thus formed aminogroup with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the target compound. (Ref. 3007) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
554 | GM1b positional isomer |
NeuAc2-3Galb1-6GalNAcb1-4Galb1-4GlcCer |
GSG3057 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | +12.0(Ref. 3007) |
1D 1H-NMR (Ref. 3007) |
Chemical Synthesis |
Sialyl a2-3Gal donor was coupled with 6'''-OH of the suitably protected GalNAcb1-4Lac to give the pentasaccharide, which was transformed into the a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the a-trichloroacetimidate gave the corresponding b-glycosides, which on channeling through selective reductionof the azido group, coupling of thus formed aminogroup with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the target compound. (Ref. 3007) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
555 | GM1b positional isomer |
NeuAc2-6Galb1-6GalNAcb1-4Galb1-4GlcCer |
GSG3058 | Hideharu Ishida |
C73H131N3O32 | 1562.822 | +11.5(Ref. 3007) |
1D 1H-NMR (Ref. 3007) |
Chemical Synthesis |
Sialyl a2-6Gal donor was coupled with 6'''-OH of the suitably protected GalNAcb1-4Lac to give the pentasaccharide, which was transformed into the a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the a-trichloroacetimidate gave the corresponding b-glycosides, which on channeling through selective reductionof the azido group, coupling of thus formed aminogroup with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the target compound. (Ref. 3007) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
556 | GD3 positional isomer |
NeuAc2-9NeuAc2-3Galb1-4GlcCer |
GSG3059 | Hideharu Ishida |
C70H125N3O29 | 1472.744 | This ganglioside is not a substrate of the trypanosoma crusi trans-sialidase..(Ref. 3070) |
+8.2(Ref. 3056) |
1D 1H-NMR (Ref. 3056) |
Chemical Synthesis |
Coupling of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-9)-(methyl 5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate using N-iodosuccinimide-trifluoromethanesulfonic acid as a glycosyl promoter, gave the tetrasaccharide, which was converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the O-(a-Neu5Ac)-(2-9)-O-(a-Neu5Ac)-(2-3')-a-lactosyl trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the title ganglioside.(Ref. 3056) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
557 | sialyl-Lex (pentasaccharide homolog) |
NeuAc2-3Galb1-4(Fuca1-3)GlcNAcb1-3GalCer |
GSG3060 | Hideharu Ishida |
C73H131N3O31 | 1546.823 | -18.5(Ref. 3057) |
1D 1H-NMR (Ref. 3057) |
Chemical Synthesis |
Königs-Knorr condensation of 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide gave the desired b-linked disaccharide, which was further coupled with methyl 2,3,4-tri-O-benzyl-1-thio-b-L-fucopyranoside to give the fucosylated derivative, which was transformed by reductive ring-opening of the benzylidene acetal into the trisaccharide acceptor. Dimethyl(methylthio)sulfonium triflate (DMTST)-promoted coupling of the acceptor with the NeuAc2-3Gal donor afforded the desired pentasaccharide, which was converted into the a-trichloroacetimidate and condensed with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol to give the b-glycoside, which was transformed into the title compound, via reduction of the azido group, coupling with octadecanoic acid, O-deacylation and hydrolysis of the methyl ester group.(Ref. 3057) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
558 | GD1a positional isomer |
NeuAc2-6Galb1-3(NeuAc2-6)GalNAcb1-4Galb1-4GlcCer |
GSG3061 | Hideharu Ishida |
C84H148N4O39 | 1838.077 | +1.2(Ref. 3009) |
1D 1H-NMR (Ref. 3009) |
Chemical Synthesis |
Suitably protected sialyl2-6gangliotetraose derivative was coupled with methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate in acetonitrile medium in the presence of dimethyl(methylthio)sulfonium triflate (DMTST) to get the desired di-a-sialyl hexasaccharide derivative in moderate yield. The hexasaccharide trichloroacetimidate upon coupling with (2S, 3R, 4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-linked sphingosine glycoside in high yield. This was subjected in sequence to selective reduction of the azido group and coupling of the thus formed amino group with octadecanoic acid, O-deacylation, and saponification of the methyl ester groups to obtain a positional isomer of ganglioside GD1a . (Ref. 3009) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
559 | sialyl-Lex positional isomer |
NeuAc2-3Galb1-4(Fuca1-3)GlcNAcb1-6Galb1-4GlcCer |
GSG3062 | Hideharu Ishida |
C79H141N3O36 | 1708.963 | -28.3(Ref. 3058) |
1D 1H-NMR (Ref. 3058) |
Chemical Synthesis |
Tetrasaccharide containing GlcNAcb1-6Gal residue was obtained by glycosylation of 2-(trimethylsilyl)ethyl O-(2,3-di-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with methyl O-(2,3,4-tri-O-benzyl-a-L-fucopyranosyl)-(1-3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-b-D-glucopyranoside. The tretrasaccharide obtained was transformed into the acceptor. Dimethyl (methylthio)sulfonium triflate (DMTST)-promoted coupling of the accrptor with the NeuAc2-3Gal donor gave the desired hexasaccharide, which was converted , into the desired positional isomer of sialylLex gangliosides by our established procedures.(Ref. 3058) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
560 | sialyl-Lex (tetrasaccharide homolog) |
NeuAc2-3Galb1-4(Fuca1-3)GlcCer |
GSG3063 | Hideharu Ishida |
C65H118N2O25 | 1327.631 | -21.5(Ref. 3059) |
1D 1H-NMR (Ref. 3059) |
Chemical Synthesis |
Condensation of O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(4-O-acetyl-2,6-di-O-benzoyl-b-D-galactopyranosyl)-(1-4)-O-[(2,3,4-tri-O-acetyl-a-L-fucopyranosyl)-(1-3)]-2,4-di-O-benzoyl-a-D-glucopyranosyl trichloroacetimidate with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the corresponding b-glycoside, which was converted into the gangliosid via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and saponification of the methyl ester group.(Ref. 3059) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
561 | sialyl-Lex (pentasaccharide homolog) |
NeuGc2-3Galb1-4(Fuca1-3)GlcNAcb1-3GalCer |
GSG3064 | Hideharu Ishida |
C73H131N3O31 | 1546.823 | -16.8(Ref. 3060) |
1D 1H-NMR (Ref. 3060) |
Chemical Synthesis |
Königs-Knorr condensation of 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide gave the desired b-linked disaccharide, which was further coupled with methyl 2,3,4-tri-O-benzyl-1-thio-b-L-fucopyranoside to give the fucosylated derivative, which was transformed by reductive ring-opening of the benzylidene acetal into the trisaccharide acceptor. Dimethyl(methylthio)sulfonium triflate (DMTST)-promoted coupling of the acceptor with the NeuGc2-3Gal donor afforded the desired pentasaccharide, which was converted into the a-trichloroacetimidate and condensed with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol to give the b-glycoside, which was transformed into the title compound, via reduction of the azido group, coupling with octadecanoic acid, O-deacylation and hydrolysis of the methyl ester group.(Ref. 3060) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
562 | SSEA-4 positional isomer |
NeuAc2-6Galb1-3GalNAcb1-3Gala1-4Galb1-4GlcCer |
GSG3065 | Hideharu Ishida |
C79H141N3O37 | 1724.963 | -2.0(Ref. 3025) |
1D 1H-NMR (Ref. 3025) |
Chemical Synthesis |
a-Selective glycosylation of 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-b-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-b-D-glucopyranoside with the suitably protected galactose donor, methyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-b-D-galactopyranoside gave the desired trisaccharide, which was transformed into the trisaccharide acceptor, by removal of the O-acetyl group. Glycosylation of this acceptor with methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-b-D-galactopyranoside gave the globotetraose derivative, which was transformed into the acceptor by removal of the phthaloyl and O-acetyl groups followed by N-acetylation. DMTST promoted coupling of this acceptor with NeuAc-(2-6)-Gal donor afforded the positional isomer of sialyl globopentaoside derivative in good yield, which was transformed, by removal of the benzyl and benzylidene groups followed by O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group and subsequent imidate formation, into the final glycosyl donor. Condensation of this imidate derivative with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol gave the b-glycoside, which on channeling through selective reduction of the azido group, coupling of the amino group with octadecanoic acid, O-deacylation and saponification of the methyl ester group, gave the title compound, sialyl globopentaosyl ceramide.(Ref. 3025) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
563 | 6-sulfo-de-N-acetyl sialyl-Lex |
Neu2-3Galb1-4(Fuca1-3)(6-sulfo)GlcNAcb1-3Galb1-4GlcCer |
GSG3066 | Hideharu Ishida |
C77H137N3Na2O37S | 1774.955 | This ganglioside is a superio ligand for human L-selectin.(Ref. 3061) |
FAB-MS (negative ion mode, triethanolamine matrix): m/z 1795.6 (M-H+Na)-, 1773.0 (M-H)-, 1750.6 (M-Na)- (Ref. 3061) |
Chemical Synthesis |
Glycosylation of NeuTFAc donor, which was readily prepared from phenyl 2-thioglycoside of NeuAc, and the Gal acceptor was performed to give the desired sialyla(2-3)Gal derivative, which was converted into the trichloroacetimidate derivative. Coupling of the donor with the suitably protected trisaccharide acceptor gave the sialyla(2-3)neolactotetraose derivative. The 3-OH of the GlcNAc residue was then fucosylated . The resulting sialyl Lex hexasaccharide derivative was converted to the trichloroacetimidate . Glycosylation of the azidosphingosine derivative with the donor, and successive reduction of the azido group and N-acylation were carried out by the established method. The levulinoyl group was selectively removed by treatment with hydrazine monoacetate without cleavage of the TFAc group. The deprotected 6-OH of the GlcNAc residue was then sulfated by treatment with sulfur trioxide-pyridine complex. Finally, removal of all protective groups under the basic conditions furnished the target molecule .(Ref. 3061) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
564 | GT4 positional isomer |
NeuAc2-8NeuAc2-8NeuAc2-6GalCer |
GSG3067 | Hideharu Ishida |
C75H132N4O32 | 1601.858 | -11.6(Ref. 3052) |
1D 1H-NMR (Ref. 3052) |
Chemical Synthesis |
Trineric NeuAc donor was prepared from free, trimeric sialic acid, via lactonization, methyl esterification of the carboxyl group at the reducting end, O-acetylation and conversion of the anomeric acetoxy group into a phenylthio group. Iodonium promoted glycosylation of the donor with 2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-b-D-galactopyranoside gave the corresponding tetrasaccharide having the a2-6 linked (Neu5Ac)3-Gal structure. The peracylated oligosaccharide was converted into the a-trichloroacetimidate and coupled with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol to afford the corresponding b-glycoside. This protected azidosphingosine derivative was transformed into the GT4 positional isomer via selective reduction of the azido group, subsequent coupling with octadecanoic acid, O-deacylation and saponification of the methyl ester and lactone groups. (Ref. 3052) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
565 | GM3 analog |
8-epi-NeuAc2-3Galb1-4GlcCer |
GSG3068 | Hideharu Ishida |
C59H108N2O21 | 1181.490 | -0.7(Ref. 3062) |
1D 1H-NMR (Ref. 3062) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 8-epi-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3062) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
566 | GM3 analog |
4-methoxy-NeuAc2-3Galb1-4GlcCer |
GSG3069 | Hideharu Ishida |
C60H110N2O21 | 1195.516 | C-4-Methylation in the neuraminic acid of GM3 impair the ability of trypanosoma crusi trans-sialidase to donate the modified sialic acid. (Ref. 3070) |
+3.0(Ref. 3062) |
1D 1H-NMR (Ref. 3062) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 4-methoxy-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3062) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
567 | GM3 analog |
9-methoxy-NeuAc2-3Galb1-4GlcCer |
GSG3070 | Hideharu Ishida |
C60H110N2O21 | 1195.516 | C-9-Methylation in the neuraminic acid of GM3 does not impair the ability of trypanosoma crusi trans-sialidase to donate the modified sialic acid.. (Ref. 3070) |
-0.7(Ref. 3062) |
1D 1H-NMR (Ref. 3062) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 9-methoxy-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3062) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
568 | GM3 analog |
9-deoxy-NeuAc2-3Galb1-4GlcCer |
GSG3071 | Hideharu Ishida |
C60H110N2O20 | 1179.517 | -0.5(Ref. 3063) |
1D 1H-NMR (Ref. 3063) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 9-deoxy-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3063) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
569 | GM3 analog |
4-deoxy-NeuAc2-3Galb1-4GlcCer |
GSG3072 | Hideharu Ishida |
C60H110N2O20 | 1179.517 | C-4-Deoxygenation in the neuraminic acid of GM3 impair the ability of trypanosoma crusi trans-sialidase to donate the modified sialic acid (Ref. 3070) |
-14.0(Ref. 3063) |
1D 1H-NMR (Ref. 3063) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 4-deoxy-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3063) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
570 | GM3 analog |
7-deoxy-NeuAc2-3Galb1-4GlcCer |
GSG3073 | Hideharu Ishida |
C60H110N2O20 | 1179.517 | C-7-Deoxygenation in the neuraminic acid of GM3 impair the ability of trypanosoma crusi trans-sialidase to donate the modified sialic acid. (Ref. 3070) |
-9.2(Ref. 3063) |
1D 1H-NMR (Ref. 3063) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 7-deoxy-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3063) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
571 | GM3 analog |
8-deoxy-NeuAc2-3Galb1-4GlcCer |
GSG3074 | Hideharu Ishida |
C60H110N2O20 | 1179.517 | C-8-Deoxygenation in the neuraminic acid of GM3 impair the ability of trypanosoma crusi trans-sialidase to donate the modified sialic acid (Ref. 3070) |
-1.2(Ref. 3063) |
1D 1H-NMR (Ref. 3063) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(6-O-benzoyl-b-D-galactopyranosyl)-(1-4)-2,6-di-O-benzoyl-b-D-glucopyranoside with the methylthio glycoside of 8-deoxy-NeuAc gave the corresponding 2-(trimethylsilyl)ethyl sialyl a(2-3')-b-lactoside, which were converted, via O-acetylation, selective removal of the 2-(trimethylsilyl)ethyl group, and subsequent imidate formation, into the sialyl a(2-3')-lactose trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the corresponding b-glycoside, which was transformed, via selective reduction of the azide group, coupling with octadecanoic acid, O-deacylation, and hydrolysis of the methyl ester group, into the end product.(Ref. 3063) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
572 | sialyl-Lex analog |
C8-NeuAc2-3Galb1-4(Fuca1-3)GlcNAcb1-3GalCer |
GSG3075 | Hideharu Ishida |
C72H129N3O29 | 1500.797 | The modification, shortening the glycerol side chain, in the sialic acid of the sLex was tolerated by all three selectins. (Ref. 3071) |
-28.1(Ref. 3064) |
1D 1H-NMR (Ref. 3064) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl 6-O-benzoyl-b-D-galactopyranoside with the phenyl 2-thioglycoside derivative of C8-NeuAc gave the required 2-(trimethylsilyl)ethyl sialyl-(2-3)-b-galactopyranoside, which was converted into the corresponding methyl thio glycoside as the glycosyl donor. Glycosylation of the suitbly protected Fuc-(1-3)-O-GlcNAc-(1-3)-Gal trisaccharide with the donor in the presence of DMTST afforded the expected b-glycoside, which was converted into the corresponding a-trichloroacetimidate, which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, these were transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and de-esterification into the target compound.(Ref. 3064) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
573 | sialyl-Lex analog |
8-epi-NeuAc2-3Galb1-4(Fuca1-3)GlcNAcb1-3GalCer |
GSG3076 | Hideharu Ishida |
C73H131N3O30 | 1530.823 | The modification, epimerization at C-8, in the sialic acid of the sLex was tolerated by all three selectins. (Ref. 3071) |
-20.0(Ref. 3064) |
1D 1H-NMR (Ref. 3064) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl 6-O-benzoyl-b-D-galactopyranoside with the methyl 2-thioglycoside derivative of 8-epi-NeuAc gave the required 2-(trimethylsilyl)ethyl sialyl-(2-3)-b-galactopyranoside, which was converted into the corresponding methyl thio glycoside as the glycosyl donor. Glycosylation of the suitbly protected Fuc-(1-3)-O-GlcNAc-(1-3)-Gal trisaccharide with the donor in the presence of DMTST afforded the expected b-glycoside, which was converted into the corresponding a-trichloroacetimidate, which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, these were transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and de-esterification into the target compound.(Ref. 3064) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
574 | sialyl-Lex analog |
C7-NeuAc2-3Galb1-4(Fuca1-3)GlcNAcb1-3GalCer |
GSG3077 | Hideharu Ishida |
C71H127N3O28 | 1470.771 | -17.8(Ref. 3064) |
1D 1H-NMR (Ref. 3064) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl 6-O-benzoyl-b-D-galactopyranoside with the phenyl 2-thioglycoside derivative of C7-NeuAc gave the required 2-(trimethylsilyl)ethyl sialyl-(2-3)-b-galactopyranoside, which was converted into the corresponding methyl thio glycoside as the glycosyl donor. Glycosylation of the suitbly protected Fuc-(1-3)-O-GlcNAc-(1-3)-Gal trisaccharide with the donor in the presence of DMTST afforded the expected b-glycoside, which was converted into the corresponding a-trichloroacetimidate, which, on coupling with (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol, gave the b-glycoside. Finally, these were transformed, via selective reduction of the azide group, condensation with octadecanoic acid, O-deacylation, and de-esterification into the target compound.(Ref. 3064) |
Fatty acid 18:0 LCB d18:1 |
|||||||||||||||||
575 | sialyl-Lex analog |
NeuAc2-3Galb1-4(2-deoxy-Fuca1-3)GlcNAcb1-3GalCer |
GSG3078 | Hideharu Ishida |
C73H131N3O29 | 1514.824 | Removal of oxygen at the C-2 position of the fucose residue of sLex completely eliminated recognition by E- and L-selectin. P-selectin, however , was able to recognize this structure.(Ref. 3071) |
-5.3(Ref. 3065) |
1D 1H-NMR (Ref. 3065) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-b-D-galactopyranoside with the methyl 1-thioglycoside derivative of 2-deoxyfucose gave the required trisaccharide. This transformed into the glycosyl acceptor. DMTST promoted glycosylation of the trisaccharide acceptor with NeuAc-(2-3)-Gal donor afforded the desired pentasaccharide, which was converted into the corresponding a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the expected b-glycoside, which was transformed, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the target compound.(Ref. 3065) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
576 | sialyl-Lex analog |
NeuAc2-3Galb1-4(3-deoxy-Fuca1-3)GlcNAcb1-3GalCer |
GSG3079 | Hideharu Ishida |
C73H131N3O29 | 1514.824 | Removal of oxygen at the C-3 position of the fucose residue of sLex completely eliminated recognition by all three selectins.(Ref. 3071) |
-5.4(Ref. 3065) |
1D 1H-NMR (Ref. 3065) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-b-D-galactopyranoside with the methyl 1-thioglycoside derivative of 3-deoxyfucose gave the required trisaccharide. This transformed into the glycosyl acceptor. DMTST promoted glycosylation of the trisaccharide acceptor with NeuAc-(2-3)-Gal donor afforded the desired pentasaccharide, which was converted into the corresponding a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the expected b-glycoside, which was transformed, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the target compound.(Ref. 3065) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
577 | sialyl-Lex analog |
NeuAc2-3Galb1-4(4-deoxy-Fuca1-3)GlcNAcb1-3GalCer |
GSG3080 | Hideharu Ishida |
C73H131N3O29 | 1514.824 | Removal of oxygen at the C-4 position of the fucose residue of sLex completely eliminated recognition by E- and L-selectin. P-selectin, however , was able to recognize this structure.(Ref. 3071) |
-13.5(Ref. 3065) |
1D 1H-NMR (Ref. 3065) |
Chemical Synthesis |
Glycosylation of 2-(trimethylsilyl)ethyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-b-D-galactopyranoside with the methyl 1-thioglycoside derivative of 4-deoxyfucose gave the required trisaccharide. This transformed into the glycosyl acceptor. DMTST promoted glycosylation of the trisaccharide acceptor with NeuAc-(2-3)-Gal donor afforded the desired pentasaccharide, which was converted into the corresponding a-trichloroacetimidate. Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the donor afforded the expected b-glycoside, which was transformed, via selective reduction of the azido group, coupling with octadecanoic acid, O-deacylation, and de-esterification, into the target compound.(Ref. 3065) |
Fatty acid 18:0 LCB d18:1 |
||||||||||||||||
578 | Glucronosyla1-1ceramide |
GSG6001 | Nagatoshi Fujiwara |
Stimulation of phagocytosis and phagosome-lysosome fusion(Ref. 6005) Induction of apoptosis in HL-60 cell |
Chloroform/methanol(2:1, v/v) |
TLC with developing solvent Chloroform/methanol/acetic acid/water(100:20:12:5, by vol.) or Chloroform/methanol/water(65:25:4, by vol.)(Ref. 6006) [Chromatogram 6001] GC of alditol acetate derivatives(Ref. 6004) [Chromatogram 6003] |
Fatty acid 2OH-C14:0 LCB dD21:0, d18:0 |
|||||||||||||||||||||
579 | Glucosaminyla1-4glucuronosyla1-1ceramide |
GSG6002 | Nagatoshi Fujiwara |
Chloroform/methanol(2:1, v/v) |
Two-dimensional TLC with developing solvent 1st; Chloroform/methanol/water(65:25:4, by vol.), 2nd; Chloroform/methanol/water(65:25:10, by vol.)(Ref. 6004) [Chromatogram 6002] GC of alditol acetate derivatives(Ref. 6004) [Chromatogram 6003] |
Sphingomonas species(Ref. 6004) |
Fatty acid 2OH-C14:0 LCB dD21:0, d18:0 |
|||||||||||||||||||||
580 | Galactosyla1-6glucosaminyla1-4glucuronosyla1-1ceramide |
GSG6003 | Nagatoshi Fujiwara |
Chloroform/methanol(2:1, v/v) |
Two-dimensional TLC with developing solvent 1st; Chloroform/methanol/water(65:25:4, by vol.), 2nd; Chloroform/methanol/water(65:25:10, by vol.)(Ref. 6004) [Chromatogram 6002] GC of alditol acetate derivatives(Ref. 6004) [Chromatogram 6003] |
Sphingomonas species(Ref. 6004) |
Fatty acid 2OH-C14:0 LCB dD21:0, d18:0 |
|||||||||||||||||||||
581 | Mannosyla1-2Galactosyla1-6glucosaminyla1-4glucuronosyla1-1ceramide |
GSG6004 | Nagatoshi Fujiwara |
Stimulation of phagocytosis and phagosome-lysosome fusion(Ref. 6005) Induction of apoptosis in HL-60 cell |
Chloroform/methanol(1:4, v/v) |
Two-dimensional TLC with developing solvent 1st; Chloroform/methanol/water(65:25:4, by vol.), 2nd; Chloroform/methanol/water(65:25:10, by vol.)(Ref. 6004) [Chromatogram 6002] GC of alditol acetate derivatives(Ref. 6004) [Chromatogram 6003] |
Sphingomonas species(Ref. 6004) |
Fatty acid 2OH-C14:0 LCB dD21:0, d18:0 |
AUTHOR | : | Yamakawa, T., Kiso, N., Handa, S., Makita, A., and Yokoyama, S. |
TITLE | : | On the structure of brain cerebroside sulfuric ester and ceramide dihexoside of erythrocytes PubMed ID:14002299 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 52 PAGE : 226-227 (1962) |
AUTHOR | : | Thudichum,J.L.W.(1874) Researches on the chemical constitution of the brain in report of the Medical Officer of the Privy Council, London, n.S., No. 3, append. 5, pp113-247 |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Mehl, E., and Jatzkewitz, H. |
TITLE | : | [A cerebrosidesulfatase from swine kidney] PubMed ID:5829234 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 339 PAGE : 260-276 (1964) |
AUTHOR | : | Martensson, E. |
TITLE | : | Sulfatides of human kidney. Isolation, identification, and fatty acid composition PubMed ID:5963014 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 116 PAGE : 521-531 (1966) |
AUTHOR | : | Mehl,E., and Jatzkewitz,H. |
TITLE | : | Cerebroside 3-sulfate as a physiological substrate of arylsulfatase A PubMed ID:5646041 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 151 PAGE : 619-627 (1968) |
AUTHOR | : | Neskovic,N.,Sarlieve,L.,Nussbaum,J.-L.,Kostic,D., and Mandel,P. |
TITLE | : | Quantitative thin-layer chromatography of glycolipids in animal tissues. PubMed ID:5031779 |
JOURNAL | : | Clin. Chim. Acta |
VOL | : | 38 PAGE : 147-153 (1972) |
AUTHOR | : | Harzer, K., and Benz, H. U. |
TITLE | : | Deficiency of lactosyl sulfatide sulfatase in metachromatic leucodystrophy (sulfatidosis) PubMed ID:4140140 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 355 PAGE : 744-748 (1974) |
AUTHOR | : | Mraz, W., and Jatzkewitz, H. |
TITLE | : | Cerebroside sulphatase activity of arylsulphatases from various invertebrates PubMed ID:4435712 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 355 PAGE : 33-44 (1974) |
AUTHOR | : | Stinshoff,K., and Jatzkewitz,H. |
TITLE | : | Comparison of the cerebroside sulphatase and the arylsulphatase activity of human sulphatase a in the absence of activators. PubMed ID:235289 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 377 PAGE : 126-138 (1975) |
AUTHOR | : | Fischer, G., and Jatzkewitz, H. |
TITLE | : | The activator of cerebroside sulphatase. Purification from human liver and identification as a protein PubMed ID:239890 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 356 PAGE : 605-613 (1975) |
AUTHOR | : | Levine, M., Bain, J., Narashimhan, R., Palmer, B., Yates, A. J., and Murray, R. K. |
TITLE | : | A comparative study of the glycolipids of human, bird and fish testes and of human sperm PubMed ID:952980 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 441 PAGE : 134-145 (1976) |
AUTHOR | : | Hatanaka,H.,Egami,F.,Ishizuka,I., and Nagai,Y. |
TITLE | : | Sulphogalatolipid sulphohydrolase activity of arylsulfatase purified from a marine gastropod Charonia lampas. PubMed ID:938679 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 438 PAGE : 176-185 (1976) |
AUTHOR | : | Farooqui,A.A.,Rebel,G., and Mandel, P. |
TITLE | : | Sulphatide metabolism in brain. PubMed ID:320417 |
JOURNAL | : | Life Sci. |
VOL | : | 20 PAGE : 569-583 (1977) |
AUTHOR | : | Pollet, S., Ermidou, S., Le Saux, F., Monge, M., and Baumann, N. |
TITLE | : | Microanalysis of brain lipids: multiple two-dimensional thin-layer chromatography PubMed ID:712251 |
JOURNAL | : | J Lipid Res. |
VOL | : | 19 PAGE : 916-921 (1978) |
AUTHOR | : | Tadano, K., and Ishizuka, I. |
TITLE | : | Enzymatic sulfation of galactosyl- and lactosylceramides in cell lines derived from renal tubules PubMed ID:117838 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 575 PAGE : 421-430 (1979) |
AUTHOR | : | Nonaka,G., and Kishimoto,Y. |
TITLE | : | Levels of cerebrosides, sulfatides, and galactosyl diglycerides in different regions of rat brain.Change during maturation and distributionin subcellular fractions of gray and white matter of sheep brain. PubMed ID:435504 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 572 PAGE : 432-441 (1979) |
AUTHOR | : | Tamai,Y.,Kojima,H.,Abe,K.,and Saito,S.(1982) Glycolipid composition of fish brains and its bearing on the phylogeny in New Vistas in Glycolipid Research , (Makita,A., Handa,S., Taketomi, T., and nagai,Y., eds), pp315-323, Plenum press, New York. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Lin, Y. N., and Horowitz, M. I. |
TITLE | : | Cerebroside sulfotransferase in rat gastric mucosa PubMed ID:6957358 |
JOURNAL | : | Int J Biochem. |
VOL | : | 14 PAGE : 831-838 (1982) |
AUTHOR | : | Burkart, T., Caimi, L., Siegrist, H. P., Herschkowitz, N. N., and Wiesmann, U. N. |
TITLE | : | Vesicular transport of sulfatide in the myelinating mouse brain. Functional association with lysosomes? PubMed ID:6949901 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 3151-3156 (1982) |
AUTHOR | : | Kakinuma, K., Yamaguchi, T., Suzuki, H., and Nagai, Y. |
TITLE | : | Sulfatide activation of the oxygen radical generating system of leucocytes PubMed ID:7128820 |
JOURNAL | : | FEBS Lett. |
VOL | : | 145 PAGE : 16-20 (1982) |
AUTHOR | : | Ishizuka,I.,and Tadano,K.(1982) The sulfoglycolipid, highly acidic amphiphiles of mammalian renal tubules,in New Vistas in Glycolipid Research, ed. (Makita,A.,Handa,s., Taketomi,T, and Nagai,Y.,eds), pp195-206, Plenum press, New York. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : 195-206 (1982) |
AUTHOR | : | Tadano, K., and Ishizuka, I. |
TITLE | : | Isolation and characterization of the sulfated gangliotriaosylceramide from rat kidney PubMed ID:7056729 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 1482-1490 (1982) |
AUTHOR | : | Tadano-Aritomi,K., and Ishizuka,I. |
TITLE | : | Determination of peracetylated sulfoglycolipids using the azure A method. PubMed ID:6196425 |
JOURNAL | : | J. Lipid Res. |
VOL | : | 24 PAGE : 1368-1375 (1983) |
AUTHOR | : | Saito,S., and Tamai,Y. |
TITLE | : | Characteristic constituents of glycolipids from frog and sciatic nerve. PubMed ID:6603493 |
JOURNAL | : | J. Neurochem. |
VOL | : | 41 PAGE : 737-744 (1983) |
AUTHOR | : | Farooqui, A. A., and Horrocks, L. A. |
TITLE | : | Biochemical aspects of globoid and metachromatic leukodystrophies PubMed ID:6152665 |
JOURNAL | : | Neurochem Pathol. |
VOL | : | 2 PAGE : 189-218 (1984) |
AUTHOR | : | Nakamura,K.,Fujita,R.,Uemo,K., and Handa,S. |
TITLE | : | Glycosphingolipids of porcine pancreas. PubMed ID:6746593 |
JOURNAL | : | J. Biochem. |
VOL | : | 95 PAGE : 1137-1144 (1984) |
AUTHOR | : | Tocque, B., Albouz, S., Boutry, J. M., Le Saux, F., Hauw, J. J., Bourdon, R., Baumann, N., and Zalc, B. |
TITLE | : | Desipramine elicits the expression of opiate receptors and sulfogalactosylceramide synthesis in rat C6 glioma cells PubMed ID:6321658 |
JOURNAL | : | J Neurochem. |
VOL | : | 42 PAGE : 1101-1106 (1984) |
AUTHOR | : | Ishizuka, I., and Tadano-Aritomi, K. |
TITLE | : | Characterization of sulfoglycosphingolipids by direct probe electron impact mass spectrometry PubMed ID:6501265 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 96 PAGE : 829-839 (1984) |
AUTHOR | : | Nagai, K., Ishizuka, I., and Oda, S. |
TITLE | : | Acidic glycolipids from kidney of suncus (Insectivora) PubMed ID:6746617 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 95 PAGE : 1501-1511 (1984) |
AUTHOR | : | Kushi, Y., Handa, S., and Ishizuka, I. |
TITLE | : | Secondary ion mass spectrometry for sulfoglycolipids: application of negative ion detection PubMed ID:4008462 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 97 PAGE : 419-428 (1985) |
AUTHOR | : | Nagai, K., Tadano-Aritomi, K., Kawaguchi, K., and Ishizuka, I. |
TITLE | : | Acidic glycolipids from dolphin kidney PubMed ID:4066654 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 98 PAGE : 545-559 (1985) |
AUTHOR | : | Roberts,D.D.,Haverstick,D.M.,Dixit,V.M.,Frazier,W.A.,Santoro,S.A., and Ginsburg,V. |
TITLE | : | The platelet glycoprotein thrombospondin binds specifically to sulfated glycolipids. PubMed ID:3926767 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 260 PAGE : 9405-9411 (1985) |
AUTHOR | : | Goujet-Zalc,C.,Guerci,A.,Dubois,G., and Zalc,B. |
TITLE | : | Schwann cell marker defined by a monoclonal antibody (224-58) with species cross-reactivity. II. Molecular characterization of the epitope. PubMed ID:2416875 |
JOURNAL | : | J. Neurochem. |
VOL | : | 46 PAGE : 435-439 (1986) |
AUTHOR | : | Roberts, D. D., Rao, C. N., Liotta, L. A., Gralnick, H. R., and Ginsburg, V. |
TITLE | : | Comparison of the specificities of laminin, thrombospondin, and von Willebrand factor for binding to sulfated glycolipids PubMed ID:3486185 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 6872-6877 (1986) |
AUTHOR | : | Niimura,Y., and Ishizuka,I. |
TITLE | : | Glycosphingolipid composition of a renal cell line (MDCK) and its ouabain-resistant mutant. PubMed ID:3818564 |
JOURNAL | : | J. Biochem. |
VOL | : | 100 PAGE : 825-835 (1986) |
AUTHOR | : | Conzelmann, E., and Sandhoff, K. |
TITLE | : | Activator proteins for lysosomal glycolipid hydrolysis PubMed ID:2885714 |
JOURNAL | : | Methods Enzymol. |
VOL | : | 138 PAGE : 792-815 (1987) |
AUTHOR | : | Farooqui,A.A. |
TITLE | : | Clinical and metabolic aspects of sulfohydrolases in man. PubMed ID:3307326 |
JOURNAL | : | Adv. Clin. Chem. |
VOL | : | 26 PAGE : 157-201 (1987) |
AUTHOR | : | Fredman,P.,Mattson,L.,Andersson,K.,Davidsson,P.,Ishizuka,I.,Jeansson,S., Mansson,J.E., and Svennerholm,L. |
TITLE | : | Characterization of the binding epitope of a monoclonal antibody to sulphatide. PubMed ID:2455508 |
JOURNAL | : | Biochem. J. |
VOL | : | 251 PAGE : 17-22 (1988) |
AUTHOR | : | Natomi, H., Sugano, K., Iwamori, M., Takaku, F., and Nagai, Y. |
TITLE | : | Region-specific distribution of glycosphingolipids in the rabbit gastrointestinal tract: preferential enrichment of sulfoglycolipids in the mucosal regions exposed to acid PubMed ID:3390457 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 961 PAGE : 213-222 (1988) |
AUTHOR | : | Roy, A. B., and Mantle, T. J. |
TITLE | : | The anomalous kinetics of sulphatase A PubMed ID:2572216 |
JOURNAL | : | Biochem J. |
VOL | : | 261 PAGE : 689-697 (1989) |
AUTHOR | : | Vrbaski,S.R.,Ristic,V.I.,Petrovic,G.T., and Ristic,M.S. |
TITLE | : | Brain lipids in rat after chronic diazepam treatment. PubMed ID:2753868 |
JOURNAL | : | J. Biochem. |
VOL | : | 105 PAGE : 705-707 (1989) |
AUTHOR | : | Nagai, K., Roberts, D. D., Toida, T., Matsumoto, H., Kushi, Y., Handa, S., and Ishizuka, I. |
TITLE | : | Mono-sulfated globotetraosylceramide from human kidney PubMed ID:2559078 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 106 PAGE : 878-886 (1989) |
AUTHOR | : | Kean, E. L. |
TITLE | : | Rapid, sensitive spectrophotometric method for quantitative determination of sulfatides PubMed ID:5646183 |
JOURNAL | : | J Lipid Res. |
VOL | : | 9 PAGE : 319-327 (1968) |
AUTHOR | : | Tadano, K., and Ishizuka, I. |
TITLE | : | Isolation and partial characterization of a novel sulfoglycosphingolipid and ganglioside GM4 from rat kidney PubMed ID:6779816 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 97 PAGE : 126-132 (1980) |
AUTHOR | : | Ishizuka, I., Nagai, K., Kawaguchi, K., Tadano-Aritomi, K., Toida, T., Hirabayashi, Y., Li, Y. T., and Li, S. C. |
TITLE | : | Preparation and enzymatic degradation of monosulfogangliotriaosylceramide PubMed ID:3928630 |
JOURNAL | : | J Biol Chem. |
VOL | : | 260 PAGE : 11256-11261 (1985) |
AUTHOR | : | Nagai, K., and Ishizuka, I. |
TITLE | : | Biosynthesis of monosulfogangliotriaosylceramide and GM2 by N-acetylgalactosaminyltransferase from rat brain PubMed ID:3115968 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 101 PAGE : 1115-1127 (1987) |
AUTHOR | : | Tadano, K., and Ishizuka, I. |
TITLE | : | Isolation and partial characterization of a novel disulfoglycosphingolipid from rat kidney PubMed ID:7332569 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 103 PAGE : 1006-1013 (1981) |
AUTHOR | : | Tadano, K., and Ishizuka, I. |
TITLE | : | Bis-sulfoglycosphingolipid containing a unique 3-O-sulfated N-acetylgalactosamine from rat kidney PubMed ID:7107569 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 9294-9299 (1982) |
AUTHOR | : | Tadano, K., Ishizuka, I., Matsuo, M., and Matsumoto, S. |
TITLE | : | Bis-sulfated gangliotetraosylceramide from rat kidney PubMed ID:7142156 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 13413-13420 (1982) |
AUTHOR | : | Leffler,H.,Hansson,G.C., and Stromberg,N. |
TITLE | : | A novel sulfoglycosphingolipid of mouse small intestine, IV3-sulfogangliotetraosylceramide, demonstrated by negative ion FAB-MS. PubMed ID:3944094 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 261 PAGE : 1440-1444 (1986) |
AUTHOR | : | Hiraiwa, N., Iida, N., Ishizuka, I., Itai, S., Shigeta, K., Kannagi, R., Fukuda, Y., and Imura, H. |
TITLE | : | Monoclonal antibodies directed to a disulfated glycosphingolipid, SB1a (GgOse4Cer-II3IV3-bis-sulfate), associated with human hepatocellular carcinoma PubMed ID:2846160 |
JOURNAL | : | Cancer Res. |
VOL | : | 48 PAGE : 6769-6774 (1988) |
AUTHOR | : | Nagai, K., Roberts, D. D., Toida, T., Matsumoto, H., Kushi, Y., Handa, S., and Ishizuka, I. |
TITLE | : | Mono-sulfated globopentaosylceramide from human kidney PubMed ID:2777788 |
JOURNAL | : | J Biol Chem. |
VOL | : | 264 PAGE : 16229-16237 (1989) |
AUTHOR | : | Chou,D.K.H.,Ilyas,A.A.,Evans,J.E.,Costello,C.,Quarles,R.H., and Jungalawala,F.D. |
TITLE | : | Structure of sulfated glucuronyl glycolipids in the nervous system reacting with HNK-1 antibody and some IgM paraproteins in neuropathy. PubMed ID:3017944 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 261 PAGE : 11717-11725 (1986) |
AUTHOR | : | Taketomi, T., and Yamakawa, T. |
TITLE | : | Further Confirmation On The Structure Of Brain Cerebroside Sulfuric Ester PubMed ID:14116626 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 55 PAGE : 87-89 (1964) |
AUTHOR | : | Prokazova, N. V., Mikhailov, A. T., Kocharov, S. L., Malchenko, L. A., Zvezdina, N. D., Buznikov, G., and Bergelson, L. D. |
TITLE | : | Unusual gangliosides of eggs and embryos of the sea urchin Strongylocentrotus intermedius. Structure and density-dependence of surface localization PubMed ID:6786889 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 115 PAGE : 671-677 (1981) |
AUTHOR | : | Kochetkov,N.K.,Smirnova,G.P., and Chekareva,N.V. |
TITLE | : | Isolation and structural studies of a sulfated sialosphingolipid from the sea urchin Echinocardium Cordatum. PubMed ID:1252492 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 424 PAGE : 274-283 (1976) |
AUTHOR | : | Iida, N., Toida, T., Kushi, Y., Handa, S., Fredman, P., Svennerholm, L., and Ishizuka, I. |
TITLE | : | A sulfated glucosylceramide from rat kidney PubMed ID:2925645 |
JOURNAL | : | J Biol Chem. |
VOL | : | 264 PAGE : 5974-5980 (1989) |
AUTHOR | : | Taketomi, T., Hara, A., Kutsukake, Y., and Sugiyama, E. |
TITLE | : | New approach for characterization of lysosulfatide by TLC, fast atom bombardment mass spectrometry and NMR spectroscopy PubMed ID:2398033 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 107 PAGE : 680-684 (1990) |
AUTHOR | : | Ishizuka, I. |
TITLE | : | Chemistry and functional distribution of sulfoglycolipids PubMed ID:9640458 |
JOURNAL | : | Prog Lipid Res. |
VOL | : | 36 PAGE : 245-319 (1997) |
AUTHOR | : | Tadano-Aritomi, K., Kasama, T., Handa, S., and Ishizuka, I. |
TITLE | : | Isolation and structural characterization of a mono-sulfated isoglobotetraosylceramide, the first sulfoglycosphingolipid of the isoglobo-series, from rat kidney PubMed ID:1396705 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 209 PAGE : 305-313 (1992) |
AUTHOR | : | Tadano-Aritomi, K., Kubo, H., Ireland, P., Okuda, M., Kasama, T., Handa, S., and Ishizuka, I. |
TITLE | : | Structural analysis of mono- and bis-sulfated glycosphingolipids by negative liquid secondary ion mass spectrometry with high- and low-energy collision-induced dissociation PubMed ID:7553669 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 273 PAGE : 41-52 (1995) |
AUTHOR | : | Tadano-Aritomi, K., Kubo, H., Ireland, P., Kasama, T., Handa, S., and Ishizuka, I. |
TITLE | : | Structural characterization of a novel mono-sulfated gangliotriaosylceramide containing a 3-O-sulfated N-acetylgalactosamine from rat kidney. PubMed ID:8737253 |
JOURNAL | : | Glycoconjugate J |
VOL | : | 13 PAGE : 285-293 (1996) |
AUTHOR | : | Kobayashi, T., Honke, K., Gasa, S., Saga, Y., Miyazaki, T., Tadano-Aritomi, K., Ishizuka, I., and Makita, A. |
TITLE | : | Enzymatic sulfation of gangliotriaosylceramide in human renal cancer cells PubMed ID:8586644 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 117 PAGE : 987-992 (1995) |
AUTHOR | : | Tadano-Aritomi, K., Kubo, H., Ireland, P., Hikita, T., and Ishizuka, I. |
TITLE | : | Isolation and characterization of a unique sulfated ganglioside, sulfated GM1a, from rat kidney PubMed ID:9499381 |
JOURNAL | : | Glycobiology. |
VOL | : | 8 PAGE : 341-350 (1998) |
AUTHOR | : | Jungalwala, F. B. |
TITLE | : | Expression and biological functions of sulfoglucuronyl glycolipids (SGGLs) in the nervous system--a review PubMed ID:7800122 |
JOURNAL | : | Neurochem Res. |
VOL | : | 19 PAGE : 945-957 (1994) |
AUTHOR | : | Deshmukh, G. D., Radin, N. S., Gattone, V. H., 2nd, and Shayman, J. A. |
TITLE | : | Abnormalities of glycosphingolipid, sulfatide, and ceramide in the polycystic (cpk/cpk) mouse PubMed ID:7806975 |
JOURNAL | : | J Lipid Res. |
VOL | : | 35 PAGE : 1611-1618 (1994) |
AUTHOR | : | Igisu, H., and Suzuki, K. |
TITLE | : | Glycolipids of the spinal cord, sciatic nerve, and systemic organs of the twitcher mouse PubMed ID:6693925 |
JOURNAL | : | J Neuropathol Exp Neurol. |
VOL | : | 43 PAGE : 22-36 (1984) |
AUTHOR | : | Tamai, Y., Kojima, H., Saito, S., Uchida, K., Kitajima, R; Komatsu, H., and Moriya, T. |
TITLE | : | Metamorphic changes in glycolipids and myelin proteins and 2',3'-cyclic nucleotide 3'-phosphohydrolase in bullfrog and axolotl brain. PubMed ID:8386225 |
JOURNAL | : | J. Neurochem. |
VOL | : | 60 PAGE : 1854-1863 (1993) |
AUTHOR | : | Hama, Y., Li, Y. T., and Li, S. C. |
TITLE | : | Interaction of GM2 activator protein with glycosphingolipids PubMed ID:9006924 |
JOURNAL | : | J Biol Chem. |
VOL | : | 272 PAGE : 2828-2833 (1997) |
AUTHOR | : | Yabunaka, N., Honke, K., Ishii, A., Ogiso, Y., Kuzumaki, N., Agishi, Y., and Makita, A. |
TITLE | : | Involvement of Ras in the expression of glycolipid sulfotransferase in human renal cancer cells PubMed ID:9178817 |
JOURNAL | : | Int J Cancer. |
VOL | : | 71 PAGE : 620-623 (1997) |
AUTHOR | : | Mikami, T., Tsuchihashi, K., Kashiwagi, M., Yachida, Y., Daino, T., Hashi, K., Akino, T., and Gasa, S. |
TITLE | : | Characterization of a O-fatty-acylated sulfatide from equine brain PubMed ID:9692930 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 255 PAGE : 289-295 (1998) |
AUTHOR | : | Tamai, Y., Taketomi, T., and Yamakawa, T. |
TITLE | : | New glycolipids in the bovine brain PubMed ID:5299088 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 37 PAGE : 79-81 (1967) |
AUTHOR | : | Tamai, Y. |
TITLE | : | Further study on the faster running glycolipid in brain PubMed ID:4302096 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 38 PAGE : 65-73 (1968) |
AUTHOR | : | Tamai, Y., Kojima, H., Saito, S., Takayama-Abe, K., and Horichi, H. |
TITLE | : | Characteristic distribution of glycolipids in gadoid fish nerve tissues and its bearing on phylogeny PubMed ID:1402402 |
JOURNAL | : | J Lipid Res. |
VOL | : | 33 PAGE : 1351-1359 (1992) |
AUTHOR | : | Tamai, Y., Nakamura, K., Takayama-Abe, K., Uchida, K., Kasama, T., and Kobatake, H. |
TITLE | : | Less polar glycolipids in alaskan pollack brain: isolation and characterization of acyl galactosyl diglycerol, acyl galactosyl ceramide, and acyl glucosyl ceramide . PubMed ID:8496665 |
JOURNAL | : | J. Lipid. Res. |
VOL | : | 34 PAGE : 601-608 (1993) |
AUTHOR | : | Norton, W. T., and Brotz, M. |
TITLE | : | New galactolipids of brain: a monoalkyl-monoacyl-glyceryl galactoside and cerebroside fatty acid esters PubMed ID:13939001 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 12 PAGE : 198-203 (1963) |
AUTHOR | : | Kishimoto, Y., Wajda, M., and Radin, N. S. |
TITLE | : | 6-acyl galactosyl ceramides of pig brain: structure and fatty acid composition PubMed ID:4295348 |
JOURNAL | : | J Lipid Res. |
VOL | : | 9 PAGE : 27-33 (1968) |
AUTHOR | : | Klenk, E., and Lohr, J. P. |
TITLE | : | [On the ester cerebrosides of brain] PubMed ID:5586922 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 348 PAGE : 1712-1714 (1967) |
AUTHOR | : | Slomiany, B. L., Slomiany, A., and Horowitz, M. I. |
TITLE | : | The I-O-galactosylceramide fatty acid esters from hog stomach PubMed ID:4345280 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 280 PAGE : 383-392 (1972) |
AUTHOR | : | Yasugi, E., Kasama, T., Kojima, H., and Yamakawa, T. |
TITLE | : | Occurrence of 2-O-acyl galactosyl ceramide in human and bovine brains PubMed ID:6885740 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 93 PAGE : 1595-1599 (1983) |
AUTHOR | : | Yasugi, E., Saito, E., Kasama, T., Kojima, H., and Yamakawa, T. |
TITLE | : | Occurrence of 2-O-acyl galactosyl ceramide in whale brain PubMed ID:7096280 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 91 PAGE : 1121-1127 (1982) |
AUTHOR | : | Makita,A.,Suzuki,C.,Yoshizawa,Z., and Konno,T. |
TITLE | : | Glycolipids isolated from the spleen of Gaucher's disease. PubMed ID:5956509 |
JOURNAL | : | Tohoku J. Exp. Med. |
VOL | : | 88 PAGE : 277-288 (1966) |
AUTHOR | : | Gray, G. M., White, R. J., and Majer, J. R. |
TITLE | : | 1-(3'-O-acyl)-beta-glucosyl-N-dihydroxypentatriacontadienoylsphingosine, a major component of the glucosylceramides of pig and human epidermis PubMed ID:563730 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 528 PAGE : 127-137 (1978) |
AUTHOR | : | Kubota, M., and Taketomi, T. |
TITLE | : | Minor glycolipids being less polar than cerebroside in porcine spinal cord PubMed ID:4546073 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 44 PAGE : 145-150 (1974) |
AUTHOR | : | Heinz,E. |
TITLE | : | Acylgalaktosyldiglyceride aus blatthomogenaten. PubMed ID:6064609 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 144 PAGE : 321-332 (1967) |
AUTHOR | : | Heinz,E. |
TITLE | : | Uber die enzymatische bildung von acylgalaktosyldiglyceride. PubMed ID:6064610 |
JOURNAL | : | Biochim. Biphys. Acta |
VOL | : | 144 PAGE : 333-343 (1967) |
AUTHOR | : | Heinz,E., and Tulloch,A.P. |
TITLE | : | Reinvesringtion of the structure of acyl galactosyl diglyceride from spinach leaves. PubMed ID:5808057 |
JOURNAL | : | Hoppe-Seyler's Z. Physiol. Chem. |
VOL | : | 350 PAGE : 493-498 (1969) |
AUTHOR | : | Critchley,C., and Heinz,E. |
TITLE | : | Characterization and enzymatic synthesis of acyl galactosyl monoglyceride. PubMed ID:4765101 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 326 PAGE : 184-193 (1973) |
AUTHOR | : | Heinz,E., Siebertz,H.P. and Linscheid,M. |
TITLE | : | Synthesis and enzymatic conversion of an ether analogue of monogalactosyl diacylglycerol |
JOURNAL | : | Chem. Phys. Lipids. |
VOL | : | 24 PAGE : 265-276 (1979) |
AUTHOR | : | Myhre,D.V. |
TITLE | : | Glycolipids of soft wheat flour. I. Isolation and characterization of 1-O-acyl-b-D-galactopyranosyl)-2,3-di-O-acyl-D-glycerols and phytosteryl 6-O-acyl-b-D-glucopyranosides |
JOURNAL | : | Can, J. Chem. |
VOL | : | 46 PAGE : 3071-3077 (1968) |
AUTHOR | : | Wintermans,J.F.G.M.,Van Besouw,A., and Bogemann,G. |
TITLE | : | Galactolipid formation in chloroplast envelopes. II. Isolation-induced changes in galactolipid composition. PubMed ID:7213774 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 663 PAGE : 99-107 (1981) |
AUTHOR | : | Van Besouw, A., Wintermans, J. F., and Bogemann, G. |
TITLE | : | Galactolipid formation in chloroplast envelopes. III. Some observations on galactose incorporation by envelopes with high and low content of diacylglycerol PubMed ID:7011408 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 663 PAGE : 108-120 (1981) |
AUTHOR | : | Nakamura, K., Inagaki, F., and Tamai, Y. |
TITLE | : | A novel ganglioside in dogfish brain. Occurrence of a trisialoganglioside with a sialic acid linked to N-acetylgalactosamine PubMed ID:3384822 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 9896-9900 (1988) |
AUTHOR | : | Kawakami, Y., Nakamura, K., Kojima, H., Suzuki, M., Inagaki, F., Suzuki, A., Sonoki, S., Uchida, A., Murata, Y., and Tamai, Y. |
TITLE | : | A novel fucosylated glycosphingolipid with a Gal beta 1-4Glc beta 1-3Gal sequence in plerocercoids of the parasite, Spirometra erinacei PubMed ID:8113220 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 114 PAGE : 677-683 (1993) |
AUTHOR | : | Ando, S., Hirabayashi, Y., Kon, K., Inagaki, F., Tate, S., and Whittaker, V. P. |
TITLE | : | A trisialoganglioside containing a sialyl alpha 2-6 N-acetylgalactosamine residue is a cholinergic-specific antigen, Chol-1 alpha PubMed ID:1587788 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 111 PAGE : 287-290 (1992) |
AUTHOR | : | Waki, H., Masuzawa, A., Kon, K., and Ando, S. |
TITLE | : | A new O-acetylated trisialoganglioside, 9-O-acetyl GT2, in cod brain PubMed ID:8276754 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 114 PAGE : 459-462 (1993) |
AUTHOR | : | Kitagawa, H., Nakada, H., Fukui, S., Funakoshi, I., Kawasaki, T., Tate, S., Inagaki, F., and Yamashina, I. |
TITLE | : | Novel gangliosides containing the sialyl-Le(a) structure from a human rectal adenocarcinoma PubMed ID:8253783 |
JOURNAL | : | J Biol Chem. |
VOL | : | 268 PAGE : 26541-26545 (1993) |
AUTHOR | : | Levery, S. B., Salyan, M. E., Steele, S. J., Kannagi, R., Dasgupta, S., Chien, J. L., Hogan, E. L., van Halbeek, H., and Hakomori, S. |
TITLE | : | A revised structure for the disialosyl globo-series gangliosides of human erythrocytes and chicken skeletal muscle PubMed ID:8031119 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 312 PAGE : 125-134 (1994) |
AUTHOR | : | Dasgupta, S., Hogan, E. L., Glushka, J., and van Halbeek, H. |
TITLE | : | Branched monosialo gangliosides of the lacto-series isolated from bovine erythrocytes: characterization of a novel ganglioside, NeuGc-isooctaosylceramide PubMed ID:8179322 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 310 PAGE : 373-384 (1994) |
AUTHOR | : | Taki, T., Rokukawa, C., Kasama, T., Kon, K., Ando, S., Abe, T., and Handa, S. |
TITLE | : | Human meconium gangliosides. Characterization of a novel I-type ganglioside with the NeuAc alpha 2-6Gal structure PubMed ID:1601853 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 11811-11817 (1992) |
AUTHOR | : | Hirabayashi, Y., Nakao, T., Irie, F., Whittaker, V. P., Kon, K., and Ando, S. |
TITLE | : | Structural characterization of a novel cholinergic neuron-specific ganglioside in bovine brain PubMed ID:1618794 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 12973-12978 (1992) |
AUTHOR | : | Nohara, K., Suzuki, M., Inagaki, F., Sano, T., and Kaya, K. |
TITLE | : | A novel disialoganglioside in rat spleen lymphocytes PubMed ID:1634537 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 14982-14986 (1992) |
AUTHOR | : | Shimamura, M., Oku, M., and Yamagata, T. |
TITLE | : | A novel ganglioside expressed by mouse hematopoietic cell lines PubMed ID:1388159 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 18810-18813 (1992) |
AUTHOR | : | Nakao, T., Kon, K., Ando, S., Miyatake, T., Yuki, N., Li, Y. T., Furuya, S., and Hirabayashi, Y. |
TITLE | : | Novel lacto-ganglio type gangliosides with GM2-epitope in bovine brain which react with IgM from a patient of the amyotrophic lateral sclerosis-like disorder PubMed ID:7691804 |
JOURNAL | : | J Biol Chem. |
VOL | : | 268 PAGE : 21028-21034 (1993) |
AUTHOR | : | Kubo, H., Jiang, G. J., Irie, A., Morita, M., Matsubara, T., and Hoshi, M. |
TITLE | : | A novel ceramide trihexoside from the eggs of the sea urchin, Hemicentrotus pulcherrimus PubMed ID:1500414 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 111 PAGE : 726-731 (1992) |
AUTHOR | : | Kubo, H., Jiang, G. J., Irie, A., Suzuki, M., Inagaki, F., and Hoshi, M. |
TITLE | : | A novel difucosylated neutral glycosphingolipid from the eggs of the sea urchin, Hemicentrotus pulcherrimus: I. Purification and structural determination of the glycolipid PubMed ID:1400270 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 112 PAGE : 281-285 (1992) |
AUTHOR | : | Persat, F., Bouhours, J. F., Mojon, M., and Petavy, A. F. |
TITLE | : | Glycosphingolipids with Gal beta 1----6Gal sequences in metacestodes of the parasite Echinococcus multilocularis PubMed ID:1577719 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 8764-8769 (1992) |
AUTHOR | : | Stroud, M. R., Levery, S. B., Nudelman, E. D., Salyan, M. E., Towell, J. A., Roberts, C. E., Watanabe, M., and Hakomori, S. |
TITLE | : | Extended type 1 chain glycosphingolipids: dimeric Lea (III4V4Fuc2Lc6) as human tumor-associated antigen PubMed ID:2022659 |
JOURNAL | : | J Biol Chem. |
VOL | : | 266 PAGE : 8439-8446 (1991) |
AUTHOR | : | Song, Y., Kitajima, K., Inoue, S., and Inoue, Y. |
TITLE | : | Isolation and structural elucidation of a novel type of ganglioside, deaminated neuraminic acid (KDN)-containing glycosphingolipid, from rainbow trout sperm. The first example of the natural occurrence of KDN-ganglioside, (KDN)GM3 PubMed ID:1939215 |
JOURNAL | : | J Biol Chem. |
VOL | : | 266 PAGE : 21929-21935 (1991) |
AUTHOR | : | Straus, A. H., Levery, S. B., Jasiulionis, M. G., Salyan, M. E., Steele, S. J., Travassos, L. R., Hakomori, S., and Takahashi, H. K. |
TITLE | : | Stage-specific glycosphingolipids from amastigote forms of Leishmania (L.) amazonensis. Immunogenicity and role in parasite binding and invasion of macrophages PubMed ID:8514804 |
JOURNAL | : | J Biol Chem. |
VOL | : | 268 PAGE : 13723-13730 (1993) |
AUTHOR | : | Hirabayashi, Y., Fujita, S. C., Kon, K., and Ando, S. |
TITLE | : | Characterization of a novel Le(x)-active ganglioside from chick intestinal tissues recognized by murine monoclonal antibody 188C1 PubMed ID:1674743 |
JOURNAL | : | J Biol Chem. |
VOL | : | 266 PAGE : 10268-10274 (1991) |
AUTHOR | : | Bouhours, D., Angstrom, J., Jovall, P. A., Hansson, G. C., and Bouhours, J. F. |
TITLE | : | Characterization of a novel A-active octaglycosylceramide with type 1 chain repeat inherited as a recessive trait in the epithelial cells of the small intestine of inbred rats PubMed ID:1917983 |
JOURNAL | : | J Biol Chem. |
VOL | : | 266 PAGE : 18613-18619 (1991) |
AUTHOR | : | Nakao, T., Kon, K., Ando, S., and Hirabayashi, Y. |
TITLE | : | A NeuGc-containing trisialoganglioside of bovine brain PubMed ID:1742322 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1086 PAGE : 305-309 (1991) |
AUTHOR | : | Noda, N., Tanaka, R., Miyahara, K., and Kawasaki, T. |
TITLE | : | Isolation and characterization of a novel type of glycosphingolipid from Neanthes diversicolor PubMed ID:8334147 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1169 PAGE : 30-38 (1993) |
AUTHOR | : | Hamanaka, S., Asagami, C., Suzuki, M., Inagaki, F., and Suzuki, A. |
TITLE | : | Structure determination of glucosyl beta 1-N-(omega-O-linoleoyl)-acylsphingosines of human epidermis PubMed ID:2753867 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 105 PAGE : 684-690 (1989) |
AUTHOR | : | Levery, S. B., Nudelman, E. D., and Hakomori, S. |
TITLE | : | Novel modification of glycosphingolipids by long-chain cyclic acetals: isolation and characterization of plasmalocerebroside from human brain PubMed ID:1606158 |
JOURNAL | : | Biochemistry. |
VOL | : | 31 PAGE : 5335-5340 (1992) |
AUTHOR | : | Yamaguchi, Y., Ohta, M., and Hayashi, A. |
TITLE | : | Structural elucidation of a novel phosphonoglycosphingolipid in eggs of the sea hare Aplysia juliana. PubMed ID:1450210 |
JOURNAL | : | Biochim. Biophys. Acta. |
VOL | : | 1165 PAGE : 160-166 (1992) |
AUTHOR | : | Araki, S., Abe, S., Yamada, S., Satake, M., Fujiwara, N., Kon, K., and Ando, S. |
TITLE | : | Characterization of two novel pyruvylated glycosphingolipids containing 2'-aminoethylphosphoryl(-6)-galactose from the nervous system of Aplysia kurodai. PubMed ID:1491001 |
JOURNAL | : | J. Biochem. |
VOL | : | 112 PAGE : 461-469 (1992) |
AUTHOR | : | Sugita, M., Fujii, H., Inagaki, F., Suzuki, M., Hayata, C., and Hori,T . |
TITLE | : | Polar glycosphingolipids in annelida. A novel series of glycosphingolipids containing choline phosphate from the earthworm, Pheretima hilgendorfi. PubMed ID:1429609 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 267 PAGE : 22595-22598 (1992) |
AUTHOR | : | Inagaki, F., Tate, S., Kubo, H., and Hoshi, M. |
TITLE | : | A novel difucosylated neutral glycosphingolipid from the eggs of the sea urchin, Hemicentrotus pulcherrimus: II. Structural determination by two-dimensional NMR PubMed ID:1400271 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 112 PAGE : 286-289 (1992) |
AUTHOR | : | Hidari, K. I., Irie, F., Suzuki, M., Kon, K., Ando, S., and Hirabayashi, Y. |
TITLE | : | A novel ganglioside with a free amino group in bovine brain PubMed ID:8250852 |
JOURNAL | : | Biochem J. |
VOL | : | 296 (Pt 1) PAGE : 259-263 (1993) |
AUTHOR | : | Sugita, M., Hayata, C., Yoshida, T., Suzuki, M., Suzuki, A., Takeda, T., Hori, T., and Nakatani, F. |
TITLE | : | A novel fucosylated glycosphingolipid from the millipede, Parafontaria laminata armigera PubMed ID:7947999 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1215 PAGE : 163-169 (1994) |
AUTHOR | : | Sugita, M., Fujii, H., Dulaney, J. T., Inagaki, F., Suzuki, M., Suzuki, A., and Ohta, S. |
TITLE | : | Structural elucidation of two novel amphoteric glycosphingolipid from the earthworm, Pheretima hilgendorfi. PubMed <<8541328> |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 1259 PAGE : 220-226 (1995) |
AUTHOR | : | Casellato, R., Brocca, P., Li, S. C., Li, Y. T., and Sonnino, S. |
TITLE | : | Isolation and structural characterization of N-acetyl- and N-glycolylneuraminic-acid-containing GalNAc-GD1a isomers, IV4GalNAcIV3Neu5AcII3Neu5GcGgOse4Cer and IV4GalNAcIV3Neu5GcII3Neu5AcGgOse4Cer, from bovine brain PubMed ID:8575436 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 234 PAGE : 786-793 (1995) |
AUTHOR | : | Nomura, K., Nakajo, N., Hidari, K. I., Nomura, H., Murata, M., Suzuki, M., Yamana, K., and Hirabayashi, Y. |
TITLE | : | Occurrence of a novel fucose-containing pentaglycosylceramide with blood-group-B active determinant in Xenopus blastula cells: its possible involvement in cell-cell adhesion PubMed ID:7702579 |
JOURNAL | : | Biochem J. |
VOL | : | 306 (Pt 3) PAGE : 821-827 (1995) |
AUTHOR | : | Teneberg, S., Jovall, P. A., Karlsson, H., Sjogren, H. O., and Brodin, T. |
TITLE | : | Isolation and characterization of a rat testis glycosphingolipid based on gangliotetraosylceramide and having a blood group B determinant extended with beta 3-linked N-acetylgalactosamine PubMed ID:7531688 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 116 PAGE : 697-703 (1994) |
AUTHOR | : | Tadano-Aritomi, K., Okuda, M., Ishizuka, I., Kubo, H., and Ireland, P. |
TITLE | : | A novel mono-sulfated pentaglycosylceramide with the isoglobo-series core structure in rat kidney PubMed ID:7834656 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 265 PAGE : 49-59 (1994) |
AUTHOR | : | Song, Y., Kitajima, K., Inoue, S., Khoo, K. H., Morris, H. R., Dell, A., and Inoue, Y. |
TITLE | : | Expression of new KDN-gangliosides in rainbow trout testis during spermatogenesis and their structural identification PubMed ID:7540078 |
JOURNAL | : | Glycobiology. |
VOL | : | 5 PAGE : 207-218 (1995) |
AUTHOR | : | Yamada, S., Araki, S., Abe, S., Kon, K., Ando, S., and Satake, M. |
TITLE | : | Structural analysis of a novel triphosphonoglycosphingolipid from the egg of the sea hare, Aplysia kurodai PubMed ID:7592541 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 117 PAGE : 794-799 (1995) |
AUTHOR | : | Kawahara, K., Seyde L, U., Matsuura, M., Danbara, H., Rietschel, E. T., and Zahringer, U. |
TITLE | : | Chemical structure of glycosphingolipids isolated from Shpingomonas paucimobilis. PubMed ID:1959589 |
JOURNAL | : | Febs Lett. |
VOL | : | 292 PAGE : 107-110 (1991) |
AUTHOR | : | Singh, B. N., Costello, C. E., and Beach, D. H. |
TITLE | : | Structures of glycophosphosphingolipids of Tritrichomonas foetus: a novel glycophosphosphingolipid PubMed ID:1897966 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 286 PAGE : 409-418 (1991) |
AUTHOR | : | Previato, J. O., Mendonca-Previato, L., Jones, C., Wait, R., and Fournet, B. |
TITLE | : | Structural characterization of a novel class of glycophosphosphingolipids from the protozoan Leptomonas samueli PubMed ID:1447177 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 24279-24286 (1992) |
AUTHOR | : | Costello, C. E., Glushka, J., van Halbeek, H., and Singh, B. N. |
TITLE | : | Structural characterization of novel inositol phosphosphingolipids of Tritrichomonas foetus and Trichomonas vaginalis PubMed ID:8358151 |
JOURNAL | : | Glycobiology. |
VOL | : | 3 PAGE : 261-269 (1993) |
AUTHOR | : | Previato, J. O., Wait, R., Jones, C., and Mendonca-Previato, L. |
TITLE | : | Structural analysis of novel rhamnose-branched oligosaccharides from the glycophosphosphingolipids of Leptomonas samueli PubMed ID:8193550 |
JOURNAL | : | Glycoconj J. |
VOL | : | 11 PAGE : 23-33 (1994) |
AUTHOR | : | Jin, W., Rinehart, K. L., and Jares- Erijman, E. A. |
TITLE | : | Ophidiacerebrosides: cytotoxic glycosphingolipids containing a novel sphingosine from sea star. |
JOURNAL | : | J. Org. Chem. |
VOL | : | 59 PAGE : 144-147 (1994) |
AUTHOR | : | Serrano, A. A., Schenkman, S., Yoshida, N., Mehlert, A., Richardson, J. M., and Ferguson, M. A. |
TITLE | : | The lipid structure of the glycosylphosphatidylinositol-anchored mucin-like sialic acid acceptors of Trypanosoma cruzi changes during parasite differentiation from epimastigotes to infective metacyclic trypomastigote forms PubMed ID:7592983 |
JOURNAL | : | J Biol Chem. |
VOL | : | 270 PAGE : 27244-27253 (1995) |
AUTHOR | : | Tadano- Aritomi, K., Kubo, H., Ireland, P., Kasama, T., Handa, S., and Ishizuka, I. |
TITLE | : | Structural characterization of a novel mono-sulfated gangliotriaosylceramide containing a 3-O-sulfated N-acetylgalactosamine from rat kidney. PubMed ID:8737253 |
JOURNAL | : | Glycoconj. J. |
VOL | : | 13 PAGE : 285-293 (1996) |
AUTHOR | : | Irie, F., Kurono, S., Li, Y. T., Seyama, Y., and Hirabayashi, Y. |
TITLE | : | Isolation of three novel cholinergic neuron-specific gangliosides from bovine brain and their in vitro syntheses PubMed ID:8737242 |
JOURNAL | : | Glycoconj J. |
VOL | : | 13 PAGE : 177-186 (1996) |
AUTHOR | : | Muthing, J., Spanbroek, R., Peter-Katalinic, J., Hanisch, F. G., Hanski, C., Hasegawa, A., Unland, F., Lehmann, J., Tschesche, H., and Egge, H. |
TITLE | : | Isolation and structural characterization of fucosylated gangliosides with linear poly-N-acetyllactosaminyl chains from human granulocytes PubMed ID:8727787 |
JOURNAL | : | Glycobiology. |
VOL | : | 6 PAGE : 147-156 (1996) |
AUTHOR | : | Ijuin, T., Kitajima, K., Song, Y., Kitazume, S., Inoue, S., Haslam, S. M., Morris, H. R., Dell, A., and Inoue, Y. |
TITLE | : | Isolation and identification of novel sulfated and nonsulfated oligosialyl glycosphingolipids from sea urchin sperm PubMed ID:8781971 |
JOURNAL | : | Glycoconj J. |
VOL | : | 13 PAGE : 401-413 (1996) |
AUTHOR | : | Sugita, M., Mizunoma, T., Aoki, K., Dulaney, J. T., Inagaki, F., Suzuki, M., Suzuki, A., Ichikawa, S., Kushida, K., Ohta, S., et al. |
TITLE | : | Structural characterization of a novel glycoinositolphospholipid from the parasitic nematode, Ascaris suum PubMed ID:8765138 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1302 PAGE : 185-192 (1996) |
AUTHOR | : | Kawakami, Y., Nakamura, K., Kojima, H., Suzuki, M., Inagaki, F., Suzuki, A., Ikuta, J., Uchida, A., Murata, Y., and Tamai, Y. |
TITLE | : | A novel fucosyltetrahexosylceramide in plerocercoids of the parasite Spirometra erinacei PubMed ID:8774742 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 239 PAGE : 905-911 (1996) |
AUTHOR | : | Yachida, Y., Tsuchihashi, K., and Gasa, S. |
TITLE | : | Characterization of novel mono-O-acetylated GM3s containing 9-O-acetyl sialic acid and 6-O-acetyl galactose in equine erythrocytes PubMed ID:8737247 |
JOURNAL | : | Glycoconj J. |
VOL | : | 13 PAGE : 225-223 (1996) |
AUTHOR | : | Hirabayashi, Y., Taki, T., and Matsumoto, M. |
TITLE | : | Tumor ganglioside - natural occurrence of GM1b. PubMed ID:456564 |
JOURNAL | : | Febs Lett |
VOL | : | 100 PAGE : 253-257 (1979) |
AUTHOR | : | Watanabe, K., Powell, M. E., and Hakomori, S. I. |
TITLE | : | Isolation and characterization of gangliosides with a new sialosyl linkage and core structures. II. Gangliosides of human erythrocyte membranes PubMed ID:468822 |
JOURNAL | : | J Biol Chem. |
VOL | : | 254 PAGE : 8223-8229 (1979) |
AUTHOR | : | Watanabe, K., and Hakomori, S. |
TITLE | : | Gangliosides of human erythrocytes. A novel ganglioside with A unique N-acetylneuraminosyl-(2 leads to 3)-N-acetylgalactosamine structure. PubMed ID:518853 |
JOURNAL | : | Biochem. |
VOL | : | 18 PAGE : 5502-5504 (1979) |
AUTHOR | : | Ilyas, A. A., Li, S. C., Chou, D. K., Li, Y. T., Jungalwala, F. B., Dalakas, M. C., and Quarles, R. H. |
TITLE | : | Gangliosides GM2, IV4GalNAcGM1b, and IV4GalNAcGC1a as antigens for monoclonal immunoglobulin M in neuropathy associated with gammopathy PubMed ID:2450092 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 4369-4373 (1988) |
AUTHOR | : | Wiegandt, H. |
TITLE | : | Gangliosides of extraneural organs. PubMed ID:4372157 |
JOURNAL | : | Hoppe-Seylers Zeitschrift Fur Physiologische Chemie |
VOL | : | 354 PAGE : 1049-1056 (1973) |
AUTHOR | : | Ohashi, M. |
TITLE | : | A comparison of the ganglioside distributions of fat tissues in various animals by two-dimensional thin layer chromatography PubMed ID:423711 |
JOURNAL | : | Lipids. |
VOL | : | 14 PAGE : 52-57 (1979) |
AUTHOR | : | Holms, E.H. and Hakomori, S. |
TITLE | : | Isolation and characterization of a new fucoganglioside accumulated in precancerous rat liver and in rat hepatoma induced by N-2-acetylaminofluorene. PubMed ID:7085643 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 257 PAGE : 7698-7703 (1982) |
AUTHOR | : | Ando,S., and Yu,R.K. |
TITLE | : | Isolation and characterization of a novel trisialoganglioside, GT1a, from human brain. PubMed ID:893404 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 252 PAGE : 6247-6250 (1977) |
AUTHOR | : | Iwamori, M., and Nagai, Y. |
TITLE | : | Isolation and characterization of a novel ganglioside, monosialosyl pentahexaosyl ceramide from human brain PubMed ID:739007 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 84 PAGE : 1601-1608 (1978) |
AUTHOR | : | Svennerholm,L.,Mansson,J.E., and Li,Y.T. |
TITLE | : | Isolation and structural determination of a novel ganglioside, a disialosylpentahexosylceramide from human brain. PubMed ID:4684701 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 248 PAGE : 740-742 (1973) |
AUTHOR | : | Klenk, E. and Naoi, M. |
TITLE | : | [On a component of the mixture of brain gangliosides, which is transferred to the Tay-Sachs ganglioside under the influence of neuraminidase] PubMed ID:4302220 |
JOURNAL | : | H.-S. Zschr. Physiol. Chem. |
VOL | : | 349 PAGE : 288-292 (1968) |
AUTHOR | : | Sonnino, S., Ghidoni, R., Galli, G., and Tettamanti, G. |
TITLE | : | On the structure of a new, fucose containing ganglioside from pig cerebellum. PubMed ID:702155 |
JOURNAL | : | J. Neurochem. |
VOL | : | 31 PAGE : 947-956 (1978) |
AUTHOR | : | Ishizuka, I. and Wiegandt, H. |
TITLE | : | An isomer of trisialoganglioside and the sturcture of tetra- and pentasialogangliosides from fish brain. PubMed ID:4335142 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 260 PAGE : 279-285 (1972) |
AUTHOR | : | Yu, R. K., and Ando, S. |
TITLE | : | Structures of some new complex gangliosides of fish brain PubMed ID:7361620 |
JOURNAL | : | Adv Exp Med Biol. |
VOL | : | 125 PAGE : 33-45 (1980) |
AUTHOR | : | Ohashi, M. and Yamakawa, T. |
TITLE | : | Isolation and characterization of glycosphingolipids in pig adipose tissue. PubMed ID:893369 |
JOURNAL | : | J. Biochem. |
VOL | : | 81 PAGE : 1675-1690 (1977) |
AUTHOR | : | Kundu, S. K., Samuelsson, B. E., Pascher, I., and Marcus, D. M. |
TITLE | : | New gangliosides from human erythrocytes PubMed ID:6643456 |
JOURNAL | : | J Biol Chem. |
VOL | : | 258 PAGE : 13857-13866 (1983) |
AUTHOR | : | Nilsson, O., Mansson, J. E., Lindholm, L., Holmgren, J., and Svennerholm, L. |
TITLE | : | Sialosyllactotetraosylceramide, a novel ganglioside antigen detected in human carcinomas by a monoclonal antibody PubMed ID:2984045 |
JOURNAL | : | FEBS Lett. |
VOL | : | 182 PAGE : 398-402 (1985) |
AUTHOR | : | Magnani, J. L., Nilsson, B., Brockhaus, M., Zopf, D., Steplewski, Z., Koprowski, H., Ginsburg, V. |
TITLE | : | A monoclonal antibody-defined antigen associated with gastrointestinal cancer is a ganglioside containing sialylated lacto-N-fucopentaose II. PubMed ID:7142214 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 257 PAGE : 14365-14369 (1982) |
AUTHOR | : | Nudelman, E., Fukushi, Y., Levery, S. B., Higuchi, T., and Hakomori, S. |
TITLE | : | Novel fucolipids of human adenocarcinoma: disialosyl Lea antigen (III4FucIII6NeuAcIV3NeuAcLc4) of human colonic adenocarcinoma and the monoclonal antibody (FH7) defining this structure PubMed ID:3957932 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 5487-5495 (1986) |
AUTHOR | : | Brodin, T., Hellstrom, I., Hellstrom, K. E., Karlsson, K. A., Sjogren, H. O., Stromberg, N., and Thurin, J. |
TITLE | : | Mouse monoclonal antibodies with specificity for the melanoma-associated ganglioside disialyllactosylceramide (GD3) also react with the structural analogue disialylparagloboside PubMed ID:3840699 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 837 PAGE : 349-353 (1985) |
AUTHOR | : | Murakami-Murofushi, K., Tadano, K., and Ishizuka, I. |
TITLE | : | A novel trisialosyl ganglioside, IV3 alpha (NeuAc)3nLcOse4Cer, from hog kidney cortex PubMed ID:6841359 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 93 PAGE : 621-629 (1983) |
AUTHOR | : | Clausen H., Levery SB., Nudelman ED., Stroud M., Salyan ME., Hakomori S. |
TITLE | : | Isolation and characterization of novel glycolipids with blood group A-related structures: galactosyl-A and sialosylgalactosyl-A. PubMed ID:3654659 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 262 PAGE : 14228-14234 (1987) |
AUTHOR | : | Wiegandt H. |
TITLE | : | Monosialo-lactoisohexaosyl-ceramide: a ganglioside from human spleen. PubMed ID:4853255 |
JOURNAL | : | Eur. J. Biochem. |
VOL | : | 45 PAGE : 367-369 (1974) |
AUTHOR | : | Fukushi, Y., Nudelman, E., Levery, S. B., Hakomori, S., and Rauvala, H. |
TITLE | : | Novel fucolipids accumulating in human adenocarcinoma. III. A hybridoma antibody (FH6) defining a human cancer-associated difucoganglioside (VI3NeuAcV3III3Fuc2nLc6) PubMed ID:6469974 |
JOURNAL | : | J Biol Chem. |
VOL | : | 259 PAGE : 10511-10517 (1984) |
AUTHOR | : | Hakomori, S., Nudelman, E., Levery, S. B., and Patterson, C. M. |
TITLE | : | Human cancer-associated gangliosides defined by a monoclonal antibody (IB9) directed to sialosyl alpha 2 leads to 6 galactosyl residue: a preliminary note PubMed ID:6870892 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 113 PAGE : 791-798 (1983) |
AUTHOR | : | Watanabe K. Powell M. Hakomori S. |
TITLE | : | Isolation and characterization of a novel fucoganglioside of human erythrocyte membranes. PubMed ID:102644 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 253 PAGE : 8962-8967 (1978) |
AUTHOR | : | Feizi, T., Childs, R. A., Watanabe, K., and Hakomori, S. I. |
TITLE | : | Three types of blood group I specificity among monoclonal anti-I autoantibodies revealed by analogues of a branched erythrocyte glycolipid PubMed ID:429966 |
JOURNAL | : | J Exp Med. |
VOL | : | 149 PAGE : 975-980 (1979) |
AUTHOR | : | Nudelman, E. D., Levery, S. B., Igarashi, Y., and Hakomori, S. |
TITLE | : | Plasmalopsychosine, a novel plasmal (fatty aldehyde) conjugate of psychosine with cyclic acetal linkage. Isolation and characterization from human brain white matter PubMed ID:1597442 |
JOURNAL | : | J Biol Chem. |
VOL | : | 267 PAGE : 11007-11016 (1992) |
AUTHOR | : | Irie, F., Hidari, K. I., Tai, T., Li, Y. T., Seyama, Y., and Hirabayashi, Y. |
TITLE | : | Biosynthetic pathway for a new series of gangliosides, GT1a alpha and GQ1b alpha PubMed ID:8082783 |
JOURNAL | : | FEBS Lett. |
VOL | : | 351 PAGE : 291-294 (1994) |
AUTHOR | : | Irie, F., Hashikawa, T., Tai, T., Seyama, Y., and Hirabayashi, Y. |
TITLE | : | Distribution of cholinergic neuron-specific gangliosides (GT1a alpha and GQ1b alpha) in the rat central nervous system PubMed ID:7710562 |
JOURNAL | : | Brain Res. |
VOL | : | 665 PAGE : 161-166 (1994) |
AUTHOR | : | Araki S., Satake M., Ando S., Hayashi A., and Fujii N |
TITLE | : | Characterization of a diphosphonopentaosylceramide containing 3-O-methylgalactose from the skin of Aplysia kurodai (sea hare) [published erratum appears in J Biol Chem 1988 Jun 15;263(17):8551] PubMed ID:3957918 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 261 PAGE : 5138-5144 (1986) |
AUTHOR | : | Arakane, F., Fukunaga, K., Araki, S., Abe, S., Satake, M., Miyazaki, K., Okamura, H., and Miyamoto, E. |
TITLE | : | Glycolipids isolated from Aplysia kurodai can activate cyclic adenosine 3',5'-monophosphate-dependent protein kinase from rat brain PubMed ID:8263547 |
JOURNAL | : | J Neurochem. |
VOL | : | 62 PAGE : 86-93 (1994) |
AUTHOR | : | Kawakami, J., Kawakami, Y., Nakamura, K., Kojima, H., Ito, S., and Tamai, Y. |
TITLE | : | Three-dimensional structure of a glycosphingolipid having a novel carbohydrate linkage, Galbeta1-4(Fucalpha1-3)Glcbeta1-3Galbeta, determined by theoretical calculations PubMed ID:9557870 |
JOURNAL | : | Glycoconj J. |
VOL | : | 15 PAGE : 107-113 (1998) |
AUTHOR | : | Ito, H., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | First total synthesis of ganglioside GT1a alpha PubMed ID:9468624 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 304 PAGE : 187-189 (1997) |
AUTHOR | : | Sakakura, C., Igarashi, Y., Anand, J. K., Sadozai, K. K., and Hakomori, S. |
TITLE | : | Plasmalopsychosine of human brain mimics the effect of nerve growth factor by activating its receptor kinase and mitogen-activated protein kinase in PC12 cells. Induction of neurite outgrowth and prevention of apoptosis PubMed ID:8557709 |
JOURNAL | : | J Biol Chem. |
VOL | : | 271 PAGE : 946-952 (1996) |
AUTHOR | : | Klenk, E., and Gielen, W. |
TITLE | : | [On a 2d hexose-containing ganglioside from human brain.] PubMed ID:14033464 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 330 PAGE : 218-226 (1963) |
AUTHOR | : | Price, H., Kundu, K., and Ledeen, R |
TITLE | : | Structures of gangliosides from bovine adrenal medulla. PubMed ID:164890 |
JOURNAL | : | Biochemistry |
VOL | : | 14 PAGE : 1512-1518 (1975) |
AUTHOR | : | Ledeen, R. W., Yu, R. K., and Eng, L. F. |
TITLE | : | Gangliosides of human myelin: sialosylgalactosylceramide (G7) as a major component PubMed ID:4754859 |
JOURNAL | : | J Neurochem. |
VOL | : | 21 PAGE : 829-839 (1973) |
AUTHOR | : | Ando, S., Chang, N. C., and Yu, R. K. |
TITLE | : | High-performance thin-layer chromatography and densitometric determination of brain ganglioside compositions of several species PubMed ID:103458 |
JOURNAL | : | Anal Biochem. |
VOL | : | 89 PAGE : 437-450 (1978) |
AUTHOR | : | Ueno, K., Ando, S., and Yu, R. K. |
TITLE | : | Gangliosides of human, cat, and rabbit spinal cords and cord myelin PubMed ID:712245 |
JOURNAL | : | J Lipid Res. |
VOL | : | 19 PAGE : 863-871 (1978) |
AUTHOR | : | Kochetkov NK. Smirnova GP. Chekareva NV |
TITLE | : | Isolation and structural studies of a sulfated sialosphingolipid from the sea urchin Echinocardium cordatum. PubMed ID:1252492 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 424 PAGE : 274-283 (1976) |
AUTHOR | : | Hoshi, M., and Nagai, Y. |
TITLE | : | Novel sialosphingolipids from spermatozoa of the sea urchin Anthocidaris crassispina PubMed ID:1125301 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 388 PAGE : 152-162 (1975) |
AUTHOR | : | Makita, A., and Yamakawa, T. |
TITLE | : | The Glycolipids Of The Brain Of Tay-Sachs' Disease.--The Chemical Structures Of A Globoside And Main Ganglioside PubMed ID:14148094 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 33 PAGE : 361-368 (1963) |
AUTHOR | : | Tallman, J. F., Kolodny, E. H., and Brady, R. O. |
TITLE | : | The preparation of Tay-Sachs ganglioside specifically labeled in either the N-acetylneuraminosyl or N-acetylgalactosaminyl portion of the molecule PubMed ID:1121293 |
JOURNAL | : | Methods Enzymol. |
VOL | : | 35 PAGE : 541-548 (1975) |
AUTHOR | : | DeVries, G. H., and Norton, W. T. |
TITLE | : | The lipid composition of axons from bovine brain PubMed ID:4364338 |
JOURNAL | : | J Neurochem. |
VOL | : | 22 PAGE : 259-264 (1974) |
AUTHOR | : | Robert, J., Freysz, L., Sensenbrenner, M., Mandel, P., and Rebel, G. |
TITLE | : | Gangliosides of glial cells: a comparative study of normal astroblasts in tissue culture and glial cells isolated on sucrose-ficoll gradients PubMed ID:1112407 |
JOURNAL | : | FEBS Lett. |
VOL | : | 50 PAGE : 144-146 (1975) |
AUTHOR | : | Li, Y. T., Mazzotta, M. Y., Wan, C. C., Orth, R., and Li, S. C. |
TITLE | : | Hydrolysis of Tay-Sachs ganglioside by beta-hexosaminidase A of human liver and urine PubMed ID:4745777 |
JOURNAL | : | J Biol Chem. |
VOL | : | 248 PAGE : 7512-7515 (1973) |
AUTHOR | : | Yohe, H. C., Roark, D. E., and Rosenberg, A. |
TITLE | : | C20-sphingosine as a determining factor in aggregation of gangliosides PubMed ID:993205 |
JOURNAL | : | J Biol Chem. |
VOL | : | 251 PAGE : 7083-7087 (1976) |
AUTHOR | : | Fong, J. W., Ledeen, R. W., Kundu, S. K., and Brostoff, S. W. |
TITLE | : | Gangliosides of peripheral nerve myelin PubMed ID:1255166 |
JOURNAL | : | J Neurochem. |
VOL | : | 26 PAGE : 157-162 (1976) |
AUTHOR | : | Suzuki, K., Poduslo, J. F., and Poduslo, S. E. |
TITLE | : | Further evidence for a specific ganglioside fraction closely associated with myelin PubMed ID:4873454 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 152 PAGE : 576-586 (1968) |
AUTHOR | : | Dacremont, G., and Hildebrand, J. |
TITLE | : | Characterization of two gangliosides from human leukemic polymorphonuclear leukocytes PubMed ID:1062221 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 424 PAGE : 315-322 (1976) |
AUTHOR | : | Naiki, M., Marcus, D.M., and Ledeen, R. |
TITLE | : | Properties of antisera to ganglioside GM1 and asialo GM1 PubMed ID:4364954 |
JOURNAL | : | J Immunol. |
VOL | : | 113 PAGE : 84-93 (1974) |
AUTHOR | : | Kanfer, J. N., Carter, T. P., and Katzen, H. M. |
TITLE | : | Lipolytic action of cholera toxin on fat cells. Re-examination of the concept implicating GM1 ganglioside as the native membrane receptor PubMed ID:1002701 |
JOURNAL | : | J Biol Chem. |
VOL | : | 251 PAGE : 7610-7619 (1976) |
AUTHOR | : | van Heyningen, S. |
TITLE | : | Binding of ganglioside by the chains of tetanus toxin PubMed ID:964380 |
JOURNAL | : | FEBS Lett. |
VOL | : | 68 PAGE : 5-7 (1976) |
AUTHOR | : | Wiegandt, H., Ziegler, W., Staerk, J., Kranz, T., Ronneberger, H. J., Zilg, H., Karlsson, K. A., and Samuelsson, B. E. |
TITLE | : | Studies of the ligand binding to cholera toxin, I. The lipophilic moiety of sialoglycolipids PubMed ID:1002130 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 357 PAGE : 1637-1646 (1976) |
AUTHOR | : | Simpson, L. L., and Rapport, M. M. |
TITLE | : | The binding of botulinum toxin to membrane lipids: sphingolipids, steroids and fatty acids PubMed ID:4936886 |
JOURNAL | : | J Neurochem. |
VOL | : | 18 PAGE : 1751-1759 (1971) |
AUTHOR | : | Fishman, P.H., and Brady, R.O. |
TITLE | : | Biosynthesis and function of gangliosides |
JOURNAL | : | Science |
VOL | : | 194 PAGE : 906-915 (1979) |
AUTHOR | : | Taki, T., Hirabayashi, Y., Ishiwata, Y., Matsumoto, M., and Kojima, K. |
TITLE | : | Biosynthesis of different gangliosides in two types of rat ascites hepatoma cells with different degrees of cell adhesiveness PubMed ID:32912 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 572 PAGE : 113-120 (1979) |
AUTHOR | : | Hirabayashi, Y.,Taki, and T. Matsumoto, M. |
TITLE | : | Tumor ganglioside - natural occurrence of GM1b. PubMed ID:456564 |
JOURNAL | : | FEBS Lett. |
VOL | : | 100 PAGE : 253-257 (1979) |
AUTHOR | : | Wiegandt, H. |
TITLE | : | Gangliosides of extraneural organs. PubMed ID:4372157 |
JOURNAL | : | Hoppe-Seylers Z. Physiol. Chem. |
VOL | : | 354 PAGE : 1049-1056 (1973) |
AUTHOR | : | Ghidoni, R., Sonnino, S., Tettamanti, G., Wiegandt, H., and Zambotti, V. |
TITLE | : | On the structure of two new gangliosides from beef brain PubMed ID:965992 |
JOURNAL | : | J Neurochem. |
VOL | : | 27 PAGE : 511-515 (1976) |
AUTHOR | : | Suzuki, A., Ishizuka, I., and Yamakawa, T. |
TITLE | : | Isolation and characterization of a ganglioside containing fucose from boar testis PubMed ID:1213997 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 78 PAGE : 947-954 (1975) |
AUTHOR | : | Ohashi, M., and Yamakawa, T. |
TITLE | : | Isolation and characterization of glycosphingolipids in pig adipose tissue. PubMed ID:893369 |
JOURNAL | : | J. Biochem. |
VOL | : | 81 PAGE : 1675-1690 (1977) |
AUTHOR | : | Koscielak J. Plasek A. Gorniak H. Gardas A. Gregor A. |
TITLE | : | Structures of fucose-containing glycolipids with H and B blood-group activity and of sialic acid and glucosamine-containing glycolipid of human-erythrocyte membrane. PubMed ID:4745728 |
JOURNAL | : | Eur. J. Biochem. |
VOL | : | 37 PAGE : 214-225 (1973) |
AUTHOR | : | Uemura K. Yuzawa M. Taketomi T. |
TITLE | : | Characterization of major glycolipids in bovine erythrocyte membrane. PubMed ID:564898 |
JOURNAL | : | J. Biochem. |
VOL | : | 83 PAGE : 463-471 (1978) |
AUTHOR | : | Wherrett, J. R. |
TITLE | : | Characterization of the major ganglioside in human red cells and of a related tetrahexosyl ceramide in white cells PubMed ID:4756121 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 326 PAGE : 63-73 (1973) |
AUTHOR | : | Li, Y.T., Mansson. J.E., Vanier, M.T., and Svennerholm, L. |
TITLE | : | Structure of the major glucosamine-containing ganglioside of human tissues. PubMed ID:4698234 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 248 PAGE : 2634-2636 (1973) |
AUTHOR | : | Higashi, H., Naiki, M., Matuo, S., and Okouchi, K. |
TITLE | : | Antigen of "serum sickness" type of heterophile antibodies in human sera: indentification as gangliosides with N-glycolylneuraminic acid PubMed ID:412499 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 79 PAGE : 388-395 (1977) |
AUTHOR | : | Fukuda, M. N., Watanabe, K., and Hakomori, S. I. |
TITLE | : | Release of oligosaccharides from various glycosphingolipids by endo-beta-galactosidase PubMed ID:99449 |
JOURNAL | : | J Biol Chem. |
VOL | : | 253 PAGE : 6814-6819 (1978) |
AUTHOR | : | Stellner, K., Watanabe, K., and Hakomori, S. |
TITLE | : | Isolation and characterization of glycosphingolipids with blood group H specificity from membranes of human erythrocytes. PubMed ID:4734896 |
JOURNAL | : | Biochemistry |
VOL | : | 12 PAGE : 656-661 (1973) |
AUTHOR | : | Wiegandt, H. |
TITLE | : | Monosialo-lactoisohexaosyl-ceramide: a ganglioside from human spleen. PubMed ID:4853255 |
JOURNAL | : | Eur. J. Biochem. |
VOL | : | 45 PAGE : 367-369 (1974) |
AUTHOR | : | Watanabe K. Powell M. Hakomori S. |
TITLE | : | Isolation and characterization of a novel fucoganglioside of human erythrocyte membranes. PubMed ID:102644 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 253 PAGE : 8962-8967 (1978) |
AUTHOR | : | Sugita, M., and Hori, T. |
TITLE | : | New types of gangliosides in starfish with sialic acid residues in the inner part of their carbohydrate chains. PubMed ID:977556 |
JOURNAL | : | J. Biochem. |
VOL | : | 80 PAGE : 637-640 (1976) |
AUTHOR | : | Handa, N., and Handa, S. |
TITLE | : | The chemistry of lipids of posthemolytic residue or stroma of erythrocytes. XIV. Chemical structure of glycolipid of cat erythrocyte stroma PubMed ID:4285851 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 35 PAGE : 331-341 (1965) |
AUTHOR | : | Price H. Kundu S. Ledeen R. |
TITLE | : | Structures of gangliosides from bovine adrenal medulla. PubMed ID:164890 |
JOURNAL | : | Biochem. |
VOL | : | 14 PAGE : 1512-1518 (1975) |
AUTHOR | : | Robert, J., Rebel, G., and Mandel, P. |
TITLE | : | Glycosphingolipids from cultured astroblasts PubMed ID:894142 |
JOURNAL | : | J Lipid Res. |
VOL | : | 18 PAGE : 517-522 (1977) |
AUTHOR | : | Iwamori, M., and Nagai, Y. |
TITLE | : | Isolation and characterization of GD3 ganglioside having a novel disialosyl residue from rabbit thymus PubMed ID:711756 |
JOURNAL | : | J Biol Chem. |
VOL | : | 253 PAGE : 8328-8331 (1978) |
AUTHOR | : | Hakomori, S., Wang, S. M., and Young, W. W., Jr. |
TITLE | : | Isoantigenic expression of Forssman glycolipid in human gastric and colonic mucosa: its possible identity with "A-like antigen" in human cancer PubMed ID:268649 |
JOURNAL | : | Proc Natl Acad Sci U S A. |
VOL | : | 74 PAGE : 3023-3027 (1977) |
AUTHOR | : | Rauvala, H. |
TITLE | : | Isolation and partial characterization of human kidney gangliosides PubMed ID:1252493 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 424 PAGE : 284-295 (1976) |
AUTHOR | : | Handa, S., and Burton, R. M. |
TITLE | : | Biosynthesis of glycolipids: incorporation of N-acetyl galactosamine by a rat brain particulate preparation PubMed ID:5367943 |
JOURNAL | : | Lipids. |
VOL | : | 4 PAGE : 589-598 (1969) |
AUTHOR | : | Holm, M., Mansson, J. E., Vanier, M. T., and Svennerholm, L. |
TITLE | : | Gangliosides of human, bovine and rabbit retina PubMed ID:4345145 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 280 PAGE : 356-364 (1972) |
AUTHOR | : | Klenk, E. and Naoi, M. |
TITLE | : | [On a component of the mixture of brain gangliosides, which is transferred to the Tay-Sachs ganglioside under the influence of neuraminidase][German] PubMed ID:4302220 |
JOURNAL | : | Hoppe-Seylers Z. Physiol. Chem. |
VOL | : | 349 PAGE : 288-292 (1968) |
AUTHOR | : | Mora, P. T., Brady, R. O., Bradley, R. M., and McFarland, V. W. |
TITLE | : | Gangliosides in DNA virus-transformed and spontaneously transformed tumorigenic mouse cell lines PubMed ID:4311252 |
JOURNAL | : | Proc Natl Acad Sci U S A. |
VOL | : | 63 PAGE : 1290-1296 (1969) |
AUTHOR | : | Brady, R. O., Borek, C., and Bradley, R. M. |
TITLE | : | Composition and synthesis of gangliosides in rat hepatocyte and hepatoma cell lines PubMed ID:4311199 |
JOURNAL | : | J Biol Chem. |
VOL | : | 244 PAGE : 6552-6554 (1969) |
AUTHOR | : | Whatley, R., Ng, S. K., Rogers, J., McMurray, W. C., and Sanwal, B. D. |
TITLE | : | Developmental changes in gangliosides during myogenesis of a rat myoblast cell line and its drug resistant variants PubMed ID:58659 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 70 PAGE : 180-185 (1976) |
AUTHOR | : | Tallman, J. F., and Brady, R. O. |
TITLE | : | The purification and properties of a mammalian neuraminidase (sialidase) PubMed ID:4711815 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 293 PAGE : 434-443 (1973) |
AUTHOR | : | Sonnino, S., Ghidoni, R., Galli, G., and Tettamanti, G. |
TITLE | : | On the structure of a new, fucose containing ganglioside from pig cerebellum. PubMed ID:702155 |
JOURNAL | : | J. Neurochem. |
VOL | : | 31 PAGE : 947-956 (1978) |
AUTHOR | : | Li, Y.T., Mansson, J.E., Vanier, M.T., and Svennerholm, L. |
TITLE | : | Structure of the major glucosamine-containing ganglioside of human tissues. PubMed ID:4698234 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 248 PAGE : 2634-2636 (1973) |
AUTHOR | : | Rauvala, H., Krusius, T., and Finne, J. |
TITLE | : | Disialosyl paragloboside. A novel ganglioside isolated from human kidney PubMed ID:737190 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 531 PAGE : 266-279 (1978) |
AUTHOR | : | Ando, S., and Yu, R.K. |
TITLE | : | Isolation and characterization of a novel trisialoganglioside, GT1a, from human brain. PubMed ID:893404 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 252 PAGE : 6247-6250 (1977) |
AUTHOR | : | Siddiqui, B., and Hakomori, S. |
TITLE | : | Change of glycolipid pattern in Morris hepatomas 5123 and 7800 PubMed ID:4321976 |
JOURNAL | : | Cancer Res. |
VOL | : | 30 PAGE : 2930-2936 (1970) |
AUTHOR | : | Lee, G., Aloj, S. M., Brady, R. O., and Kohn, L. D. |
TITLE | : | The structure and function of glycoprotein hormone receptors: ganglioside interactions with human chorionic gonadotropin PubMed ID:187196 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 73 PAGE : 370-377 (1976) |
AUTHOR | : | Ishizuka I. Wiegandt H. |
TITLE | : | An isomer of trisialoganglioside and the sturcture of tetra- and pentasialogangliosides from fish brain. PubMed ID:4335142 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 260 PAGE : 279-289 (1972) |
AUTHOR | : | Matsuura F. |
TITLE | : | Phosphonosphingoglycolipid, a novel sphingolipid from the viscera of Turbo cornutus. PubMed ID:890866 |
JOURNAL | : | Chem. Phys. Lipids |
VOL | : | 19 PAGE : 223-242 (1977) |
AUTHOR | : | Booth, D. A., Goodwin, H., and Cumings, J. N. |
TITLE | : | Abnormal gangliosides in Tay-Sachs disease, Niemann-Pick's disease, and gargoylism PubMed ID:4959256 |
JOURNAL | : | J Lipid Res. |
VOL | : | 7 PAGE : 337-340 (1966) |
AUTHOR | : | Slomiany, A., Kojima, K., Banas-Gruszka, Z., and Slomiany, B. L. |
TITLE | : | Structure of a novel sulfated sialoglycosphingolipid from bovine gastric mucosa PubMed ID:7271781 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 100 PAGE : 778-784 (1981) |
AUTHOR | : | Schwarting, G.A., Carroll, P.G., DeWolf, W.C. |
TITLE | : | Fucosyl-globoside and sialosyl-globoside are new glycolipids isolated from human teratocarcinoma cells. PubMed ID:6847688 |
JOURNAL | : | Biochem. Biophys. Res. Communications. |
VOL | : | 112 PAGE : 935-940 (1983) |
AUTHOR | : | Nakamura, K., Hashimoto, Y., Suzuki, M., Suzuki, A., and Yamakawa, T. |
TITLE | : | Characterization of GM1b in mouse spleen PubMed ID:6520127 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 96 PAGE : 949-957 (1984) |
AUTHOR | : | Ariga, T., and Yu, R. K. |
TITLE | : | Isolation and characterization of ganglioside GM1b from normal human brain PubMed ID:3572254 |
JOURNAL | : | J Lipid Res. |
VOL | : | 28 PAGE : 285-291 (1987) |
AUTHOR | : | Hirabayashi Y. Taki T. Matsumoto M. |
TITLE | : | Tumor ganglioside - natural occurrence of GM1b. PubMed ID:456564 |
JOURNAL | : | FEBS Lett. |
VOL | : | 100 PAGE : 253-257 (1979) |
AUTHOR | : | Holmes EH. Hakomori S. |
TITLE | : | Isolation and characterization of a new fucoganglioside accumulated in precancerous rat liver and in rat hepatoma induced by N-2-acetylaminofluorene. PubMed ID:7085643 |
JOURNAL | : | J. Biolo Chem. |
VOL | : | 257 PAGE : 7698-7703 (1982) |
AUTHOR | : | Baumann, H., Nudelman, E., Watanabe, K., and Hakomori, S. |
TITLE | : | Neutral fucolipids and fucogangliosides of rat hepatoma HTC and H35 cells, rat liver, and hepatocytes PubMed ID:445466 |
JOURNAL | : | Cancer Res. |
VOL | : | 39 PAGE : 2637-2643 (1979) |
AUTHOR | : | Macher, B. A., Pacuszka, T., Mullin, B. R., Sweeley, C. C., Brady, R. O., and Fishman, P. H. |
TITLE | : | Isolation and identification of a fucose-containing ganglioside from bovine thyroid gland PubMed ID:497244 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 588 PAGE : 35-43 (1979) |
AUTHOR | : | Ariga, T., Kobayashi, K., Kuroda, Y., Yu, R. K., Suzuki, M., Kitagawa, H., Inagaki, F., and Miyatake, T. |
TITLE | : | Characterization of tumor-associated fucogangliosides from PC 12 pheochromocytoma cells PubMed ID:3654655 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 14146-14153 (1987) |
AUTHOR | : | Bouhours, J. F., Bouhours, D., and Hansson, G. C. |
TITLE | : | Developmental changes of gangliosides of the rat stomach. Appearance of a blood group B-active ganglioside PubMed ID:3680254 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 16370-16375 (1987) |
AUTHOR | : | Breimer ME. Hansson GC. Karlsson KA. Leffler H. |
TITLE | : | Glycosphingolipids of rat tissues. Different composition of epithelial and nonepithelial cells of small intestine. PubMed ID:7053385 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 257 PAGE : 557-568 (1982) |
AUTHOR | : | Breimer, M. E., Hansson, G. C., Karlsson, K. A., and Leffler, H. |
TITLE | : | The preparative separation of sialic acid-containing lipids from sulphate group-containing glycolipids from small intestine of different animals. Analysis by thin-layer chromatography and detection of novel species PubMed ID:6885733 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 93 PAGE : 1473-1485 (1983) |
AUTHOR | : | Wiegandt H. |
TITLE | : | Gangliosides of extraneural organs. PubMed ID:4372157 |
JOURNAL | : | Hoppe-Seylers Z. Physiol. Chem. |
VOL | : | 354 PAGE : 1049-1056 (1973) |
AUTHOR | : | Ohashi, M., and Yamakawa, T. |
TITLE | : | Isolation and characterization of glycosphingolipids in pig adipose tissue. [Journal Article] PubMed ID:893369 |
JOURNAL | : | J. Biochem. |
VOL | : | 81 PAGE : 1675-1690 (1977) |
AUTHOR | : | Kochetkov NK., Smirnova GP., and Chekareva NV. |
TITLE | : | Isolation and structural studies of a sulfated sialosphingolipid from the sea urchin Echinocardium cordatum. PubMed ID:1252492 |
JOURNAL | : | Biochim. Biophys. Acta. |
VOL | : | 424 PAGE : 274- (1976) |
AUTHOR | : | Klenk, E., and Gielen, W. |
TITLE | : | [On A Single Hexosamine-Free Ganglioside From The Human Brain Separated By Chromatography.] PubMed ID:14058280 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 333 PAGE : 162-165 (1963) |
AUTHOR | : | Fredman, P., Mansson, J. E., Svennerholm, L., Samuelsson, B., Pascher, I., Pimlott, W., Karlsson, K. A., and Klinghardt, G. W. |
TITLE | : | Chemical structures of three fucogangliosides isolated from nervous tissue of mini-pig PubMed ID:7262075 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 116 PAGE : 553-564 (1981) |
AUTHOR | : | Guo, N., Her, G., Reinhold, VN., Brennan, MJ., Siraganian, RP., and Ginsburg, V. |
TITLE | : | |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 248 PAGE : 740- (1973) |
AUTHOR | : | Macher, B. A., Klock, J. C., Fukuda, M. N., and Fukuda, M. |
TITLE | : | Isolation and structural characterization of human lymphocyte and neutrophil gangliosides PubMed ID:6780555 |
JOURNAL | : | J Biol Chem. |
VOL | : | 256 PAGE : 1968-1974 (1981) |
AUTHOR | : | Rauvala, H. |
TITLE | : | Gangliosides of human kidney PubMed ID:1002698 |
JOURNAL | : | J Biol Chem. |
VOL | : | 251 PAGE : 7517-7520 (1976) |
AUTHOR | : | Fukushima, K., Hirota, M., Terasaki, P. I., Wakisaka, A., Togashi, H., Chia, D., Suyama, N., Fukushi, Y., Nudelman, E., and Hakomori, S. |
TITLE | : | Characterization of sialosylated Lewisx as a new tumor-associated antigen PubMed ID:6386148 |
JOURNAL | : | Cancer Res. |
VOL | : | 44 PAGE : 5279-5285 (1984) |
AUTHOR | : | Spitalnik, S. L., Spitalnik, P. F., Civin, C. I., Ball, E. D., Schwartz, J. F., and Ginsburg, V. |
TITLE | : | Sialylated glycolipid antigens on human leukemic cell lines PubMed ID:3732420 |
JOURNAL | : | Exp Hematol. |
VOL | : | 14 PAGE : 643-647 (1986) |
AUTHOR | : | Watanabe, K., and Hakomori, S. |
TITLE | : | Gangliosides of human erythrocytes. A novel ganglioside with a unique N-acetylneuraminosyl-(2 leads to 3)-N-acetylgalactosamine structure. PubMed ID:518853 |
JOURNAL | : | Biochemistry |
VOL | : | 18 PAGE : 5502-5504 (1979) |
AUTHOR | : | Itoh, T., Li, Y. T., Li, S. C., and Yu, R. K. |
TITLE | : | Isolation and characterization of a novel monosialosylpentahexosyl ceramide from Tay-Sachs brain PubMed ID:7451432 |
JOURNAL | : | J Biol Chem. |
VOL | : | 256 PAGE : 165-169 (1981) |
AUTHOR | : | Law, K. L., and Smith, D. F. |
TITLE | : | III6NeuAcLc4Cer in human SW1116 colorectal carcinoma cells: a possible oncofetal antigen that is not dependent on Lewis gene expression PubMed ID:3674877 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 258 PAGE : 315-323 (1987) |
AUTHOR | : | Hanqing, M., Avrova, N., Mansson, J. E., Molin, K., and Svennerholm, L. |
TITLE | : | Gangliosides and neutral glycosphingolipids of normal tissue and oat cell carcinoma of human lung PubMed ID:3019414 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 878 PAGE : 360-370 (1986) |
AUTHOR | : | Magnani, J. L., Nilsson, B., Brockhaus, M., Zopf, D., Steplewski, Z., Koprowski, H., Ginsburg, V. |
TITLE | : | A monoclonal antibody-defined antigen associated with gastrointestinal cancer is a ganglioside containing sialylated lacto-N-fucopentaose II. PubMed ID:7142214 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 257 PAGE : 14365-14369 (1982) |
AUTHOR | : | Mansson, J. E., Fredman, P., Nilsson, O., Lindholm, L., Holmgren, J., and Svennerholm, L. |
TITLE | : | Chemical structure of carcinoma ganglioside antigens defined by monoclonal antibody C-50 and some allied gangliosides of human pancreatic adenocarcinoma PubMed ID:3978112 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 834 PAGE : 110-117 (1985) |
AUTHOR | : | Falk, K. E., Karlsson, K. A., Larson, G., Thurin, J., Blaszczyk, M., Steplewski, Z., and Koprowski, H. |
TITLE | : | Mass spectrometry of a human tumor glycolipid antigen being defined by mouse monoclonal antibody NS-19-9 PubMed ID:6188455 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 110 PAGE : 383-391 (1983) |
AUTHOR | : | Taki, T., Matsuo, K., Yamamoto, K., Matsubara, T., Hayashi, A., Abe, T., and Matsumoto, M. |
TITLE | : | Human placenta gangliosides PubMed ID:3374272 |
JOURNAL | : | Lipids. |
VOL | : | 23 PAGE : 192-198 (1988) |
AUTHOR | : | Fukuda, M. N., Dell, A., Oates, J. E., Wu, P., Klock, J. C., Fukuda, M. |
TITLE | : | Structures of glycosphingolipids isolated from human granulocytes. The presence of a series of linear poly-N-acetyllactosaminylceramide and its significance in glycolipids of whole blood cells. PubMed ID:3881421 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 260 PAGE : 1067-1082 (1985) |
AUTHOR | : | Niemann, H., Watanabe, K., and Hakomori, S. |
TITLE | : | Blood group i and I activities of "lacto-N-norhexaosylceramide" and its analogues: the structural requirements for i-specificities PubMed ID:78708 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 81 PAGE : 1286-1293 (1978) |
AUTHOR | : | Chien, J. L., Li, S. C., Laine, R. A., and Li, Y. T. |
TITLE | : | Characterization of gangliosides from bovine erythrocyte membranes PubMed ID:649619 |
JOURNAL | : | J Biol Chem. |
VOL | : | 253 PAGE : 4031-4035 (1978) |
AUTHOR | : | Watanabe, K., Powell, M., Hakomori, S. |
TITLE | : | Isolation and characterization of a novel fucoganglioside of human erythrocyte membranes. PubMed ID:102644 |
JOURNAL | : | J. Biolo. Chem. |
VOL | : | 253 PAGE : 8962-8967 (1978) |
AUTHOR | : | Kannagi, R., Roelcke, D., Peterson, K. A., Okada, Y., Levery, S. B., and Hakomori, S. |
TITLE | : | Characterization of an epitope (determinant) structure in a developmentally regulated glycolipid antigen defined by a cold agglutinin Fl, recognition of alpha-sialosyl and alpha-L-fucosyl groups in a branched structure PubMed ID:6194883 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 120 PAGE : 143-157 (1983) |
AUTHOR | : | Hanada, E., and Konno, K. |
TITLE | : | Characterization of the lacto series of gangliosides, especially of disialo-lacto-N-norhexaosyl ceramide isolated from adult bovine nasal cartilage PubMed ID:3839238 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 97 PAGE : 569-577 (1985) |
AUTHOR | : | Kundu, SK., |
TITLE | : | |
JOURNAL | : | Fed. Proc., Fed. Am. Soc. Exp. Biol. |
VOL | : | 40 PAGE : 1545- (1981) |
AUTHOR | : | Iwamori, M., and Nagai, Y. |
TITLE | : | Monosialogangliosides of rabbit skeletal muscle. Characterization of N-acetylneuraminosyl lacto-N-noroctaosyl ceramide PubMed ID:7251579 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 89 PAGE : 1253-1264 (1981) |
AUTHOR | : | Higashi, H., Ikuta, K., Ueda, S., Kato, S., Hirabayashi, Y., Matsumoto, M., and Naiki, M. |
TITLE | : | Characterization of N-glycolyneuraminic acid-containing glycosphingolipids from a Marek's disease lymphoma-derived chicken cell line, MSB1, as tumor-associated heterophile Hanganutziu-Deicher antigens PubMed ID:6202681 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 95 PAGE : 785-794 (1984) |
AUTHOR | : | Sekine M., Suzuki M., Inagaki F., Suzuki A., and Yamakawa, T. |
TITLE | : | A new extended globoglycolipid carrying the stage specific embryonic antigen-1 (SSEA-1) determinant in mouse kidney. PubMed ID:2885312 |
JOURNAL | : | J. Biochem. |
VOL | : | 101 PAGE : 553-562 (1987) |
AUTHOR | : | Sekine, M., Hashimoto, Y., Inagaki, F., Yamakawa, T., and Suzuki, A. |
TITLE | : | The expression of IV6 beta[Gal beta 1-4(Fuc alpha 1-3)GlcNAc]-Gb5Cer in mouse kidney is controlled by the Gsl-5 gene through regulation of UDP-GlcNAc:Gb5Cer beta 1-6N-acetylglucosaminyltransferase activity PubMed ID:2146256 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 108 PAGE : 103-108 (1990) |
AUTHOR | : | Angstrom, J., Breimer, M. E., Falk, K. E., Hansson, G. C., Karlsson, K. A., and Leffler, H. |
TITLE | : | Chemical characterization of penta-, hexa-, hepta-, octa-, and nonaglycosylceramides of rat small intestine having a globoside-like terminus PubMed ID:7054174 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 682-688 (1982) |
AUTHOR | : | Nohara, K., Suzuki, M., Inagaki, F., Ito, H., and Kaya, K. |
TITLE | : | Identification of novel gangliosides containing lactosaminyl-GM1 structure from rat spleen PubMed ID:2387854 |
JOURNAL | : | J Biol Chem. |
VOL | : | 265 PAGE : 14335-14339 (1990) |
AUTHOR | : | Bartoszewicz, Z., Koscielak, J., and Pacuszka, T. |
TITLE | : | Structure of a new disialoganglioside GD1c from spontaneous murine thymoma PubMed ID:3094941 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 151 PAGE : 77-88 (1986) |
AUTHOR | : | Nakamura, K., Suzuki, M., Taya, C., Inagaki, F., Yamakawa, T., and Suzuki, A. |
TITLE | : | A sialidase-susceptible ganglioside, IV3 alpha(NeuGc alpha 2-8NeuGc)-Gg4Cer, is a major disialoganglioside in WHT/Ht mouse thymoma and thymocytes PubMed ID:1783616 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 110 PAGE : 832-841 (1991) |
AUTHOR | : | Klenk E.and Rennkamp F. |
TITLE | : | |
JOURNAL | : | Hoppe-Seyler's Z. Physiol. Chem. |
VOL | : | 273 PAGE : 253- (1942) |
AUTHOR | : | Klenk, E., and Lauenstein, K. |
TITLE | : | [Glycolipids and sphingomyelins in the stroma of horse erythrocytes.] PubMed ID:13128711 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 295 PAGE : 164-173 (1953) |
AUTHOR | : | Rapport MM., Skipski, VP., Alonzo, NF. |
TITLE | : | |
JOURNAL | : | Nature |
VOL | : | 181 PAGE : 1803- (1958) |
AUTHOR | : | Makita, A., and Yamakawa, T. |
TITLE | : | Biochemistry Of Organ Glycolipids. Iii. The Structures Of Human Kidney Cerebroside Sulfuric Ester, Ceramide Dihexoside And Ceramide Trihexoside PubMed ID:14170087 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 55 PAGE : 365-370 (1964) |
AUTHOR | : | Macher, B. A., and Klock, J. C. |
TITLE | : | Isolation and chemical characterization of neutral glycosphingolipids of human neutrophils PubMed ID:7354081 |
JOURNAL | : | J Biol Chem. |
VOL | : | 255 PAGE : 2092-2096 (1980) |
AUTHOR | : | McKibbin, J. M. |
TITLE | : | The composition of the glycolipids in dog intestine PubMed ID:5793718 |
JOURNAL | : | Biochemistry. |
VOL | : | 8 PAGE : 679-685 (1969) |
AUTHOR | : | Slomiany, B. L., Slomiany, A., and Horowitz, M. I. |
TITLE | : | Sulfatides of hog gastric mucosa PubMed ID:4367973 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 348 PAGE : 388-396 (1974) |
AUTHOR | : | Sugita, M. and Hori, T |
TITLE | : | New types of gangliosides in starfish with sialic acid residues in the inner part of their carbohydrate chains. PubMed ID:977556 |
JOURNAL | : | J. Biochem. |
VOL | : | 80 PAGE : 637-640 (1976) |
AUTHOR | : | Sugita, M. |
TITLE | : | Studies on the glycosphingolipids of the starfish, Asterina pectinifera. II. Isolation and characterization of a novel ganglioside with an internal sialic acid residue. PubMed ID:113398 |
JOURNAL | : | J. Biochem. |
VOL | : | 86 PAGE : 289-300 (1979) |
AUTHOR | : | Sugita, M. |
TITLE | : | Studies on the glycosphingolipids of the starfish, Asterina pectinifera. III. Isolation and structural studies of two novel gangliosides containing internal sialic acid residues. PubMed ID:511847 |
JOURNAL | : | J. Biochem. |
VOL | : | 86 PAGE : 765-772 (1979) |
AUTHOR | : | Sweeley, C. C., and Klionsky, B. |
TITLE | : | Fabry's Disease: Classification As A Sphingolipidosis And Partial Characterization Of A Novel Glycolipid PubMed ID:14081947 |
JOURNAL | : | J Biol Chem. |
VOL | : | 238 PAGE : 3148-3150 (1963) |
AUTHOR | : | Li YT., Li SC., Dawson G. |
TITLE | : | Anomeric structure of ceramide digalactoside isolated from the kidney of a patient with Fabry's disease. PubMed ID:5012456 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 260 PAGE : 88-92 (1972) |
AUTHOR | : | Miyatake, T. |
TITLE | : | A study on glycolipids in Fabry's isease PubMed ID:5307429 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 39 PAGE : 35-45 (1969) |
AUTHOR | : | Makita, A. |
TITLE | : | Biochemistry Of Organ Glycolipids. Ii. Isolation Of Human Kidney Glycolipids PubMed ID:14162508 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 55 PAGE : 269-276 (1964) |
AUTHOR | : | Adams, E. P., and Gray, G. M. |
TITLE | : | The carbohydrate structures of the neutral ceramide glycolipids in kidneys of different mouse strains with special reference to the ceramide dihexosides PubMed ID:5696946 |
JOURNAL | : | Chem Phys Lipids. |
VOL | : | 2 PAGE : 147-155 (1968) |
AUTHOR | : | Nakamura, K., Fujita, R., Ueno, K., Handa, S. |
TITLE | : | Glycosphingolipids of porcine pancreas. PubMed ID:6746593 |
JOURNAL | : | J. Biochem. |
VOL | : | 95 PAGE : 1137-1144 (1984) |
AUTHOR | : | Handa, S., Ariga, T., Miyatake, T., Yamakawa, T. |
TITLE | : | Presence of alpha-anomeric glycosidic configuration in the glycolipids accumulated in kidney with Fabry's disease. PubMed ID:5551655 |
JOURNAL | : | J. Biochem. |
VOL | : | 69 PAGE : 625-627 (1971) |
AUTHOR | : | Vance, D. E., and Sweeley, C. C. |
TITLE | : | Quantitative determination of the neutral glycosyl ceramides in human blood PubMed ID:6057492 |
JOURNAL | : | J Lipid Res. |
VOL | : | 8 PAGE : 621-630 (1967) |
AUTHOR | : | Svennerholm, E., and Svennerholm, L. |
TITLE | : | The Separation Of Neutral Blood-Serum Glycolipids By Thin-Layer Chromatography PubMed ID:14067617 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 70 PAGE : 432-441 (1963) |
AUTHOR | : | Ariga, T., Suzuki, M., Yu, R. K., Kuroda, Y., Shimada, I., Inagaki, F., Miyatake, T. |
TITLE | : | Accumulation of unique globo-series glycolipids in PC 12h pheochromocytoma cells. PubMed ID:2912970 |
JOURNAL | : | J Biol. Chem. |
VOL | : | 264 PAGE : 1516-1521 (1989) |
AUTHOR | : | Larson G. |
TITLE | : | Globoseries glycosphingolipids of human meconium. PubMed ID:3010864 |
JOURNAL | : | Arch. Biochem. Biophys. |
VOL | : | 246 PAGE : 531-545 (1986) |
AUTHOR | : | Arita, H., and Kawanami, J. |
TITLE | : | Cytolipin R from rat spleen PubMed ID:893368 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 81 PAGE : 1661-1664 (1977) |
AUTHOR | : | Seyama, Y., and Yamakawa, T. |
TITLE | : | Chemical structure of glycolipid of guinea pig red blood cell membrane PubMed ID:4847216 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 75 PAGE : 837-842 (1974) |
AUTHOR | : | Svennerholm, L., and Raal, A. |
TITLE | : | Composition of brain ganglio-sides PubMed ID:13918690 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 53 PAGE : 422-424 (1961) |
AUTHOR | : | Gatt, S., and Berman, E. R. |
TITLE | : | Studies on brain lipids in Tay-Sachs' disease. I. Isolation of two sialic acid-free glycolipids PubMed ID:13946796 |
JOURNAL | : | J Neurochem. |
VOL | : | 10 PAGE : 43-49 (1963) |
AUTHOR | : | Taketomi, T., and Kawamura, N. |
TITLE | : | Cerebral and visceral glycolipids in a case of Tay-Sachs disease PubMed ID:4314931 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 66 PAGE : 165-174 (1969) |
AUTHOR | : | Gregoire PE., Jonniaux G., Loeb H., Voet W. and Capaelle R. |
TITLE | : | [Biochemical study of cerebral and hepatic lipids in a case of Tay-Sachs disease] |
JOURNAL | : | Rev. Fr. Etud. Clin. Biol. |
VOL | : | 14 PAGE : 568- (1969) |
AUTHOR | : | Kannagi, R., Levery, S. B., Hakomori, S. |
TITLE | : | Hybrid type glycolipids (lacto-ganglio series) with a novel branched structure. Their presence in undifferentiated murine leukemia cells and their dependence on differentiation. PubMed ID:6234312 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 259 PAGE : 8444-8451 (1984) |
AUTHOR | : | Slomiany, A., Slomiany, B. L., and Annese, C. |
TITLE | : | Sulfated trihexosylceramide from gastric mucosa containing N-acetylglucosamine PubMed ID:7408896 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 109 PAGE : 471-474 (1980) |
AUTHOR | : | Ando, S., Kon, K., Nagai, Y., and Yamakawa, T. |
TITLE | : | A novel pentaglycosyl ceramide containing di-beta-N-acetylgalactos-aminyl residue (Para-Forssman glycolipid) isolated from human erythrocyte membrane PubMed ID:6814203 |
JOURNAL | : | Adv Exp Med Biol. |
VOL | : | 152 PAGE : 71-81 (1982) |
AUTHOR | : | Angstrom, J., Karlsson, H., Karlsson, K. A., Larson, G., and Nilson, K. |
TITLE | : | GalNAc beta 1----3 terminated glycosphingolipids of human erythrocytes PubMed ID:3800377 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 251 PAGE : 440-449 (1986) |
AUTHOR | : | Slomiany, A., and Slomiany, B. L. |
TITLE | : | Water-soluble glycosphingolipids of dog gastric mucosa. Characterization of a branched ceramide heptasaccharide PubMed ID:891524 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 76 PAGE : 491-498 (1977) |
AUTHOR | : | Leffler, H., Hansson, G. C., Stromberg, N. |
TITLE | : | A novel sulfoglycosphingolipid of mouse small intestine, IV3-sulfogangliotetraosylceramide, demonstrated by negative ion fast atom bombardment mass spectrometry. PubMed ID:3944094 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 261 PAGE : 1440-1444 (1986) |
AUTHOR | : | Fredman, P., Mattsson, L., Andersson, K., Davidsson, P., Ishizuka, I., Jeansson, S., Mansson, J. E., Svennerholm, L. |
TITLE | : | Characterization of the binding epitope of a monoclonal antibody to sulphatide. PubMed ID:2455508 |
JOURNAL | : | Biochem. J. |
VOL | : | 251 PAGE : 17-22 (1988) |
AUTHOR | : | Kannagi, R., Levery, S. B., Hakomori, S. |
TITLE | : | Hybrid type glycolipids (lacto-ganglio series) with a novel branched structure. Their presence in undifferentiated murine leukemia cells and their dependence on differentiation. PubMed ID:6234312 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 259 PAGE : 8444-8451 (1984) |
AUTHOR | : | Ariga, T., Kohriyama, T., Freddo, L., Latov, N., Saito, M., Kon, K., Ando, S., Suzuki, M., Hemling, M. E., Rinehart, K. L., Jr., et al. |
TITLE | : | Characterization of sulfated glucuronic acid containing glycolipids reacting with IgM M-proteins in patients with neuropathy PubMed ID:2433270 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 848-853 (1987) |
AUTHOR | : | Chou, D. K., Ilyas, A. A., Evans, J. E., Costello, C., Quarles, R. H. and Jungalwala, F. B. |
TITLE | : | Structure of sulfated glucuronyl glycolipids in the nervous system reacting with HNK-1 antibody and some IgM paraproteins in neuropathy. PubMed ID:3017944 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 261 PAGE : 11717-11725 (1986) |
AUTHOR | : | Slomiany, B. L., and Slomiany, A. |
TITLE | : | Isolation and characterization of the sulfated neolactotetraosylceramide from hog gastric mucosa PubMed ID:649586 |
JOURNAL | : | J Biol Chem. |
VOL | : | 253 PAGE : 3517-3520 (1978) |
AUTHOR | : | Breimer, M. E., Hansson, G. C., Karlsson, K. A., Leffler, H. |
TITLE | : | Glycosphingolipids of rat tissues. Different composition of epithelial and nonepithelial cells of small intestine. PubMed ID:7053385 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 257 PAGE : 557-568 (1982) |
AUTHOR | : | Ariga, T., Suzuki, M., Yu, R. K., Kuroda, Y., Shimada, I., Inagaki, F., Miyatake, T. |
TITLE | : | Accumulation of unique globo-series glycolipids in PC 12h pheochromocytoma cells. PubMed ID:2912970 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 264 PAGE : 1516-1521 (1989) |
AUTHOR | : | Larson, G. |
TITLE | : | Globoseries glycosphingolipids of human meconium. PubMed ID:3010864 |
JOURNAL | : | Arch. Biochem. Biophys. |
VOL | : | 246 PAGE : 531-545 (1986) |
AUTHOR | : | Kannagi, R., Levery, S. B., Ishigami, F., Hakomori, S., Shevinsky, L. H., Knowles, B. B., Solter, D. |
TITLE | : | New globoseries glycosphingolipids in human teratocarcinoma reactive with the monoclonal antibody directed to a developmentally regulated antigen, stage-specific embryonic antigen 3. PubMed ID:6863318 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 258 PAGE : 8934-8942 (1983) |
AUTHOR | : | Breimer, M. E., Karlsson, K. A. |
TITLE | : | Chemical and immunological identification of glycolipid-based blood group ABH and Lewis antigens in human kidney. PubMed ID:6830844 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 755 PAGE : 170-177 (1983) |
AUTHOR | : | Sekine, M., Suzuki, M., Inagaki, F., Suzuki, A., Yamakawa, T. |
TITLE | : | A new extended globoglycolipid carrying the stage specific embryonic antigen-1 (SSEA-1) determinant in mouse kidney. PubMed ID:2885312 |
JOURNAL | : | J. Biochem. |
VOL | : | 101 PAGE : 553-562 (1987) |
AUTHOR | : | Karlsson, K. A., Larson, G. |
TITLE | : | Molecular characterization of cell surface antigens of fetal tissue. Detailed analysis of glycosphingolipids of meconium of a human O Le(a--b+) secretor. PubMed ID:6782103 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 256 PAGE : 3512-3524 (1981) |
AUTHOR | : | Fukuda, M. N., Dell, A., Oates, J. E., Wu, P., Klock, J. C., Fukuda, M. |
TITLE | : | Structures of glycosphingolipids isolated from human granulocytes. The presence of a series of linear poly-N-acetyllactosaminylceramide and its significance in glycolipids of whole blood cells. PubMed ID:3881421 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 260 PAGE : 1067-1082 (1985) |
AUTHOR | : | Okada, Y., Kannagi, R., Levery, S. B., and Hakomori, S. |
TITLE | : | Glycolipid antigens with blood group I and i specificities from human adult and umbilical cord erythrocytes PubMed ID:6203982 |
JOURNAL | : | J Immunol. |
VOL | : | 133 PAGE : 835-842 (1984) |
AUTHOR | : | Breimer, M. E., Hansson, G. C., Karlsson, K. A., and Leffler, H. |
TITLE | : | Isolation and partial characterization of blood group A and H active glycosphingolipids of rat small intestine PubMed ID:6798034 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 906-912 (1982) |
AUTHOR | : | Hansson, G. C., Karlsson, K. A., and Thurin, J. |
TITLE | : | Glycolipids of rat large intestine. Characterization of a novel blood group B-active tetraglycosylceramide absent from small intestine PubMed ID:7437454 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 620 PAGE : 270-280 (1980) |
AUTHOR | : | Slomiany, B. L., Slomiany, A., and Horowitz, M. I. |
TITLE | : | Characterization of three new fucolipids from hog gastric mucosa PubMed ID:1175629 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 56 PAGE : 353-358 (1975) |
AUTHOR | : | Schwarting, G. A., Carroll, P. G., DeWolf, W. C. |
TITLE | : | Fucosyl-globoside and sialosyl-globoside are new glycolipids isolated from human teratocarcinoma cells. PubMed ID:6847688 |
JOURNAL | : | Biochem. Biophys. Res. Commun. |
VOL | : | 112 PAGE : 935-940 (1983) |
AUTHOR | : | Bremer, E. G., Levery, S. B., Sonnino, S., Ghidoni, R., Canevari, S., Kannagi, R., and Hakomori, S. |
TITLE | : | Characterization of a glycosphingolipid antigen defined by the monoclonal antibody MBr1 expressed in normal and neoplastic epithelial cells of human mammary gland PubMed ID:6501317 |
JOURNAL | : | J Biol Chem. |
VOL | : | 259 PAGE : 14773-14777 (1984) |
AUTHOR | : | Kannagi, R., Levery, S. B., and Hakomori, S. |
TITLE | : | Blood group H antigen with globo-series structure. Isolation and characterization from human blood group O erythrocytes PubMed ID:6479351 |
JOURNAL | : | FEBS Lett. |
VOL | : | 175 PAGE : 397-401 (1984) |
AUTHOR | : | Breimer, M. E., and Jovall, P. A. |
TITLE | : | Structural characterization of a blood group A heptaglycosylceramide with globo-series structure. The major glycolipid based blood group A antigen of human kidney PubMed ID:3965299 |
JOURNAL | : | FEBS Lett. |
VOL | : | 179 PAGE : 165-172 (1985) |
AUTHOR | : | Clausen, H., Watanabe, K., Kannagi, R., Levery, S. B., Nudelman, E., Arao-Tomono, Y., and Hakomori, S. |
TITLE | : | Blood group A glycolipid (Ax) with globo-series structure which is specific for blood group A1 erythrocytes: one of the chemical bases for A1 and A2 distinction PubMed ID:6497890 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 124 PAGE : 523-529 (1984) |
AUTHOR | : | Slomiany, B. L., and Slomiany, A. |
TITLE | : | Forssman glycolipid variants of dog gastric mucosa. Structure of a branched ceramide octasaccharide PubMed ID:414913 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 83 PAGE : 105-111 (1978) |
AUTHOR | : | Hansson, G. C., Bouhours, J. F., and Angstrom, J. |
TITLE | : | Characterization of neutral blood group B-active glycosphingolipids of rat gastric mucosa. A novel type of blood group active glycosphingolipid based on isogloboside PubMed ID:3654605 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 13135-13141 (1987) |
AUTHOR | : | Taki, T., Hirabayashi, Y., Matsumoto, M., Kojima, K. |
TITLE | : | Enzymic synthesis of a new type of fucose-containing glycolipid with fucosyltransferase of rat ascites hepatoma cell, AH 7974F. PubMed ID:32911 |
JOURNAL | : | Biochimica et Biophysica Acta |
VOL | : | 572 PAGE : 105-112 (1979) |
AUTHOR | : | Taki, T., Kimura, H., Gasa, S., Nakamura, M., and Matsumoto, M. |
TITLE | : | A new type of blood group B active glycosphingolipid in rat bone marrow cells. Occurrence of the glycolipid in rat immunocytes and ascites hepatoma PubMed ID:3997820 |
JOURNAL | : | J Biol Chem. |
VOL | : | 260 PAGE : 6219-6225 (1985) |
AUTHOR | : | Stellner, K., Watanabe, K., Hakomori, S. |
TITLE | : | Isolation and characterization of glycosphingolipids with blood group H specificity from membranes of human erythrocytes. PubMed ID:4734896 |
JOURNAL | : | Biochemistry |
VOL | : | 12 PAGE : 656-661 (1973) |
AUTHOR | : | Koscielak, J., Plasek, A., Gorniak, H., Gardas, A., Gregor, A. |
TITLE | : | Structures of fucose-containing glycolipids with H and B blood-group activity and of sialic acid and glucosamine-containing glycolipid of human-erythrocyte membrane. PubMed ID:4745728 |
JOURNAL | : | Eur. J. Biochem. |
VOL | : | 37 PAGE : 214-225 (1973) |
AUTHOR | : | Hanfland, P. |
TITLE | : | Characterization of B and H blood-group active glycosphingolopids from human B erythrocyte membranes PubMed ID:812611 |
JOURNAL | : | Chem Phys Lipids. |
VOL | : | 15 PAGE : 105-124 (1975) |
AUTHOR | : | Hakomori, S., Andrews, H. D. |
TITLE | : | Sphingoglycolipids with Leb activity, and the co-presence of Lea-, Leb-glycolipids in human tumor tissue. PubMed ID:5417196 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 202 PAGE : 225-228 (1970) |
AUTHOR | : | McKibbin, J. M., Spencer, W. A., Smith, E. L., Mansson, J. E., Karlsson, K. A., Samuelsson, B. E., Li, Y. T., and Li, S. C. |
TITLE | : | Lewis blood group fucolipids and their isomers from human and canine intestine PubMed ID:6798032 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 755-760 (1982) |
AUTHOR | : | Gooi, H. C., Feizi, T., Kapadia, A., Knowles, B. B., Solter, D., and Evans, M. J. |
TITLE | : | Stage-specific embryonic antigen involves alpha 1 goes to 3 fucosylated type 2 blood group chains PubMed ID:6165896 |
JOURNAL | : | Nature. |
VOL | : | 292 PAGE : 156-158 (1981) |
AUTHOR | : | Hakomori, S., Nudelman, E., Levery, S., Solter, D., and Knowles, B. B. |
TITLE | : | The hapten structure of a developmentally regulated glycolipid antigen (SSEA-1) isolated from human erythrocytes and adenocarcinoma: a preliminary note PubMed ID:6117281 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 100 PAGE : 1578-1586 (1981) |
AUTHOR | : | Abe, K., McKibbin, J. M., and Hakomori, S. |
TITLE | : | The monoclonal antibody directed to difucosylated type 2 chain (Fuc alpha 1 leads to 2Gal beta 1 leads to 4[Fuc alpha 1 leads to 3]GlcNAc; Y Determinant) PubMed ID:6194156 |
JOURNAL | : | J Biol Chem. |
VOL | : | 258 PAGE : 11793-11797 (1983) |
AUTHOR | : | Wherrett, J. R., Hakomori, S. I. |
TITLE | : | Characterization of a blood group B glycolipid, accumulating in the pancreas of a patient with Fabry's disease. PubMed ID:4735571 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 248 PAGE : 3046-3051 (1973) |
AUTHOR | : | Watanabe, K., and Hakomori, S. I. |
TITLE | : | Status of blood group carbohydrate chains in ontogenesis and in oncogenesis PubMed ID:60462 |
JOURNAL | : | J Exp Med. |
VOL | : | 144 PAGE : 645-653 (1976) |
AUTHOR | : | Clausen, H., Levery, S. B., Nudelman, E., Baldwin, M., and Hakomori, S. |
TITLE | : | Further characterization of type 2 and type 3 chain blood group A glycosphingolipids from human erythrocyte membranes PubMed ID:3801409 |
JOURNAL | : | Biochemistry. |
VOL | : | 25 PAGE : 7075-7085 (1986) |
AUTHOR | : | Breimer, M. E. |
TITLE | : | Tissue specificity of glycosphingolipids as expressed in pancreas and small intestine of blood group A and B human individuals PubMed ID:6198960 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 228 PAGE : 71-85 (1984) |
AUTHOR | : | Yoda, Y., Makita, A., and Gasa, S. |
TITLE | : | Blood-group A and the related glycolipids of human lung PubMed ID:7068580 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 91 PAGE : 627-632 (1982) |
AUTHOR | : | McKibbin, J. M., Smith, E. L., Mansson, J. E., Li, Y. T. |
TITLE | : | Characterization of dog small intestinal fucolipids with human blood group A activity. Differences in dog and human A-active fucolipids. PubMed ID:402937 |
JOURNAL | : | Biochemistry |
VOL | : | 16 PAGE : 1223-1228 (1977) |
AUTHOR | : | Clausen, H., Levery, S. B., Nudelman, E. D., Stroud, M., Salyan, M. E., Hakomori, S. |
TITLE | : | Isolation and characterization of novel glycolipids with blood group A-related structures: galactosyl-A and sialosylgalactosyl-A. PubMed ID:3654659 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 262 PAGE : 14228-14234 (1987) |
AUTHOR | : | Breimer, M. E., Hansson, G. C., Karlsson, K. A., Leffler, H., Pimlott, W., and Samuelsson, B. E. |
TITLE | : | Selected ion monitoring of glycospingolipid mixtures. Identification of several blood group type glycolipids in the small intestine of an individual rabbit PubMed ID:476287 |
JOURNAL | : | Biomed Mass Spectrom. |
VOL | : | 6 PAGE : 231-241 (1979) |
AUTHOR | : | Angstrom, J., Falk, P., Hansson, G. C., Holgersson, J., Karlsson, H., Karlsson, K. A., Stromberg, N., and Thurin, J. |
TITLE | : | The mono- and difucosyl blood group B glycosphingolipids of rat large intestine differ in type of core saccharide PubMed ID:3651504 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 926 PAGE : 79-86 (1987) |
AUTHOR | : | Kannagi, R., Levery, S. B., and Hakomori, S. |
TITLE | : | Lea-active heptaglycosylceramide, a hybrid of type 1 and type 2 chain, and the pattern of glycolipids with Lea, Leb, X (Lex), and Y (Ley) determinants in human blood cell membranes (ghosts). Evidence that type 2 chain can elongate repetitively but type 1 chain cannot PubMed ID:3997830 |
JOURNAL | : | J Biol Chem. |
VOL | : | 260 PAGE : 6410-6415 (1985) |
AUTHOR | : | Martensson, S., Due, C., Pahlsson, P., Nilsson, B., Eriksson, H., Zopf, D., Olsson, L., and Lundblad, A. |
TITLE | : | A carbohydrate epitope associated with human squamous lung cancer PubMed ID:2450645 |
JOURNAL | : | Cancer Res. |
VOL | : | 48 PAGE : 2125-2131 (1988) |
AUTHOR | : | Clausen, H., Levery, S. B., Kannagi, R., and Hakomori, S. |
TITLE | : | Novel blood group H glycolipid antigens exclusively expressed in blood group A and AB erythrocytes (type 3 chain H). I. Isolation and chemical characterization PubMed ID:3944091 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 1380-1387 (1986) |
AUTHOR | : | Clausen, H., Levery, S. B., Nudelman, E., Tsuchiya, S., and Hakomori, S. |
TITLE | : | Repetitive A epitope (type 3 chain A) defined by blood group A1-specific monoclonal antibody TH-1: chemical basis of qualitative A1 and A2 distinction PubMed ID:2579390 |
JOURNAL | : | Proc Natl Acad Sci U S A. |
VOL | : | 82 PAGE : 1199-1203 (1985) |
AUTHOR | : | Bjork, S., Breimer, M. E., Hansson, G. C., Karlsson, K. A., and Leffler, H. |
TITLE | : | Structures of blood group glycosphingolipids of human small intestine. A relation between the expression of fucolipids of epithelial cells and the ABO, Le and Se phenotype of the donor PubMed ID:3571286 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 6758-6765 (1987) |
AUTHOR | : | Breimer, M. E., Karlsson, K. A., and Samuelsson, B. E. |
TITLE | : | Characterization of a blood group H type pentaglycosylceramide of human pancreas based on a type 1 carbohydrate chain PubMed ID:7217056 |
JOURNAL | : | J Biol Chem. |
VOL | : | 256 PAGE : 3810-3816 (1981) |
AUTHOR | : | Hakomori, S., Jeanloz, R. W. |
TITLE | : | |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 238 PAGE : 3606- (1964) |
AUTHOR | : | Hakomori, S. I. |
TITLE | : | Release of carbohydrates from sphingoglycolipid by osmium-catalyzed periodate oxidation followed by treatment with mild alkali PubMed ID:4291317 |
JOURNAL | : | J Lipid Res. |
VOL | : | 7 PAGE : 789-792 (1966) |
AUTHOR | : | Hakomori, S. I., Koscielak, J., Bloch, K. J., and Jeanloz, R. W. |
TITLE | : | Immunologic relationship between blood group substances and a fucose-containing glycolipid of human adenocarcinoma PubMed ID:6018768 |
JOURNAL | : | J Immunol. |
VOL | : | 98 PAGE : 31-38 (1967) |
AUTHOR | : | Marcus, D. M., and Cass, L. E. |
TITLE | : | Glycosphingolipids with Lewis blood group activity: uptake by human erythrocytes PubMed ID:5778002 |
JOURNAL | : | Science. |
VOL | : | 164 PAGE : 553-555 (1969) |
AUTHOR | : | Brockhaus, M., Magnani, J. L., Blaszczyk, M., Steplewski, Z., Koprowski, H., Karlsson, K. A., Larson, G., and Ginsburg, V. |
TITLE | : | Monoclonal antibodies directed against the human Leb blood group antigen PubMed ID:7309759 |
JOURNAL | : | J Biol Chem. |
VOL | : | 256 PAGE : 13223-13225 (1981) |
AUTHOR | : | Egge, H., and Hanfland, P. |
TITLE | : | Immunochemistry of the Lewis-blood-group system: mass spectrometric analysis of permethylated Le(a)-, Le(b)-, and H-type 1 (LedH) blood-group active and related glycosphingolipids from human plasma PubMed ID:7294834 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 210 PAGE : 396-404 (1981) |
AUTHOR | : | Clausen, H., Levery, S. B., McKibbin, J. M., and Hakomori, S. |
TITLE | : | Blood group A determinants with mono- and difucosyl type 1 chain in human erythrocyte membranes PubMed ID:4041428 |
JOURNAL | : | Biochemistry. |
VOL | : | 24 PAGE : 3578-3586 (1985) |
AUTHOR | : | Jovall, P. A., Lindstrom, K., Pascher, I., Pimlott, W., and Samuelsson, B. E. |
TITLE | : | Identification of a blood group A active hexaglycosylceramide with a type 1 carbohydrate chain in plasma of an A1 Le(a-b-) secretor PubMed ID:3662532 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 257 PAGE : 409-415 (1987) |
AUTHOR | : | Breimer, M. E., Karlsson, K. A., and Samuelsson, B. E. |
TITLE | : | Characterization of a human intestinal difucosyl heptaglycosylceramide with a blood group B determinant and a type 1 carbohydrate chain PubMed ID:7054167 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 1079-1085 (1982) |
AUTHOR | : | Slomiany, A., Slomiany, B. L., and Horowitz, M. I. |
TITLE | : | Structural study of the blood group A active glycolipids of hog gastric mucosa PubMed ID:4360683 |
JOURNAL | : | J Biol Chem. |
VOL | : | 249 PAGE : 1225-1230 (1974) |
AUTHOR | : | Slomiany, A., Slomiany, B. L. |
TITLE | : | Blood group A active difucosyl glycolipid from hog gastric mucosa. PubMed ID:1125299 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 388 PAGE : 135-145 (1975) |
AUTHOR | : | Slomiany, B. L., Slomiany, A. |
TITLE | : | Branched blood group A-active fucolipids of hog gastric mucosa. PubMed ID:192301 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 486 PAGE : 531-540 (1977) |
AUTHOR | : | Watanabe, K., Laine, R. A., and Hakomori, S. I. |
TITLE | : | On neutral fucoglycolipids having long, branched carbohydrate chains: H-active and I-active glycosphingolipids of human erythrocyte membranes PubMed ID:807238 |
JOURNAL | : | Biochemistry. |
VOL | : | 14 PAGE : 2725-2733 (1975) |
AUTHOR | : | Kannagi, R., Nudelman, E., Levery, S. B., and Hakomori, S. |
TITLE | : | A series of human erythrocyte glycosphingolipids reacting to the monoclonal antibody directed to a developmentally regulated antigen SSEA-1 PubMed ID:6129244 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 14865-14874 (1982) |
AUTHOR | : | Nudelman, E., Levery, S. B., Kaizu, T., and Hakomori, S. |
TITLE | : | Novel fucolipids of human adenocarcinoma: characterization of the major Ley antigen of human adenocarcinoma as trifucosylnonaosyl Ley glycolipid (III3FucV3FucVI2FucnLc6) PubMed ID:3733752 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 11247-11253 (1986) |
AUTHOR | : | Hakomori, S., Nudelman, E., Levery, S. B., and Kannagi, R. |
TITLE | : | Novel fucolipids accumulating in human adenocarcinoma. I. Glycolipids with di- or trifucosylated type 2 chain PubMed ID:6707026 |
JOURNAL | : | J Biol Chem. |
VOL | : | 259 PAGE : 4672-4680 (1984) |
AUTHOR | : | Fukuda, M. N., and Levery, S. B. |
TITLE | : | Glycolipids of fetal, newborn, and adult erythrocytes: glycolipid pattern and structural study of H3-glycolipid from newborn erythrocytes PubMed ID:6639942 |
JOURNAL | : | Biochemistry. |
VOL | : | 22 PAGE : 5034-5040 (1983) |
AUTHOR | : | Hanfland, P., Kordowicz, M., Niermann, H., Egge, H., Dabrowski, U., Peter-Katalinic, J., and Dabrowski, J. |
TITLE | : | Purification and structures of branched blood-group-B-active glycosphingolipids from human erythrocyte membranes PubMed ID:6510415 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 145 PAGE : 531-542 (1984) |
AUTHOR | : | Fukuda, M. N., and Hakomori, S. |
TITLE | : | Structures of branched blood group A-active glycosphingolipids in human erythrocytes and polymorphism of A- and H-glycolipids in A1 and A2 subgroups PubMed ID:7053380 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 446-455 (1982) |
AUTHOR | : | Breimer, M. E., Falk, K. E., Hansson, G. C., and Karlsson, K. A. |
TITLE | : | Structural identification of two ten-sugar branched chain glycosphingolipids of blood group H type present in epithelial cells of rat small intestine PubMed ID:6796590 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 50-59 (1982) |
AUTHOR | : | Hansson, G. C. |
TITLE | : | The structure of two blood group A-active glycosphingolipids with 12 sugars and a branched chain present in the epithelial cells of rat small intestine PubMed ID:6885761 |
JOURNAL | : | J Biol Chem. |
VOL | : | 258 PAGE : 9612-9615 (1983) |
AUTHOR | : | Gardas, A. |
TITLE | : | A structural study on a macro-glycolipid containing 22 sugars isolated from human erythrocytes PubMed ID:964264 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 68 PAGE : 177-183 (1976) |
AUTHOR | : | Gardas, A. |
TITLE | : | Studies on the I-blood-group-active sites on macro-glycolipids from human erythrocytes PubMed ID:823020 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 68 PAGE : 185-191 (1976) |
AUTHOR | : | Slomiany, B. L., and Slomiany, A. |
TITLE | : | Complex glycosphingolipids with blood-group A specificity PubMed ID:838059 |
JOURNAL | : | FEBS Lett. |
VOL | : | 73 PAGE : 175-180 (1977) |
AUTHOR | : | Slomiany, A., and Horowitz, M. I. |
TITLE | : | Blood group A active glycolipids of hog gastric mucosa. Isolation and partial characterization PubMed ID:4737735 |
JOURNAL | : | J Biol Chem. |
VOL | : | 248 PAGE : 6232-6238 (1973) |
AUTHOR | : | Slomiany, A., and Slomiany, B. L. |
TITLE | : | Structure of the ceramide octadekahexoside isolated from gastric mucosa PubMed ID:7387673 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 93 PAGE : 770-775 (1980) |
AUTHOR | : | Slomiany, B. L., and Slomiany, A. |
TITLE | : | Blood-group-(A + H) complex fucolipids of hog gastric mucosa PubMed ID:710419 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 90 PAGE : 39-49 (1978) |
AUTHOR | : | Slomiany, B. L., Slomiany, A. |
TITLE | : | Structural studies on branched fucosphingolipids of hog gastric mucosa. PubMed ID:912820 |
JOURNAL | : | Chem. Phys. Lipids |
VOL | : | 20 PAGE : 57-69 (1977) |
AUTHOR | : | Slomiany, B. L., Slomiany, A., Galicki, N. I., and Kojima, K. |
TITLE | : | Complex fucolipids of hog gastric mucosa. Structure of the ceramide eikosahexoside PubMed ID:6257515 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 113 PAGE : 27-32 (1980) |
AUTHOR | : | Karlsson, K. A., and Larson, G. |
TITLE | : | Structural characterization of lactotetraosylceramide, a novel glycosphingolipid isolated from human meconium PubMed ID:479198 |
JOURNAL | : | J Biol Chem. |
VOL | : | 254 PAGE : 9311-9316 (1979) |
AUTHOR | : | Karlsson, K. A., and Larson, G. |
TITLE | : | Molecular characterization of cell surface antigens of fetal tissue. Detailed analysis of glycosphingolipids of meconium of a human O Le(a--b+) secretor. PubMed ID:6782103 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 256 PAGE : 3512-3524 (1981) |
AUTHOR | : | Hanfland, P., Egge, H., Dabrowski, U., Kuhn, S., Roelcke, D., and Dabrowski, J. |
TITLE | : | Isolation and characterization of an I-active ceramide decasaccharide from rabbit erythrocyte membranes PubMed ID:7295682 |
JOURNAL | : | Biochemistry. |
VOL | : | 20 PAGE : 5310-5319 (1981) |
AUTHOR | : | Fukuda MN. Dell A. Oates JE. Wu P. Klock JC. Fukuda M. |
TITLE | : | Structures of glycosphingolipids isolated from human granulocytes. The presence of a series of linear poly-N-acetyllactosaminylceramide and its significance in glycolipids of whole blood cells. PubMed ID:3881421 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 260 PAGE : 1067-1082 (1985) |
AUTHOR | : | Watanabe K. Matsubara T. Hakomori S. |
TITLE | : | alpha-L-Fucopyranosylceramide, a novel glycolipid accumulated in some of the human colon tumors. PubMed ID:1262328 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 251 PAGE : 2385-2387 (1976) |
AUTHOR | : | Breimer, M. E., Hansson, G. C., Karlsson, K. A., and Leffler, H. |
TITLE | : | Glycolipids of rat small intestine. Characterization of a novel blood group H-active triglycosylceramide PubMed ID:7353025 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 617 PAGE : 85-96 (1980) |
AUTHOR | : | Ugorski, M., Nilsson, B., Schroer, K., Cashel, J. A., and Zopf, D. |
TITLE | : | Gas chromatography/mass spectrometry analysis of oligosaccharides from neutral glycosphingolipids of murine B cell hybridomas PubMed ID:6608522 |
JOURNAL | : | J Biol Chem. |
VOL | : | 259 PAGE : 481-486 (1984) |
AUTHOR | : | Makita A, Suzuki C, Yosizawa Z, Konno T. |
TITLE | : | Glycolipids isolated from the spleen of Gaucher's disease. PubMed ID:5956509 |
JOURNAL | : | Tohoku J. Exp. Med. |
VOL | : | 88 PAGE : 277-288 (1966) |
AUTHOR | : | Oshima, M. |
TITLE | : | Identification of glucosyl sphingosine from Gaucher's spleen by gas chromatography-electron impact and GC-chemical ionization mass spectrometry PubMed ID:965366 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 80 PAGE : 53-59 (1976) |
AUTHOR | : | Raghavan, S. S., Mumford, R. A., and Kanfer, J. N. |
TITLE | : | Isolation and characterization of glucosylsphingosine from Gaucher's spleen PubMed ID:4414001 |
JOURNAL | : | J Lipid Res. |
VOL | : | 15 PAGE : 484-490 (1974) |
AUTHOR | : | Curtino, J. A., and Caputto, R. |
TITLE | : | Enzymatic synthesis of glucosylsphingosine by rat brain microsomes PubMed ID:5055824 |
JOURNAL | : | Lipids. |
VOL | : | 7 PAGE : 525-527 (1972) |
AUTHOR | : | Watanabe K. Matsubara T. Hakomori S. |
TITLE | : | a-L-Fucopyranosylceramide, a novel glycolipid accumulated in some of the human colon tumors. PubMed ID:1262328 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 251 PAGE : 2385-2387 (1976) |
AUTHOR | : | Karlsson, K. A., Samuelsson, B. E., and Steen, G. O. |
TITLE | : | Identification of a xylose-containing cerebroside in the salt gland of the herring gull PubMed ID:4335795 |
JOURNAL | : | J Lipid Res. |
VOL | : | 13 PAGE : 169-176 (1972) |
AUTHOR | : | Yamamoto, A., Yano, I., Masui, M., Yabuuchi, E. |
TITLE | : | Isolation of a novel sphingoglycolipid containing glucuronic acid and 2-hydroxy fatty acid from Flavobacterium devorans ATCC 10829. PubMed ID:659393 |
JOURNAL | : | J. Biochem. |
VOL | : | 83 PAGE : 1213-1216 (1978) |
AUTHOR | : | Sugita, M. |
TITLE | : | Studies on the glycosphingolipids of the starfish, Asterina pectinifera. I. The isolation and characterization of ceramide mono- and di-hexosides. PubMed ID:591503 |
JOURNAL | : | J. Biochem. |
VOL | : | 82 PAGE : 1307-1312 (1977) |
AUTHOR | : | De Baecque, C., Johnson, A. B., Naiki, M., Schwarting, G., and Marcus, D. M. |
TITLE | : | Ganglioside localization in cerebellar cortex: an immunoperoxidase study with antibody to GM1 ganglioside PubMed ID:963536 |
JOURNAL | : | Brain Res. |
VOL | : | 114 PAGE : 117-122 (1976) |
AUTHOR | : | Yamakawa, T., Yokoyama, S., and Handa, N. |
TITLE | : | Chemistry of lipids of posthemolytic residue or stroma of erythrocytes. XI. Structure of globoside, the main mucolipid of human erythrocytes PubMed ID:14002301 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 53 PAGE : 28-36 (1963) |
AUTHOR | : | Makita, A., and Yamakawa, T. |
TITLE | : | Biochemistry of organ glycolipid. I. Ceramide-oligohexosides of human, equine and bovine spleens PubMed ID:14468728 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 51 PAGE : 124-133 (1962) |
AUTHOR | : | Kawanami J. Tsuji T. |
TITLE | : | Lipids of cancer tissues. 3. Glycolipids of human hepatoma tissue. PubMed ID:4302095 |
JOURNAL | : | Jpn. J. Exp. Med. |
VOL | : | 38 PAGE : 11-18 (1968) |
AUTHOR | : | Kawanami J. Tsuji T. |
TITLE | : | Lipids of cancer tissues. IV. Glycolipids of human hepatoma tissue.PubMed ID:4302095 |
JOURNAL | : | Jpn. J. Exp. Med. |
VOL | : | 38 PAGE : 11-18 (1968) |
AUTHOR | : | Svennerholm, L., Bruce, A., Mansson, J. E., Rynmark, B. M., and Vanier, M. T. |
TITLE | : | Sphinolipids of human skeletal muscle PubMed ID:4648787 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 280 PAGE : 626-636 (1972) |
AUTHOR | : | Norton, W. T., and Poduslo, S. E. |
TITLE | : | Neuronal perikarya and astroglia of rat brain: chemical composition during myelination PubMed ID:5542708 |
JOURNAL | : | J Lipid Res. |
VOL | : | 12 PAGE : 84-90 (1971) |
AUTHOR | : | Handa S. Ariga T. Miyatake T. Yamakawa T. |
TITLE | : | Presence of alpha-anomeric glycosidic configuration in the glycolipids accumulated in kidney with Fabry's disease. PubMed ID:5551655 |
JOURNAL | : | J. Biochem. |
VOL | : | 69 PAGE : 625-627 (1971) |
AUTHOR | : | Wherrett JR., Hakomori SI. |
TITLE | : | Characterization of a blood group B glycolipid, accumulating in the pancreas of a patient with Fabry's disease. PubMed ID:4735571 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 248 PAGE : 3046-3051 (1973) |
AUTHOR | : | Gahmberg, CG., Hakomori, S. |
TITLE | : | Surface carbohydrates of hamster fibroblasts. I. Chemical characterization of surface-labeled glycosphingolipids and aspecific ceramide tetrasaccharide for transformants. PubMed ID:164440 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 250 PAGE : 2438-2446 (1975) |
AUTHOR | : | Miras, C. J., Mantzos, J. D., and Levis, G. M. |
TITLE | : | The isolation and partial characterization of glycolipids of normal human leucocytes PubMed ID:5911526 |
JOURNAL | : | Biochem J. |
VOL | : | 98 PAGE : 782-786 (1966) |
AUTHOR | : | Gray, G. M. |
TITLE | : | The effect of testosterone on the biosynthesis of the neutral glycosphingolipids in the C57-BL mouse kidney PubMed ID:5113506 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 239 PAGE : 494-500 (1971) |
AUTHOR | : | Kishimoto, Y., Davies, W. E., and Radin, N. S. |
TITLE | : | Developing rat brain: changes in cholesterol, galactolipids, and the individual fatty acids of gangliosides and glycerophosphatides PubMed ID:5865381 |
JOURNAL | : | J Lipid Res. |
VOL | : | 6 PAGE : 532-536 (1965) |
AUTHOR | : | Cuzner, M. L., and Davison, A. N. |
TITLE | : | The lipid composition of rat brain myelin and subcellular fractions during development PubMed ID:5721466 |
JOURNAL | : | Biochem J. |
VOL | : | 106 PAGE : 29-34 (1968) |
AUTHOR | : | Hess, H.H., Pope, A.(1972) in Handbook of Neurochemistry, p.289, Plenum Press, New York |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Singh, H. |
TITLE | : | Glycolipids of peripheral nerve: isolation and characterization of glycolipids from rabbit sciatic nerve PubMed ID:4701552 |
JOURNAL | : | J Lipid Res. |
VOL | : | 14 PAGE : 41-49 (1973) |
AUTHOR | : | Karlsson, K. A., and Martensson, E. |
TITLE | : | Studies on sphingosines. XIV. On the phytosphingosine content of the major human kidney glycolipids PubMed ID:4296332 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 152 PAGE : 230-233 (1968) |
AUTHOR | : | Abe, T., and Norton, W. T. |
TITLE | : | The characterization of sphingolipids from neurons and astroglia of immature rat brain PubMed ID:4373537 |
JOURNAL | : | J Neurochem. |
VOL | : | 23 PAGE : 1025-1036 (1974) |
AUTHOR | : | O'Brien, J. S., Fillerup, D. L., and Mead, J. F. |
TITLE | : | Brain Lipids: I. Quantification And Fatty Acid Composition Of Cerebroside Sulfate In Human Cerebral Gray And White Matter PubMed ID:14173315 |
JOURNAL | : | J Lipid Res. |
VOL | : | 15 PAGE : 109-116 (1964) |
AUTHOR | : | Kochetkov, N. K., Zhukova, I. G., and Glukhoded, I. S. |
TITLE | : | Sphingoplasmalogens. A New Type Of Sphingolipids PubMed ID:14102764 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 70 PAGE : 716-719 (1963) |
AUTHOR | : | Rosenberg, A., and Chargaff, E. |
TITLE | : | A reinvestigation of the cerebroside deposited in Gaucher's disease PubMed ID:13610835 |
JOURNAL | : | J Biol Chem. |
VOL | : | 233 PAGE : 1323-1326 (1958) |
AUTHOR | : | Dubois, C., Manuguerra, J. C., Hauttecoeur, B., and Maze, J. |
TITLE | : | Monoclonal antibody A2B5, which detects cell surface antigens, binds to ganglioside GT3 (II3 (NeuAc)3LacCer) and to its 9-O-acetylated derivative PubMed ID:2303428 |
JOURNAL | : | J Biol Chem. |
VOL | : | 265 PAGE : 2797-2803 (1990) |
AUTHOR | : | Laine, R., Sweeley, C. C., Li, Y. T., Kisic, A., and Rapport, M. M. |
TITLE | : | On the structure of cytolipin R, a ceramide tetrahexoside hapten from rat lymphosarcoma PubMed ID:5068000 |
JOURNAL | : | J Lipid Res. |
VOL | : | 13 PAGE : 519-524 (1972) |
AUTHOR | : | Siddiqui, B., Kawanami, J., Li, Y. T., and Hakomori, S. |
TITLE | : | Structures of ceramide tetrasaccharides from various sources: uniqueness of rat kidney ceramide tetrasaccharide PubMed ID:4342427 |
JOURNAL | : | J Lipid Res. |
VOL | : | 13 PAGE : 657-662 (1972) |
AUTHOR | : | Hansson, G. C., Karlsson, K. A., Leffler, H., and Stromberg, N. |
TITLE | : | Gangliotetraosylceramide is a major glycolipid of epithelial cells of mouse small intestine PubMed ID:7075779 |
JOURNAL | : | FEBS Lett. |
VOL | : | 139 PAGE : 291-294 (1982) |
AUTHOR | : | Siddiqui, B., and Hakomori, S. |
TITLE | : | A ceramide tetrasaccharide of human erythrocyte membrane reacting with anti-type XIV pneumococcal polysaccharide antiserum PubMed ID:4149633 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 330 PAGE : 147-155 (1973) |
AUTHOR | : | Wiegandt, H., and Bucking, H. W. |
TITLE | : | Carbohydrate components of extraneuronal gangliosides from bovine and human spleen, and bovine kidney PubMed ID:5502663 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 15 PAGE : 287-292 (1970) |
AUTHOR | : | Slomiany, B. L., Slomiany, A., and Horowitz, M. I. |
TITLE | : | Characterization of blood-group-H-active ceramide tetrasaccharide from hog-stomach mucosa PubMed ID:4365813 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 43 PAGE : 161-165 (1974) |
AUTHOR | : | Hori, T., Sugita, M., Kanbayashi, J., Itasaka, O. |
TITLE | : | Studies on glycosphingolipids of fresh-water bivalves. III. Isolation and characterization of a novel globoside containing mannose from spermatozoa of the fresh-water bivalve, Hyriopsis schlegelii. PubMed ID:845129 |
JOURNAL | : | Journal of Biochemistry |
VOL | : | 81 PAGE : 107-114 (1977) |
AUTHOR | : | Siddiqui, B., and Hakomori, S. |
TITLE | : | A revised structure for the Forssman glycolipid hapten PubMed ID:4328838 |
JOURNAL | : | J Biol Chem. |
VOL | : | 246 PAGE : 5766-5769 (1971) |
AUTHOR | : | Taketomi, T., and Kawamura, N. |
TITLE | : | Chemical and immunological characterization of caprine erythrocyte glycolipids in comparison with porcine erythrocyte glycolipids PubMed ID:4630111 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 72 PAGE : 799-806 (1972) |
AUTHOR | : | Kawanami, J. |
TITLE | : | The appearance of Forssman hapten in human tumor PubMed ID:4634984 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 72 PAGE : 783-785 (1972) |
AUTHOR | : | Makita, A., Yokoyama, T., and Takahashi, W. |
TITLE | : | Enzymatic degradation of Forssman hapten: a reinvestigation of the chemical structure PubMed ID:4803517 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 354 PAGE : 1149-1152 (1973) |
AUTHOR | : | Ishibashi, T., Kijimoto, S., and Makita, A. |
TITLE | : | Biosynthesis of globoside and Forssman hapten from trihexosylceramide and properties of beta-N-acetyl-galactosaminyltransferase of guinea pig kidney PubMed ID:4433547 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 337 PAGE : 92-106 (1974) |
AUTHOR | : | Naiki, M., Kamimura, H., Taketomi, T., and Ichikawa, R. |
TITLE | : | Chemical, physico-chemical and morphological properties of Forssman hapten purified from caprine erythrocytes PubMed ID:4538153 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 42 PAGE : 205-219 (1972) |
AUTHOR | : | Eto, T., Ichikawa, Y., Nishimura, K., Ando, S., and Yamakawa, T. |
TITLE | : | Chemistry of lipid of the posthemyolytic residue or stroma of erythrocytes. XVI. Occurrence of ceramide pentasaccharide in the membrane of erythrocytes and reticulocytes of rabbit PubMed ID:4304380 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 64 PAGE : 205-213 (1968) |
AUTHOR | : | Koscielak, J., Plasek, A., Gorniak, H., Gardas, A., Gregor, A. |
TITLE | : | Structures of fucose-containing glycolipids with H and B blood-group activity and of sialic acid and glucosamine-containing glycolipid of human-erythrocyte membrane. PubMed ID:4745728 |
JOURNAL | : | European Journal of Biochemistry |
VOL | : | 37 PAGE : 214-225 (1973) |
AUTHOR | : | Taki, T., Hirabayashi, Y., Matsumoto, M., Kojima, K. |
TITLE | : | Enzymic synthesis of a new type of fucose-containing glycolipid with fucosyltransferase of rat ascites hepatoma cell, AH 7974F. PubMed ID:32911 |
JOURNAL | : | Biochimica et Biophysica Acta |
VOL | : | 572 PAGE : 105-112 (1979) |
AUTHOR | : | Naiki, M., Fong, J., Ledeen, R., and Marcus, D. M. |
TITLE | : | Structure of the human erythrocyte blood group P1 glycosphingolipid PubMed ID:1182121 |
JOURNAL | : | Biochemistry. |
VOL | : | 14 PAGE : 4831-4837 (1975) |
AUTHOR | : | Hakomori, S., Stellner, K., and Watanabe, K. |
TITLE | : | Four antigenic variants of blood group A glycolipid: examples of highly complex, branched chain glycolipid of animal cell membrane PubMed ID:4629810 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 49 PAGE : 1061-1068 (1972) |
AUTHOR | : | Hakomori, S., and Strycharz, G. D. |
TITLE | : | Investigations on cellular blood-group substances. I. Isolation and chemical composition of blood-group ABH and Le-b isoantigens of sphingoglycolipid nature PubMed ID:5677817 |
JOURNAL | : | Biochemistry. |
VOL | : | 7 PAGE : 1279-1286 (1968) |
AUTHOR | : | McKibbin, J. M., Smith, E. L., Mansson, J. E., Li, Y. T. |
TITLE | : | Characterization of dog small intestinal fucolipids with human blood group A activity. Differences in dog and human A-active fucolipids. PubMed ID:402937 |
JOURNAL | : | Biochemistry |
VOL | : | 16 PAGE : 1223-1228 (1977) |
AUTHOR | : | Hanada, E., Handa, S., Konno, K., and Yamakawa, T. |
TITLE | : | Characterization of glycolipids from rat granuloma and macrophage PubMed ID:564346 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 83 PAGE : 85-90 (1978) |
AUTHOR | : | Hanfland, P., and Egge, H. |
TITLE | : | Mass spectrometric analysis of permethylated glycosphingolipids I. Sequence analysis of two blood-group B active glycosphingolipids from human B erythrocyte membranes PubMed ID:1204134 |
JOURNAL | : | Chem Phys Lipids. |
VOL | : | 15 PAGE : 243-247 (1975) |
AUTHOR | : | Slomiany, B. L., Slomiany, A., and Horowitz, M. I. |
TITLE | : | Blood group A active ceramide hexasaccharide lacking N-acetylglucosamine isolated from hog stomach mucosa PubMed ID:4358094 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 326 PAGE : 224-231 (1973) |
AUTHOR | : | Slomiany, B. L., Slomiany, A. |
TITLE | : | Structural studies on branched fucosphingolipids of hog gastric mucosa. PubMed ID:912820 |
JOURNAL | : | Chem. Phys. Lipids |
VOL | : | 20 PAGE : 57-69 (1977) |
AUTHOR | : | Slomiany, A., Slomiany, B. L. |
TITLE | : | Blood group A active difucosyl glycolipid from hog gastric mucosa. PubMed ID:1125299 |
JOURNAL | : | Biochimica et Biophysica Acta |
VOL | : | 388 PAGE : 135-145 (1975) |
AUTHOR | : | Hakomori, S., Andrews, H.D. |
TITLE | : | Sphingoglycolipids with Leb activity, and the co-presence of Lea-, Leb-glycolipids in human tumor tissue. PubMed ID:5417196 |
JOURNAL | : | Biochim. Biophys. Acta. |
VOL | : | 202 PAGE : 225-228 (1970) |
AUTHOR | : | Slomiany, B. L., Slomiany, A. |
TITLE | : | Branched blood group A-active fucolipids of hog gastric mucosa. PubMed ID:192301 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 486 PAGE : 531-540 (1977) |
AUTHOR | : | Ariga, T., Yu, R. K., Scarsdale, J. N., Suzuki, M., Kuroda, Y., Kitagawa, H., and Miyatake, T. |
TITLE | : | Accumulation of a globo-series glycolipid having Gal alpha 1-3Gal in PC12h pheochromocytoma cells PubMed ID:3167050 |
JOURNAL | : | Biochemistry. |
VOL | : | 27 PAGE : 5335-5340 (1988) |
AUTHOR | : | Breimer, M. E., Karlsson, K. A. |
TITLE | : | Chemical and immunological identification of glycolipid-based blood group ABH and Lewis antigens in human kidney. PubMed ID:6830844 |
JOURNAL | : | Biochimica et Biophysica Acta |
VOL | : | 755 PAGE : 170-177 (1983) |
AUTHOR | : | Kannagi, R., Levery, S. B., Ishigami, F., Hakomori, S., Shevinsky, L. H., Knowles, B. B., Solter, D. |
TITLE | : | New globoseries glycosphingolipids in human teratocarcinoma reactive with the monoclonal antibody directed to a developmentally regulated antigen, stage-specific embryonic antigen 3. PubMed ID:6863318 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 258 PAGE : 8934-8942 (1983) |
AUTHOR | : | Kannagi, R., Cochran, N. A., Ishigami, F., Hakomori, S., Andrews, P. W., Knowles, B. B., and Solter, D. |
TITLE | : | Stage-specific embryonic antigens (SSEA-3 and -4) are epitopes of a unique globo-series ganglioside isolated from human teratocarcinoma cells PubMed ID:6141938 |
JOURNAL | : | Embo J. |
VOL | : | 2 PAGE : 2355-2361 (1983) |
AUTHOR | : | Ando, S., Kon, K., Isobe, M., Nagai, Y., and Yamakawa, T. |
TITLE | : | Existence of glucosaminyl lactosyl ceramide (amino CTH-I) in human erythrocyte membranes as a possible precursor of blood group-active glycolipids PubMed ID:950338 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 79 PAGE : 625-632 (1976) |
AUTHOR | : | Fukuda, M. N., Bothner, B., Lloyd, K. O., Rettig, W. J., Tiller, P. R., and Dell, A. |
TITLE | : | Structures of glycosphingolipids isolated from human embryonal carcinoma cells. The presence of mono- and disialosyl glycolipids with blood group type 1 sequence PubMed ID:3514610 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 5145-5153 (1986) |
AUTHOR | : | Kannagi, R., Fukuda, M. N., and Hakomori, S. |
TITLE | : | A new glycolipid antigen isolated from human erythrocyte membranes reacting with antibodies directed to globo-N-tetraosylceramide (globoside) PubMed ID:7068643 |
JOURNAL | : | J Biol Chem. |
VOL | : | 257 PAGE : 4438-4442 (1982) |
AUTHOR | : | Nudelman, E. D., Mandel, U., Levery, S. B., Kaizu, T., and Hakomori, S. |
TITLE | : | A series of disialogangliosides with binary 2----3 sialosyllactosamine structure, defined by monoclonal antibody NUH2, are oncodevelopmentally regulated antigens PubMed ID:2509467 |
JOURNAL | : | J Biol Chem. |
VOL | : | 264 PAGE : 18719-18725 (1989) |
AUTHOR | : | Egge, H., Kordowicz, M., Peter-Katalinic, J., and Hanfland, P. |
TITLE | : | Immunochemistry of I/i-active oligo- and polyglycosylceramides from rabbit erythrocyte membranes. Characterization of linear, di-, and triantennary neolactoglycosphingolipids PubMed ID:3857231 |
JOURNAL | : | J Biol Chem. |
VOL | : | 260 PAGE : 4927-4935 (1985) |
AUTHOR | : | Uchida, Y., Iwamori, M., Nagai, Y. |
TITLE | : | Distinct differences in lipid composition between epidermis and dermis from footpad and dorsal skin of guinea pigs. PubMed ID:3184502 |
JOURNAL | : | Jpn. J. Exp. Med. |
VOL | : | 58 PAGE : 153-161 (1988) |
AUTHOR | : | Hamanaka, S., Handa, S., and Yamakawa, T. |
TITLE | : | Ganglioside compositions of erythrocytes from various strains of inbred mice. Ocurrence of sialosylgalactosylceramide in red blood cells of inbred mice PubMed ID:521447 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 86 PAGE : 1623-1626 (1979) |
AUTHOR | : | Hanai, N., Dohi, T., Nores, G. A., and Hakomori, S. |
TITLE | : | A novel ganglioside, de-N-acetyl-GM3 (II3NeuNH2LacCer), acting as a strong promoter for epidermal growth factor receptor kinase and as a stimulator for cell growth PubMed ID:2834372 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 6296-6301 (1988) |
AUTHOR | : | Furukawa, K., Chait, B. T., and Lloyd, K. O. |
TITLE | : | Identification of N-glycolylneuraminic acid-containing gangliosides of cat and sheep erythrocytes. 252Cf fission fragment ionization mass spectrometry in the analysis of glycosphingolipids PubMed ID:3170570 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 14939-14947 (1988) |
AUTHOR | : | Cheresh, D. A., Varki, A. P., Varki, N. M., Stallcup, W. B., Levine, J., and Reisfeld, R. A. |
TITLE | : | A monoclonal antibody recognizes an O-acylated sialic acid in a human melanoma-associated ganglioside PubMed ID:6203895 |
JOURNAL | : | J Biol Chem. |
VOL | : | 259 PAGE : 7453-7459 (1984) |
AUTHOR | : | Sanai, Y., Yamasaki, M., and Nagai, Y. |
TITLE | : | Monoclonal antibody directed to a Hanganutziu-Deicher active ganglioside, GM2 (NeuGc) PubMed ID:2449247 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 958 PAGE : 368-374 (1988) |
AUTHOR | : | Gowda, D. C., Reuter, G., Shukla, A. K., and Schauer, R. |
TITLE | : | Identification of a disialoganglioside (GD1a) containing terminal N-acetyl-9-O-acetylneuraminic acid in rat erythrocytes PubMed ID:6440851 |
JOURNAL | : | Hoppe Seylers Z Physiol Chem. |
VOL | : | 365 PAGE : 1247-1253 (1984) |
AUTHOR | : | Guo, N. H., Her, G. R., Reinhold, V. N., Brennan, M. J., Siraganian, R. P., and Ginsburg, V. |
TITLE | : | Monoclonal antibody AA4, which inhibits binding of IgE to high affinity receptors on rat basophilic leukemia cells, binds to novel alpha-galactosyl derivatives of ganglioside GD1b PubMed ID:2526814 |
JOURNAL | : | J Biol Chem. |
VOL | : | 264 PAGE : 13267-13272 (1989) |
AUTHOR | : | Ghidoni, R., Sonnino, S., Tettamanti, G., Baumann, N., Reuter, G., and Schauer, R. |
TITLE | : | Isolation and characterization of a trisialoganglioside from mouse brain, containing 9-O-acetyl-N-acetylneuraminic acid PubMed ID:7391062 |
JOURNAL | : | J Biol Chem. |
VOL | : | 255 PAGE : 6990-6995 (1980) |
AUTHOR | : | Ostrander, G. K., Levery, S. B., Hakomori, S., and Holmes, E. H. |
TITLE | : | Isolation and characterization of the major acidic glycosphingolipids from the liver of the English sole (Parophrys vetulus). Presence of a novel ganglioside with a Forssman antigen determinant PubMed ID:3257757 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 3103-3110 (1988) |
AUTHOR | : | Nakamura, K., Suzuki, M., Inagaki, F., Yamakawa, T., and Suzuki, A. |
TITLE | : | A new ganglioside showing choleragenoid-binding activity in mouse spleen PubMed ID:3611042 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 101 PAGE : 825-835 (1987) |
AUTHOR | : | Iwamori, M., Sunada, S., Ishihara, E., Moki, M., Fujimoto, S., and Nagai, Y. |
TITLE | : | Differential expression of fucosyl GM1 and a disialoganglioside with a NeuAc alpha 2-6GalNAc linkage (GD1e) in various rat ascites hepatoma cells PubMed ID:2420639 |
JOURNAL | : | FEBS Lett. |
VOL | : | 198 PAGE : 66-70 (1986) |
AUTHOR | : | Taki, T., Hirabayashi, Y., Ishikawa, H., Ando, S., Kon, K., Tanaka, Y., and Matsumoto, M. |
TITLE | : | A ganglioside of rat ascites hepatoma AH 7974F cells. Occurrence of a novel disialoganglioside (GD1 alpha) with a unique N-acetylneuraminosyl (alpha 2-6)-N-acetylgalactosamine structure PubMed ID:3949760 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 3075-3078 (1986) |
AUTHOR | : | Taki, T., Maeda, H., Arai, K., Matsumoto, M., Kon, K., and Ando, S. |
TITLE | : | Appearance of a novel type of ganglioside (GD1 alpha) in a differentiation-resistant clone of mouse myeloid leukemia cells, M1-R1 PubMed ID:3163528 |
JOURNAL | : | Cell Struct Funct. |
VOL | : | 13 PAGE : 61-72 (1988) |
AUTHOR | : | Ohashi, M. (1981) in Proceedings of the 6th International Symposium on Glycoconjugates (Yamakawa,T., Osawa, T., Handa S., eds), pp.33-34, Japan Scientific Societeis Press, Tokyo |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Takamizawa, K., Iwamori, M., Mutai, M., and Nagai, Y. |
TITLE | : | Gangliosides of bovine buttermilk. Isolation and characterization of a novel monosialoganglioside with a new branching structure PubMed ID:3957935 |
JOURNAL | : | J Biol Chem. |
VOL | : | 261 PAGE : 5625-5630 (1986) |
AUTHOR | : | DeGasperi, R., Koerner, T. A., Quarles, R. H., Ilyas, A. A., Ishikawa, Y., Li, S. C., and Li, Y. T. |
TITLE | : | Isolation and characterization of gangliosides with hybrid neolacto-ganglio-type sugar chains PubMed ID:3680292 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 17149-17155 (1987) |
AUTHOR | : | Sekine, M., Nakamura, K., Suzuki, M., Inagaki, F., Yamakawa, T., and Suzuki, A. |
TITLE | : | A single autosomal gene controlling the expression of the extended globoglycolipid carrying SSEA-1 determinant is responsible for the expression of two extended globogangliosides PubMed ID:2902074 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 103 PAGE : 722-729 (1988) |
AUTHOR | : | Blaszczyk-Thurin, M., Thurin, J., Hindsgaul, O., Karlsson, K. A., Steplewski, Z., and Koprowski, H. |
TITLE | : | Y and blood group B type 2 glycolipid antigens accumulate in a human gastric carcinoma cell line as detected by monoclonal antibody. Isolation and characterization by mass spectrometry and NMR spectroscopy PubMed ID:2432062 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 372-379 (1987) |
AUTHOR | : | Nudelman, E. D., Levery, S. B., Stroud, M. R., Salyan, M. E., Abe, K., and Hakomori, S. |
TITLE | : | A novel tumor-associated, developmentally regulated glycolipid antigen defined by monoclonal antibody ACFH-18 PubMed ID:3417685 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 13942-13951 (1988) |
AUTHOR | : | Ostrander, G. K., Levery, S. B., Eaton, H. L., Salyan, M. E., Hakomori, S., and Holmes, E. H. |
TITLE | : | Isolation and characterization of four major neutral glycosphingolipids from the liver of the English sole (Parophrys vetulus). Presence of a novel branched lacto-ganglio-iso-globo hybrid structure PubMed ID:3198597 |
JOURNAL | : | J Biol Chem. |
VOL | : | 263 PAGE : 18716-18725 (1988) |
AUTHOR | : | Ohashi, M. |
TITLE | : | A new type of ganglioside. The structures of three novel gangliosides from the fat body of the frog PubMed ID:6968312 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 88 PAGE : 583-589 (1980) |
AUTHOR | : | Abraham, W., Wertz, P. W., and Downing, D. T. |
TITLE | : | Linoleate-rich acylglucosylceramides of pig epidermis: structure determination by proton magnetic resonance PubMed ID:4031654 |
JOURNAL | : | J Lipid Res. |
VOL | : | 26 PAGE : 761-766 (1985) |
AUTHOR | : | Hamanaka, S., Takemoto, T., Hamanaka, Y., Asagami, C., Suzuki, M., Suzuki, A., and Otsuka, F. |
TITLE | : | Structure determination of glycosphingolipids of cultured human keratinocytes PubMed ID:8461327 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1167 PAGE : 1-8 (1993) |
AUTHOR | : | Uchida Y., Iwamori M., and Nagai Y. |
TITLE | : | Distinct differences in lipid composition between epidermis and dermis from fotpad and dorsal skin of guinea pigs. PubMed ID:3184502 |
JOURNAL | : | Jpn. J. Exp. Med. |
VOL | : | 58 PAGE : 153-161 (1988) |
AUTHOR | : | Ariga, T., Tao, R. V., Lee, B. C., Yamawaki, M., Yoshino, H., Scarsdale, N. J., Kasama, T., Kushi, Y., and Yu, R. K. |
TITLE | : | Glycolipid composition of human cataractous lenses. Characterization of Lewisx glycolipids PubMed ID:7905480 |
JOURNAL | : | J Biol Chem. |
VOL | : | 269 PAGE : 2667-2675 (1994) |
AUTHOR | : | Cooling, L. L., Zhang, D. S., Walker, K. E., and Koerner, T. A. |
TITLE | : | Detection in human blood platelets of sialyl Lewis X gangliosides, potential ligands for CD62 and other selectins PubMed ID:8563144 |
JOURNAL | : | Glycobiology. |
VOL | : | 5 PAGE : 571-581 (1995) |
AUTHOR | : | Kubo H., Irie A., Inagaki F., Hoshi M. |
TITLE | : | |
JOURNAL | : | J. Biochem. |
VOL | : | 104 PAGE : 775- (1975) |
AUTHOR | : | Irie A., Kubo H., Inagaki F., Hoshi M. |
TITLE | : | |
JOURNAL | : | J. Biochem. |
VOL | : | 108 PAGE : 531-536 (1992) |
AUTHOR | : | Helling, F., Dennis, R. D., Weske, B., Nores, G., Peter-Katalinic, J., Dabrowski, U., Egge, H., and Wiegandt, H. |
TITLE | : | Glycosphingolipids in insects. The amphoteric moiety, N-acetylglucosamine-linked phosphoethanolamine, distinguishes a group of ceramide oligosaccharides from the pupae of Calliphora vicina (Insecta: Diptera) PubMed ID:1889407 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 200 PAGE : 409-421 (1991) |
AUTHOR | : | Smirnova, G. P., Kochetkov, N. K., and Sadovskaya, V. L. |
TITLE | : | Gangliosides of the starfish Aphelasterias japonica, evidence for a new linkage between two N-glycolylneuraminic acid residues through the hydroxy group of the glycolic acid residue PubMed ID:3593756 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 920 PAGE : 47-55 (1987) |
AUTHOR | : | Hitoshi, S., Kusunoki, S., Kon, K., Chiba, A., Waki, H., Ando, S., and Kanazawa, I. |
TITLE | : | A novel ganglioside, 9-O-acetyl GD1b, is recognized by serum antibodies in Guillain-Barre syndrome PubMed ID:8964919 |
JOURNAL | : | J Neuroimmunol. |
VOL | : | 66 PAGE : 95-101 (1996) |
AUTHOR | : | Bouhours, D., Liaigre, J., Naulet, J., Maume, D., and Bouhours, J. F. |
TITLE | : | A novel glycosphingolipid expressed in pig kidney: Gal alpha 1-3Lewis(x) hexaglycosylceramide PubMed ID:9076511 |
JOURNAL | : | Glycoconj J. |
VOL | : | 14 PAGE : 29-38 (1997) |
AUTHOR | : | Niimura, Y., Tomori, M., Toida, T., and Ishizuka, I. |
TITLE | : | Unique gangliosides in transporting organs of salmon. |
JOURNAL | : | 3rd Rinsho-ken International Conference Abstract |
VOL | : | PAGE : 92-93 (1988) |
AUTHOR | : | Yamamoto, H., Iida-Tanaka, N., Kasama, T., Ishizuka, I., Kushi, Y., and Handa, S. |
TITLE | : | Isolation and characterization of a novel Forssman active acidic glycosphingolipid with branched isoglobo-, ganglio-, and neolacto-series hybrid sugar chains PubMed ID:10220585 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 125 PAGE : 923-930 (1999) |
AUTHOR | : | Koscielak, J., Miller-Podraza, H., Krauze, R., and Cedergren, B. |
TITLE | : | Glycolipid composition of blood group P erythrocytes PubMed ID:955088 |
JOURNAL | : | FEBS Lett. |
VOL | : | 66 PAGE : 250-253 (1976) |
AUTHOR | : | Nakamura, K., Kojima, H., Suzuki, M., Suzuki, A., and Tamai, Y. |
TITLE | : | Novel polysialogangliosides of skate brain structural determination of tetra, penta and hexasialogangliosides with a NeuAc-GalNAc linkage PubMed ID:10931205 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 267 PAGE : 5198-5208 (2000) |
AUTHOR | : | Taki, T., Kuroyanagi, M., Yoshioka, H., and Handa, S. |
TITLE | : | 13C-nuclear magnetic resonance of glycosphingolipids PubMed ID:1639757 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 111 PAGE : 614-619 (1992) |
AUTHOR | : | Kushi, Y., Ogura, K., Rokukawa, C., and Handa, S. |
TITLE | : | Blood group A-active glycosphingolipids analysis by the combination of TLC-immunostaining assay and TLC/SIMS mass spectrometry PubMed ID:2398034 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 107 PAGE : 685-688 (1990) |
AUTHOR | : | Hori, T., Itasaka, O., Inoue, H., and Yamada, K. |
TITLE | : | Further Study Of Structural Components Of The Pyridine Insoluble Sphingolipid From Corbicula, Corbicula Sandai And The Distribution In Other Species PubMed ID:14235506 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 56 PAGE : 477-479 (1964) |
AUTHOR | : | Rouser, G., Kritchevsky, G., Heller, D., and Lieber, E. |
TITLE | : | Lipid composition of beef brain, beef liver, and the sea anemone: two approaches to quantitative fractionation of complex lipid mixture. |
JOURNAL | : | J. Am. Oil Chemist's Soc. |
VOL | : | 40 PAGE : 425-454 (1963) |
AUTHOR | : | Hori, T., Itasaka, O., and Inoue, H. |
TITLE | : | Biochemistry of shellfish lipid. 3. Purification and elemental analysis of ceramide aminoethylphosphonate from Corbicula complex lipid mixtures PubMed ID:5962677 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 59 PAGE : 570-573 (1966) |
AUTHOR | : | Hori, T., Arakawa, I., Sugita, M., and Itasaka, O. |
TITLE | : | Biochemistry of shellfish lipids. IX. Enzymatic hydrolysis of ceramide 2-aminoethylphosphonate and sphingoethanolamine PubMed ID:4304003 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 64 PAGE : 533-536 (1968) |
AUTHOR | : | Hori, T., and Sugita, M. (1984) Chemistry of phosphonolipids in Biochemistry of Natural C-P Compounds (Hori,T.,Horiguchi,A.,and Hayashi,A. eds), pp124-144, Maruzen, Kyoto. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hori,T (1978) Phosphonolipids, in Biochemistry of C-P compounds (Hori,T. and Horiguchi,M., eds), pp50-75, Gakkai Syuppan Center, Tokyo (in Japanese) |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hori, T., Itasaka, O., Inoue, H., and Akai, M. |
TITLE | : | Occurrence Of A New Phosphosphingoside In The Pound-Snail, Heterogen Longispira PubMed ID:14326225 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 35 PAGE : 81-84 (1965) |
AUTHOR | : | Hori, T., Itasaka, O., Inoue, H., Gamo, M., and Arakawa, I. |
TITLE | : | Biochemistry of shellfish lipids. IV. Purification and characterization of a new phosphosphingolipid in the pond-snail, Heterogen longispira PubMed ID:5297261 |
JOURNAL | : | Jpn J Exp Med. |
VOL | : | 36 PAGE : 85-89 (1966) |
AUTHOR | : | Kunsman, J.E., Jr., Katz, I., and Keeney, M. |
TITLE | : | |
JOURNAL | : | Abstr. Amer. Chem. Soc. 152 Meeting, N.Y. |
VOL | : | PAGE : -255- (1966) |
AUTHOR | : | LaBach, J. P., and White, D. C. |
TITLE | : | Identification of ceramide phosphorylethanolamine and ceramide phosphorylglycerol in the lipids of an anaerobic bacterium PubMed ID:4309192 |
JOURNAL | : | J Lipid Res. |
VOL | : | 10 PAGE : 528-534 (1969) |
AUTHOR | : | Rizza, V., Tucker, A. N., and White, D. C. |
TITLE | : | Lipids of Bacteroides melaninogenicus PubMed ID:5411759 |
JOURNAL | : | J Bacteriol. |
VOL | : | 101 PAGE : 84-91 (1970) |
AUTHOR | : | Dawson, R. M., and Kemp, P. |
TITLE | : | The aminoethylphosphonate-containing lipids of rumen protozoa PubMed ID:4967076 |
JOURNAL | : | Biochem J. |
VOL | : | 105 PAGE : 837-842 (1967) |
AUTHOR | : | Crone, H. D.,and Bridges, R. G. |
TITLE | : | The Phospholipids Of The Housefly, Musca Domestica PubMed ID:14097353 |
JOURNAL | : | Biochem J. |
VOL | : | 89 PAGE : 11-21 (1963) |
AUTHOR | : | Hori, T., Itasaka, O., Sugita, M., and Arakawa, I. |
TITLE | : | Isolation of sphingoethanolamine from pupae of the green-bottle fly, Lucilia caesar PubMed ID:5707810 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 64 PAGE : 123-124 (1968) |
AUTHOR | : | Dawson, R. M., and Kemp, P. |
TITLE | : | Isolation of ceramide phosphorylethanolamine from the blowfly Calliphora erythrocephala PubMed ID:5721468 |
JOURNAL | : | Biochem J. |
VOL | : | 106 PAGE : 319-320 (1968) |
AUTHOR | : | Subrahmanyam, D., Motoru, L.B., and Rao, R.H. |
TITLE | : | On the phospholipids of Culex pipiens fatigans. |
JOURNAL | : | Lipids |
VOL | : | 6 PAGE : 867-872 (1971) |
AUTHOR | : | Yasuda, S. |
TITLE | : | Studies on the lipids of Japanese littleneck, Tapes japonica Deshayes, II. Composition of phospholipids (in Japanese). |
JOURNAL | : | Yukagaku |
VOL | : | 16 PAGE : 596-600 (1967) |
AUTHOR | : | Itasaka, O., Hori, T., Uno, A., and Iwamori, M. |
TITLE | : | Occurrence of ceramide phosphorylethanolamine containing hydroxy fatty acid in a bivalve PubMed ID:4690231 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 73 PAGE : 191-193 (1973) |
AUTHOR | : | Muehlenberg, B. A., Sribney, M., and Duffe, M. K. |
TITLE | : | Occurrence and biosynthesis of ceramide phosphorylethanolamine in chicken and rat liver PubMed ID:5014537 |
JOURNAL | : | Can J Biochem. |
VOL | : | 50 PAGE : 166-173 (1972) |
AUTHOR | : | Hori, T., Sugita, M., and Itasaka, O. |
TITLE | : | Biochemistry of shellfish lipids. X. Isolation of a sphingolipid containing 2-monomethylaminoethylphosphonic acid from shellfish PubMed ID:5789188 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 65 PAGE : 451-457 (1969) |
AUTHOR | : | Hayashi, A., Matsuura, F., and Matsubara, T. |
TITLE | : | Isolation and characterization of a new sphingolipid containing 2-N-methylaminoethylphosphonic acid from the viscera of Turbo cornutus. |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 176 PAGE : 208-210 (1969) |
AUTHOR | : | Sugita, M., Shirai, S., Itasaka, O., and Hori, T. |
TITLE | : | Neutral glycosphingolipids containing mannose from the bivalve Corbicula sandai PubMed ID:1137982 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 77 PAGE : 125-130 (1975) |
AUTHOR | : | Sugita, M., Nishida, M., and Hori, T. |
TITLE | : | Studies on glycosphingolipids of larvae of the green-bottle fly, Lucilia caesar. I. Isolation and characterization of glycosphingolipids having novel sugar sequences PubMed ID:7130143 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 92 PAGE : 327-334 (1982) |
AUTHOR | : | Itasaka, O., Sugita, M., Kataoka, H., and Hori, T. |
TITLE | : | Di- and trimannosylceramides in hepatopancreas of a fresh-water bivalve, Hyriopsis schlegelii PubMed ID:6830833 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 751 PAGE : 8-13 (1983) |
AUTHOR | : | Sugita, M., Nakae, H., Yamamura, T., Takamiya, Y., Itasaka, O., and Hori, T. |
TITLE | : | The occurrence of glycosphingolipids containing mannose in the sea-water bivalve, Meretrix lusoria (Hamaguri) PubMed ID:4044558 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 98 PAGE : 27-34 (1985) |
AUTHOR | : | Hori, T., Sugita, M., Kanbayashi, J., and Itasaka, O. |
TITLE | : | Isolation and characterization of a novel globoside containing mannose from spermatozoa of the freshwater bivalve, Hyriopsis schlegelii. |
JOURNAL | : | J. Biochem. |
VOL | : | 81 PAGE : 107-114 (1977) |
AUTHOR | : | Hori, T., Takeda, H., Sugita, M., and Itasaka, O. |
TITLE | : | Structure of branched globoside containing mannose from spermatozoa of the fresh-water bivalve, Hyriopsis schlegelii. |
JOURNAL | : | J. Biochem. |
VOL | : | 82 PAGE : 1281-1285 (1977) |
AUTHOR | : | Itasaka, O., and Hori, T. |
TITLE | : | Studies on glycosphingolipids of fresh-water bivalves. V. The structure of a novel ceramide octasaccharide containing mannose-6-phosphate found in the bivalve, Corbicula sandai PubMed ID:457643 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 85 PAGE : 1469-1481 (1979) |
AUTHOR | : | Sugita, M., Yamamoto, T., Masuda, S., Itasaka, O., and Hori, T. |
TITLE | : | Studies on glycosphingolipids of fresh-water bivalves. VI. Isolation and chemical characterization of neutral glycosphingolipids from spermatozoa of the fresh-water bivalve, Hyriopsis schlegelii PubMed ID:7338520 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 90 PAGE : 1529-1535 (1981) |
AUTHOR | : | Hori, T., Sugita, M., Ando, S., Kuwahara, M., Kumauchi, K., Sugie, E., and Itasaka, O. |
TITLE | : | Characterization of a novel glycosphingolipid, ceramide nonasaccharide, isolated from spermatozoa of the fresh water bivalve, Hyriopsis schlegelii PubMed ID:7287744 |
JOURNAL | : | J Biol Chem. |
VOL | : | 256 PAGE : 10979-10985 (1981) |
AUTHOR | : | Hori, T., Sugita, M., Ando, S., Tsukada, K., Shiota, K., Tsuzuki, M., and Itasaka, O. |
TITLE | : | Isolation and characterization of a 4-O-methylglucuronic acid-containing glycosphingolipid from spermatozoa of a fresh water bivalve, Hyriopsis schlegelii PubMed ID:6822554 |
JOURNAL | : | J Biol Chem. |
VOL | : | 258 PAGE : 2239-2245 (1983) |
AUTHOR | : | Sugita, M., Inoue, T., Itasaka, O., and Hori, T. |
TITLE | : | The localization of 4-O-methylglucuronic acid-containing glycosphingolipid on the cell surface of bivalve spermatozoa by use of an immunological method PubMed ID:6427200 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 95 PAGE : 737-742 (1984) |
AUTHOR | : | Itasaka, O., Kosuga, M., Okayama, M., and Hori, T. |
TITLE | : | Characterization of a novel ceramide octasaccharide isolated from whole tissue of a fresh-water bivalve, Corbicula sandai. |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 750 PAGE : 440-446 (1983) |
AUTHOR | : | Sugita, M., Nakano, Y., Nose, T., Itasaka, O., and Hori, T. |
TITLE | : | Neutral glycosphingolipids of ova of the fresh-water bivalve, Hyriopsis schlegelii PubMed ID:6706918 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 95 PAGE : 47-55 (1984) |
AUTHOR | : | Sugita, M. |
TITLE | : | Studies on the glycosphingolipids of the sterfish, asterina pectinifera II. Isolation and characterization of a novel ganglioside with an internal sialic acid residue. |
JOURNAL | : | J. Biochem. |
VOL | : | 86 PAGE : 289-300 (1979) |
AUTHOR | : | Sugita, M. |
TITLE | : | Studies on the glycosphingolipids of the sterfish, asterina pectinifera. III. Isolation and structural studies of two novel gangliosides containing internal sialic acid residues. |
JOURNAL | : | J. Biochem. |
VOL | : | 86 PAGE : 765-772 (1979) |
AUTHOR | : | Sugita, M., Iwasaki, Y., and Hori, T. |
TITLE | : | Studies on glycosphingolipids of larvae of the green-bottle fly, Lucilia caesar. II. Isolation and structural studies of three glycosphingolipids with novel sugar sequences PubMed ID:7142125 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 92 PAGE : 881-887 (1982) |
AUTHOR | : | Itonori, S., Kamemura, K., Narushima, M., Sonku, N., Itasaka, O., Hori, T., and Sugita, M. |
TITLE | : | Characterization of a new phosphonocerebroside, N-methyl-2-aminoethyl-phosphonylglucosylceramide, from the antarctic krill,Euphausia superba. PubMed ID:1998750 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 1081 PAGE : 321-327 (1991) |
AUTHOR | : | Berger, H., Jones, P., and Hanahan, D. J. |
TITLE | : | Structural studies on lipids of Tetrahymena pyriformis W PubMed ID:4337562 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 260 PAGE : 617-629 (1972) |
AUTHOR | : | Kaneshiro, E. S., Meyer, K. B., and Rhoads, D. E. |
TITLE | : | The glyceryl ethers of Paramecium phospholipids and phosphonolipids PubMed ID:3430407 |
JOURNAL | : | J Protozool. |
VOL | : | 34 PAGE : 357-361 (1987) |
AUTHOR | : | Sugita, M., and Hori, T. |
TITLE | : | Isolation of diacylglycerol-2-aminoethylphosphonate from Tetrahymena pyriformis PubMed ID:5091943 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 69 PAGE : 1149-1150 (1971) |
AUTHOR | : | Jonah, M., and Erwin, J. A. |
TITLE | : | The lipids of membraneous cell organelles isolated from the ciliate, Tetrahymena pyriformis PubMed ID:4100604 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 231 PAGE : 80-92 (1971) |
AUTHOR | : | Tamari, M., Ogawa, M., Hasegawa, S., and Kametaka, M. |
TITLE | : | Etudes sur les phosphonolipides de la bile de boeuf. |
JOURNAL | : | Agr. Biol. Chem. |
VOL | : | 40 PAGE : 2057-2062 (1976) |
AUTHOR | : | Tamari, M., Ogawa, M., and Kametaka, M. |
TITLE | : | A new bile acid conjugate, ciliatocholic acid, from bovine gall bladder bile PubMed ID:1002674 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 80 PAGE : 371-377 (1976) |
AUTHOR | : | Araki, S., Satake, M., Ando, S., Hayashi, A., and Fujii, N. |
TITLE | : | Characterization of diphosphonopentaosylceramide containing 3-O-methyl-galactose from the skin of Aplysia kurodai(sea hare). |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 261 PAGE : 5138-5144 (1986) |
AUTHOR | : | Araki, S., Komai, Y., and Satake, M. |
TITLE | : | A novel sphingophosphonoglycolipid containing 3-O-methylgalactose isolated from the skin of the marine gastropod Aplysia kurodai PubMed ID:7358651 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 87 PAGE : 503-510 (1980) |
AUTHOR | : | Abe, S., Watanabe, Y., Araki, S., Kumanishi, T., and Satake, M. |
TITLE | : | Immunochemical and histochemical studies on a phosphonoglycosphingolipid, SGL-II, isolated from the sea gastropod Aplysia kurodai PubMed ID:3182764 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 104 PAGE : 220-226 (1988) |
AUTHOR | : | Abe, S., Araki, S., and Satake, M. |
TITLE | : | A novel group of glycolipids in tissue of aplysia : two-dimensional thin-layer chromatographic analysis. |
JOURNAL | : | Bioemd. Res. |
VOL | : | 7 PAGE : 47-51 (1986) |
AUTHOR | : | Araki, S., Abe, S., Odani, S., Ando, S., Fujii, N., and Satake, M. |
TITLE | : | Structure of a triphosphonopentaosylceramide containing 4-O-methyl-N-acetylglucosamine from the skin of the sea hare, Aplysia kurodai PubMed ID:3654654 |
JOURNAL | : | J Biol Chem. |
VOL | : | 262 PAGE : 14141-14145 (1987) |
AUTHOR | : | Araki, S., Abe, S., Ando, S., Fujii, N., and Satake, M. |
TITLE | : | Isolation and characterization of a novel 2-aminoethylphosphonyl-glycosphingolipid from the sea hare, Aplysia kurodai PubMed ID:3571197 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 101 PAGE : 145-152 (1987) |
AUTHOR | : | Araki, S., Abe, S., Ando, S., Kon, K., Fujiwara, N., and Satake, M. |
TITLE | : | Structure of phosphonoglycosphingolipid containing pyruvylated galactose in nerve fibers of Aplysia kurodai PubMed ID:2584202 |
JOURNAL | : | J Biol Chem. |
VOL | : | 264 PAGE : 19922-19927 (1989) |
AUTHOR | : | Yamaguchi, Y., Ohta, M., and Hayashi, A. |
TITLE | : | Structural elucidation of a novel phosphonoglycosphingolipid in eggs of the sea hare Aplysia juliana. PubMed ID:1450210 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 1165 PAGE : 160-166 (1992) |
AUTHOR | : | Matsubara, T., and Hayashi, A. |
TITLE | : | Occurrence of phosphonotetraglycosyl ceramide in the sea hare Dolabella auricularia PubMed ID:8431492 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1166 PAGE : 55-63 (1993) |
AUTHOR | : | Araki, S., Abe, S., Satake, M., Hayashi, A., Kon, K., and Ando, S. |
TITLE | : | Novel phosphonoglycosphingolipids containing pyruvylated galactose from the nervous system of Aplysia kurodai PubMed ID:2050147 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 198 PAGE : 689-695 (1991) |
AUTHOR | : | Abe, S., Araki, S., Satake, M., Fujiwara, N., Kon, K., and Ando, S. |
TITLE | : | Structure of triphosphonoglycosphingolipid containing N-acetylgalactosamine 6-O-2-aminoethylphosphonate in the nervous system of Aplysia kurodai PubMed ID:2033079 |
JOURNAL | : | J Biol Chem. |
VOL | : | 266 PAGE : 9939-9943 (1991) |
AUTHOR | : | Araki, S., Abe, S., Yamada, S., Satake, M., Fujiwara, N., Kon, K., and Ando, S. |
TITLE | : | Characterization of two novel pyruvated glycosphingolipids containig 2'-aminoethylphosphoryl(-6)-galactose from the nervous system of Aplysia kurodai. PubMed ID:1491001 |
JOURNAL | : | J. Biochem. |
VOL | : | 112 PAGE : 461-469 (1992) |
AUTHOR | : | Sugita, M., Itonori, S., Inagaki, F., and Hori, T. |
TITLE | : | Characterization of two glucuronic acid-containing glycosphingolipids in larvae of the green-bottle fly, Lucilia caesar PubMed ID:2768250 |
JOURNAL | : | J Biol Chem. |
VOL | : | 264 PAGE : 15028-15033 (1989) |
AUTHOR | : | Sugita, M., Inagaki, F., Naito, H., and Hori, T. |
TITLE | : | Studies on glycosphingolipids in larvae of the green-bottle fly, Lucilia caesar: two neutral glycosphingolipids having large straight oligosaccharide chains with eight and nine sugars PubMed ID:2391351 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 107 PAGE : 899-903 (1990) |
AUTHOR | : | Itonori,S.,Kamemura,K.,Narushima,K.,Sonku,N.,Itasaka,O.,Hori,T.,and Sugita,M. |
TITLE | : | Characterization of a new phosphonocerebroside, N-methyl-2-aminoethylphosphonylglucosylceramide, from the antarctic krill, Euphausia superba. PubMed ID:1998750 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 1081 PAGE : 321-327 (1991) |
AUTHOR | : | Itonori, S., Nishizawa, M., Suzuki, M., Inagaki, F., Hori, T., and Sugita, M. |
TITLE | : | Polar glycosphingolipids in insect: chemical structures of glycosphingolipid series containing 2'-aminoethylphosphoryl-(----6)-N-acetylglucosamine as a polar group from larvae of the green-bottle fly, Lucilia caesar PubMed ID:1778972 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 110 PAGE : 479-485 (1991) |
AUTHOR | : | Sugita,M.,Hayata,C.,Suzuki,M.,Takeda,T.,Mizunoma,T.,Makino,T.,Narushima,K.and Hori,T. |
TITLE | : | Isolation and characterization of neutral glycosphingolipids from annelida (earthworm, Pheretima hilgendorfi). |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 41 PAGE : 568-573 (1992) |
AUTHOR | : | Sugita,M.,Fujii,H.,Inagaki,F.,Suzuki,M.,Hayata,C.,and Hori,T. |
TITLE | : | Polar glycosphingolipids in annelida: a novel series of glycosphingolipids containing choline phosphate from the earthworm, Pheretima hilgendorf. PubMed ID:1429609 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 267 PAGE : 22595-22598 (1992) |
AUTHOR | : | Sugita,M.,Makino,T.,Hayata,C.,Suzuki,M.,Suzuki,A.,Hori,T.,Miwa,S., and Nakatani,F. |
TITLE | : | Neutral and amphoteric glycosphingolipids from annelida (lugworm, Tylorrhynchus heterochetus). |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 42 PAGE : 935-941 (1993) |
AUTHOR | : | Itonori, S., Hiratsuka, M., Sonku, N., Tsuji, H., Itasaka, O., Hori, T., and Sugita, M. |
TITLE | : | Immunogenic properties of mannose-containing ceramide disaccharide and immunochemical detection of its hapten in the two kinds of crustacean, Euphausia superba and Macrobrachium nipponense PubMed ID:1536864 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 1123 PAGE : 263-268 (1992) |
AUTHOR | : | Sugita,M.,Hayata,C.,Hori,T.,Morikawa,A., and Miwa S. |
TITLE | : | Production of polyclonal antibody specific for mannose-containing triglycosylceramide (amino-CTH) and immunochemical detection of its hapten in crustacean. |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 42 PAGE : 649-655 (1992) |
AUTHOR | : | Sugita,M.,Mizunoma,T.,Hayata,C.,Hori,T.,Nakatani,F., and Aoki,K. |
TITLE | : | Classification into arthro-series of neutral glycosphingolipids from porcine roundworm, Ascaris suum, (Aschelminthes, Nematoda). |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 43 PAGE : 495-501 (1994) |
AUTHOR | : | Sugita,M.,Mizunoma,T.,Inagaki,F.,Suzuki,M.,Suzuki,A.,Hori,T.,Nakatani,F., and Ohta,S. |
TITLE | : | Occurrence of novel neogala series glycosphingolipids with a mannose at the non-reducing terminal in annelida (earthworm, Pheretima hilgendorfi). |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 43 PAGE : 1052-1062 (1994) |
AUTHOR | : | Sugita,M.,Fujii,H.,Dulaney,J.T.,Inagaki,F.,Suzuki,M.,Suzuki,A., and Ohta,S. |
TITLE | : | Structural elucidation of two novel amphoteric glycosphingolipids from the earthworm, Pheretima hilgendorfi. PubMed ID:8541328 |
JOURNAL | : | Biochim. Biophys. Acta |
VOL | : | 1259 PAGE : 220-226 (1995) |
AUTHOR | : | Sugita,M.,Morikawa,A.,Dulaney,J.T.,and Okada,A. |
TITLE | : | Glycosphingolipids with Gala1-6Gal and Galb1-6Gal sequences in the leech, Hirudo nipponia. |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 45 PAGE : 731-740 (1996) |
AUTHOR | : | Sugita,M.,Ohta,S.,Morikawa,A.,Dulaney,J.T.,Ichikawa,S.,Kushida,K.,Inagaki,F.,Suzuki,M., and Suzuki,A. |
TITLE | : | Novel neogala series glycosphingolipids with glucose at the non-reducing termini in the earthworm, Pheretima sp. |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 46 PAGE : 755-766 (1997) |
AUTHOR | : | Sugita,M.,Aoki,K.,Dulaney,J.T.,Suzuki,M.,Suzuki,A.,Nishizawa,N., and Sakata,A. |
TITLE | : | Acidic glycolipids from marine annelida (lugworm, Tylorrhynchus heterochetus): Occurrence of methylinositol phosphate-containing sphingolipids. |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 47 PAGE : 695-702 (1998) |
AUTHOR | : | Itasaka, O., Sugita, M., Yoshizaki, H. and Hori, T. |
TITLE | : | Determination of the anomeric configurations of Corbicula ceramide di- and trihexoside by chromium trioxide oxidation. |
JOURNAL | : | Journal of Biochemistry |
VOL | : | 80 PAGE : 935-936 (1976) |
AUTHOR | : | Hori, T., Itasaka, O., and Kamimura, M. |
TITLE | : | Biochemistry of shellfish lipids. 8. Occurrence of ceramide mono- and dihexoside in corbicula, Corbicula sandai PubMed <<5708320, 5715507>> |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 64 PAGE : 125-128 (1968) |
AUTHOR | : | Sugita, M., Willians, M., Dulaney, J. T., and Moser, H. W. |
TITLE | : | Ceramidase and ceramide synthesis in human kidney and cerebellum. Description of a new alkaline ceramidase PubMed ID:238641 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 398 PAGE : 125-131 (1975) |
AUTHOR | : | M. Sugita, F. Inagaki, T. Ariga, and T. Hori. |
TITLE | : | |
JOURNAL | : | Rensho-ken Conf., 3rd, abstr. |
VOL | : | PAGE : 16- (1988) |
AUTHOR | : | Itasaka, O., Kosuga, M., Okayama, M., and Hori, T. |
TITLE | : | Characterization of a novel ceramide octasaccharide isolated from whole tissue of a fresh-water bivalve, Corbicula sandai. |
JOURNAL | : | Biochimica et Biophysica Acta |
VOL | : | 750 PAGE : 440-446 (1983) |
AUTHOR | : | Hori, T., Sugita, M., and Shimizu, H. |
TITLE | : | Identification of beta-D-mannosylceramide in hepatopancreas of the fresh-water bivalve, Hyriopsis schlegelii PubMed ID:7284415 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 665 PAGE : 170-173 (1981) |
AUTHOR | : | Carter, H. E., Strobach, D. R., and Hawthorne, J. N. |
TITLE | : | Biochemistry of the sphingolipids. 18. Complete structure of tetrasaccharide phytoglycolipid PubMed ID:5777335 |
JOURNAL | : | Biochemistry. |
VOL | : | 8 PAGE : 383-388 (1969) |
AUTHOR | : | Carter, H. E., and Kisic, A. |
TITLE | : | Countercurrent distribution of inosol lipids of plant seeds PubMed ID:4307829 |
JOURNAL | : | J Lipid Res. |
VOL | : | 10 PAGE : 356-362 (1969) |
AUTHOR | : | Wagner, H., and Zofcsik, W. |
TITLE | : | [On new sphingolipids of yeast] PubMed ID:5985652 |
JOURNAL | : | Biochem Z. |
VOL | : | 344 PAGE : 314-316 (1966) |
AUTHOR | : | Smith, S. W., and Lester, R. L. |
TITLE | : | Inositol phosphorylceramide, a novel substance and the chief member of a major group of yeast sphingolipids containing a single inositol phosphate PubMed ID:4364653 |
JOURNAL | : | J Biol Chem. |
VOL | : | 249 PAGE : 3395-3405 (1974) |
AUTHOR | : | Wagner, H., Zofcsik, W.,Heng, I. |
TITLE | : | [Sphingolipids and glycolipids of fungi and higher plants. V. On the structure of the phytoglycolipid from Arachis hypogaea L] |
JOURNAL | : | Zeitschrift fur Naturforschung. Teil B: Chemie, Biochemie, Biophysik, Biologie |
VOL | : | 24 PAGE : 922-927 (1969) |
AUTHOR | : | Lester, R. L., Smith, S. W., Wells, G. B., Rees, D. C., and Angus, W. W. |
TITLE | : | The isolation and partial characterization of two novel sphingolipids from Neurospora crassa: di(inositolphosphoryl)ceramide and ((gal)3glu)ceramide PubMed ID:4364652 |
JOURNAL | : | J Biol Chem. |
VOL | : | 249 PAGE : 3388-3394 (1974) |
AUTHOR | : | S. Steiner, A. Smith, C. J. Waechter, and R. L. Lester |
TITLE | : | Isolation and partial characterization of a major inositol-containing lipid in baker's yeast, mannosyl-diinositol, diphosphoryl-ceramide. |
JOURNAL | : | Proc. Natl. Acad. Sci. U.S.A. |
VOL | : | 64 PAGE : 1042-1048 (1969) |
AUTHOR | : | Brennan, P. J., and Roe, J. |
TITLE | : | The occurrence of a phosphorylated glycosphingolipid in Aspergillus niger PubMed ID:1156383 |
JOURNAL | : | Biochem J. |
VOL | : | 147 PAGE : 179-180 (1975) |
AUTHOR | : | Brennan, P. J., and Losel, D. M. |
TITLE | : | Physiology of fungal lipids: selected topics PubMed ID:352108 |
JOURNAL | : | Adv Microb Physiol. |
VOL | : | 17 PAGE : 47-179 (1978) |
AUTHOR | : | Hsieh, T. C.,Kaul, K.,Laine, R. A.,Lester, R. L. |
TITLE | : | Structure of a major glycophosphoceramide from tobacco leaves, PSL-I: 2-deoxy-2-acetamido-D-glucopyranosyl(alpha1 leads to 4)-D-glucuronopyranosyl(alpha1 leads to 2)myoinositol-1-O-phosphoceramide. |
JOURNAL | : | Biochemistry |
VOL | : | 17 PAGE : 3575-3581 (1978) |
AUTHOR | : | Laine, R. A. |
TITLE | : | Enhancement of detection for partially methylated alditol acetates by chemical ionization mass spectrometry PubMed ID:6172052 |
JOURNAL | : | Anal Biochem. |
VOL | : | 116 PAGE : 383-388 (1981) |
AUTHOR | : | Kaul, K., and Lester, R. L. |
TITLE | : | Isolation of six novel phosphoinositol-containing sphingolipids from tobacco leaves PubMed ID:687599 |
JOURNAL | : | Biochemistry. |
VOL | : | 17 PAGE : 3569-3575 (1978) |
AUTHOR | : | Hsieh, T. C., Lester, R. L., and Laine, R. A. |
TITLE | : | Glycophosphoceramides from plants. Purification and characterization of a novel tetrasaccharide derived from tobacco leaf glycolipids PubMed ID:7263625 |
JOURNAL | : | J Biol Chem. |
VOL | : | 256 PAGE : 7747-7755 (1981) |
AUTHOR | : | R. A. Laine, T. C. -Y. Hsieh and R. L. Lester |
TITLE | : | |
JOURNAL | : | ACS Symp. Ser. |
VOL | : | 128 PAGE : 65- (1980) |
AUTHOR | : | Barr, K., Laine, R. A., and Lester, R. L. |
TITLE | : | Carbohydrate structures of three novel phosphoinositol-containing sphingolipids from the yeast Histoplasma capsulatum PubMed ID:6509038 |
JOURNAL | : | Biochemistry. |
VOL | : | 23 PAGE : 5589-5596 (1984) |
AUTHOR | : | Hayashi, A., and Matsuura, F. |
TITLE | : | Isolation of a new sphingophosphonolipid containing galactose from the viscera of Turbo cornutus PubMed ID:5141114 |
JOURNAL | : | Biochim Biophys Acta. |
VOL | : | 248 PAGE : 133-136 (1971) |
AUTHOR | : | A. Hayashi and F. Matsuura |
TITLE | : | Characterization of aminoalkylphosphonyl cerebrosides in muscle tissue of Turbo cornutus. |
JOURNAL | : | Chem. Phys. Lipids |
VOL | : | 22 PAGE : 9-23 (1978) |
AUTHOR | : | Matsuura, F. |
TITLE | : | The identification of aminoalkylphosphonyl cerebrosides in the marine gastropod, Monodonta labio PubMed ID:422541 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 85 PAGE : 433-441 (1979) |
AUTHOR | : | F. Matsuura |
TITLE | : | Phosphonosphingoglycolipid, a novel sphingolipid from the viscera of Turbo cornutus. |
JOURNAL | : | Vhem. Phys. Lipids |
VOL | : | 19 PAGE : 223-242 (1977) |
AUTHOR | : | Murase, T., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | A facile, regio- and stereo-selective synthesis of ganglioside GM3 PubMed ID:2776130 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 188 PAGE : 71-80 (1989) |
AUTHOR | : | Ladisch, S., Hasegawa, A., Li, R., and Kiso, M. |
TITLE | : | Immunosuppressive activity of chemically synthesized gangliosides PubMed ID:7827069 |
JOURNAL | : | Biochemistry. |
VOL | : | 34 PAGE : 1197-1202 (1995) |
AUTHOR | : | Murase, T., Kameyama, A., Kartha, K. P. R., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | A facile, regio and stereoselective synthesis of ganglioside GM4 and its position isomer. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 82 PAGE : 265-283 (1989) |
AUTHOR | : | Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Stereoselective synthesis of sialyl-lactotetraosylceramide and sialylneolactotetraosylceramide PubMed ID:2379209 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 200 PAGE : 269-285 (1990) |
AUTHOR | : | Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of tumor-associated ganglioside, sialyl Lewis X. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 10 PAGE : 549-560 (1991) |
AUTHOR | : | Hasegawa, A., Hotta, K., Kameyama, A., Ishida, H., and Kiso, M. |
TITLE | : | Total synthesis of sialyl-a(2-6)-lactotetraosylceramide and sialyl-a(2-6)-neolactotetraosylceramide. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 10 PAGE : 439-459 (1991) |
AUTHOR | : | Prabhanjan, H., Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Regio- and stereo-selective synthesis of ganglioside GM1b and some positional analogs PubMed ID:1811854 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 220 PAGE : 127-143 (1991) |
AUTHOR | : | Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of sialyl-a(2-6)-Lewis X. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 105 PAGE : 729-738 (1991) |
AUTHOR | : | Prabhanjan, H., Aoyama, K., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of disialoganglioside GD1 alpha and its positional isomer PubMed ID:1446313 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 233 PAGE : 87-99 (1992) |
AUTHOR | : | Hasegawa, A., Nagahama, T., Ohki, H., and Kiso, M. |
TITLE | : | A facile total synthesis of ganglioside GM2. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 11 PAGE : 699-714 (1992) |
AUTHOR | : | Ishida, H., Ohta, Y., Tsukada, Y., Kiso, M., and Hasegawa, A. |
TITLE | : | A synthetic approach to polysialogangliosides containing alpha-sialyl-(2-->8)-sialic acid: total synthesis of ganglioside GD3 PubMed ID:8370046 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 246 PAGE : 75-88 (1993) |
AUTHOR | : | Terada, T., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of KDN-gangliosides GM4 and GM3. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 1245 PAGE : 425-440 (1993) |
AUTHOR | : | Terada, T., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of KDN-lactotetraosylceramide, KDN-neolactotetraosylceramide, and KDN-Lewis X ganglioside PubMed ID:8050096 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 259 PAGE : 201-218 (1994) |
AUTHOR | : | Hotta, K., Komba, S., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of a-series ganglioside GM1a. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 135 PAGE : 665-677 (1994) |
AUTHOR | : | Terada, T., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of KDN-a-(2-6)-lactotetraosylceramide and KDN-a-(2-6)-neolactotetraosylceramide. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 146 PAGE : 751-768 (1995) |
AUTHOR | : | Isogai, Y., Kawase, T., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of sulfated glucuronyl paraglobosides. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 158 PAGE : 1001-1023 (1996) |
AUTHOR | : | Terada, T., Toyoda, T., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | synthesis of KDN-gangliosides GM1, GM2, and GD1a. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 146 PAGE : 769-790 (1995) |
AUTHOR | : | Ishida, H., Miyawaki, R., Kiso, M., and Hasegawa, A. |
TITLE | : | Systematic synthesis of alpha-sialyl-(2 --> 3)- and -(2 --> 6)-isoglobopentaosylceramides (V3Neu5AciGb5Cer and V6Neu5AciGb5Cer) PubMed ID:8653718 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 284 PAGE : 179-190 (1996) |
AUTHOR | : | Isogai, Y., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of sulfated glycuronyl lactosaminyl paraglobosides. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 159 PAGE : 1119-1137 (1996) |
AUTHOR | : | Kameyama, A., Ehara, T., Yamada, Y., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | A total synthesis of sialyl dimeric Lex ganglioside. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 14 PAGE : 507-523 (1995) |
AUTHOR | : | Ehara, T., Kameyama, A., Yamada, Y., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of VIM-2 ganglioside isolated from human chronic myelogenous leukemia cells PubMed ID:8721147 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 281 PAGE : 237-252 (1996) |
AUTHOR | : | Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of tumor-associated ganglioside, sialyl-Lea. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 135 PAGE : 641-654 (1994) |
AUTHOR | : | Hotta, K., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | First total synthesis of a cholinergic neuron-specific ganglioside GQ1ba. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 1445 PAGE : 491-506 (1995) |
AUTHOR | : | Hotta, K., Kawase, T., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | A total synthesis of b-series ganglioside GQ1b. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 14 PAGE : 961-975 (1995) |
AUTHOR | : | Ishida, H., Miyawaki, R., Kiso, M., and Hasegawa, A. |
TITLE | : | First total synthesis of sialyl globopentaosyl ceramide (V3Neu5AcGb5Cer) and its positional isomer (V6Neu5AcGb5Cer). |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 152 PAGE : 163-185 (1996) |
AUTHOR | : | Komba, S., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis and biological activities of three sulfated sialyl Le(x) ganglioside analogues for clarifying the real carbohydrate ligand structure of L-selectin PubMed ID:9007268 |
JOURNAL | : | Bioorg Med Chem. |
VOL | : | 4 PAGE : 1833-1847 (1996) |
AUTHOR | : | Ishida, H., Ito, Y., Tanahashi, E., Li, Y. T., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of 6'-GM2, a regioisomer of ganglioside GM2, for studying the mechanism of action of GM2 activator PubMed ID:9291574 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 302 PAGE : 223-227 (1997) |
AUTHOR | : | Ishida, H.-K., Ando, H., Ito, H., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of gangliosides GD1c and GT1a. |
JOURNAL | : | Journal of Carbohydrate Chemistry |
VOL | : | 1645 PAGE : 413-428 (1997) |
AUTHOR | : | Ishida, H., Ohta, Y., Tsukada, Y., Isogai, Y., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | A facile total synthesis of ganglioside GD2 PubMed ID:8137365 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 252 PAGE : 283-290 (1994) |
AUTHOR | : | Ishida, H.-K., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Total synthesis of ganglioside GQ1b and the related polysialogangliosides. |
JOURNAL | : | Tetrahedron: Asymmetry |
VOL | : | 5 PAGE : 2493-2515 (1994) |
AUTHOR | : | Ito, H., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | First total synthesis of ganglioside GT1a alpha PubMed ID:9679279 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 306 PAGE : 581-585 (1998) |
AUTHOR | : | Suzuki, Y., Nakao, T., Ito, T., Watanabe, N., Toda, Y., Xu, G., Suzuki, T., Kobayashi, T., Kimura, Y., Yamada, A., et al. |
TITLE | : | Structural determination of gangliosides that bind to influenza A, B, and C viruses by an improved binding assay: strain-specific receptor epitopes in sialo-sugar chains PubMed ID:1376537 |
JOURNAL | : | Virology. |
VOL | : | 189 PAGE : 121-131 (1992) |
AUTHOR | : | Foxall, C., Watson, S. R., Dowbenko, D., Fennie, C., Lasky, L. A., Kiso, M., Hasegawa, A., Asa, D., and Brandley, B. K. |
TITLE | : | The three members of the selectin receptor family recognize a common carbohydrate epitope, the sialyl Lewis(x) oligosaccharide PubMed ID:1374413 |
JOURNAL | : | J Cell Biol. |
VOL | : | 117 PAGE : 895-902 (1992) |
AUTHOR | : | Hanisch, F. G., Hanski, C., and Hasegawa, A. |
TITLE | : | Sialyl Lewis(x) antigen as defined by monoclonal antibody AM-3 is a marker of dysplasia in the colonic adenoma-carcinoma sequence PubMed ID:1350509 |
JOURNAL | : | Cancer Res. |
VOL | : | 52 PAGE : 3138-3144 (1992) |
AUTHOR | : | Suzuki, Y., Toda, Y., Tamatani, T., Watanabe, T., Suzuki, T., Nakao, T., Murase, K., Kiso, M., Hasegawa, A., Tadano-Aritomi, K., et al. |
TITLE | : | Sulfated glycolipids are ligands for a lymphocyte homing receptor, L-selectin (LECAM-1), binding epitope in sulfated sugar chain. PubMed ID:7678958 |
JOURNAL | : | Biochemical and biophysical research communications |
VOL | : | 190 PAGE : 426-434 (1993) |
AUTHOR | : | Xu, G., Suzuki, T., Hanagata, G., Deya, E., Kiso, M., Hasegawa, A., and Suzuki, Y. |
TITLE | : | Drift of the sialyl-linkage specific recognition of the sialidase of influenza B virus isolates PubMed ID:8486603 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 113 PAGE : 304-307 (1993) |
AUTHOR | : | Ohmori, K., Takada, A., Ohwaki, I., Takahashi, N., Furukawa, Y., Maeda, M., Kiso, M., Hasegawa, A., Kannagi, M., and Kannagi, R. |
TITLE | : | A distinct type of sialyl Lewis X antigen defined by a novel monoclonal antibody is selectively expressed on helper memory T cells PubMed ID:7693048 |
JOURNAL | : | Blood. |
VOL | : | 82 PAGE : 2797-2805 (1993) |
AUTHOR | : | Xu, G., Suzuki, T., Tahara, H., Kiso, M., Hasegawa, A., and Suzuki, Y. |
TITLE | : | Specificity of sialyl-sugar chain mediated recognition by the hemagglutinin of human influenza B virus isolates PubMed ID:8206868 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 115 PAGE : 202-207 (1994) |
AUTHOR | : | Li, Y. T., Yuziuk, J. A., Li, S. C., Nematalla, A., Hasegawa, A., Kimura, M., and Nakagawa, H. |
TITLE | : | A novel sialidase capable of cleaving 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) PubMed ID:8161211 |
JOURNAL | : | Arch Biochem Biophys. |
VOL | : | 310 PAGE : 243-246 (1994) |
AUTHOR | : | Yang, L. J., Zeller, C. B., Shaper, N. L., Kiso, M., Hasegawa, A., Shapiro, R. E., and Schnaar, R. L. |
TITLE | : | Gangliosides are neuronal ligands for myelin-associated glycoprotein PubMed ID:8570640 |
JOURNAL | : | Proc Natl Acad Sci U S A. |
VOL | : | 93 PAGE : 814-818 (1996) |
AUTHOR | : | Furuya, S., Irie, F., Hashikawa, T., Nakazawa, K., Kozakai, A., Hasegawa, A., Sudo, K., and Hirabayashi, Y. |
TITLE | : | Ganglioside GD1 alpha in cerebellar Purkinje cells. Its specific absence in mouse mutants with Purkinje cell abnormality and altered immunoreactivity in response to conjunctive stimuli causing long-term desensitization PubMed ID:7528216 |
JOURNAL | : | J Biol Chem. |
VOL | : | 269 PAGE : 32418-32425 (1994) |
AUTHOR | : | Saiki, I., Koike, C., Obata, A., Fujii, H., Murata, J., Kiso, M., Hasegawa, A., Komazawa, H., Tsukada, H., Azuma, I., et al. |
TITLE | : | Functional role of sialyl Lewis X and fibronectin-derived RGDS peptide analogue on tumor-cell arrest in lungs followed by extravasation PubMed ID:8631600 |
JOURNAL | : | Int J Cancer. |
VOL | : | 65 PAGE : 833-839 (1996) |
AUTHOR | : | Yuziuk, J. A., Nakagawa, H., Hasegawa, A., Kiso, M., Li, S. C., and Li, Y. T. |
TITLE | : | Two different sialidases, KDN-sialidase and regular sialidase in the starfish Asterina pectinifera PubMed ID:8645142 |
JOURNAL | : | Biochem J. |
VOL | : | 315 (Pt 3) PAGE : 1041-1048 (1996) |
AUTHOR | : | Dinh, Q., Weng, N. P., Kiso, M., Ishida, H., Hasegawa, A., and Marcus, D. M. |
TITLE | : | High affinity antibodies against Lex and sialyl Lex from a phage display library PubMed ID:8752923 |
JOURNAL | : | J Immunol. |
VOL | : | 157 PAGE : 732-738 (1996) |
AUTHOR | : | Mitsuoka, C., Kawakami-Kimura, N., Kasugai-Sawada, M., Hiraiwa, N., Toda, K., Ishida, H., Kiso, M., Hasegawa, A., and Kannagi, R. |
TITLE | : | Sulfated sialyl Lewis X, the putative L-selectin ligand, detected on endothelial cells of high endothelial venules by a distinct set of anti-sialyl Lewis X antibodies PubMed ID:9015359 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 230 PAGE : 546-551 (1997) |
AUTHOR | : | Collins, B. E., Kiso, M., Hasegawa, A., Tropak, M. B., Roder, J. C., Crocker, P. R., and Schnaar, R. L. |
TITLE | : | Binding specificities of the sialoadhesin family of I-type lectins. Sialic acid linkage and substructure requirements for binding of myelin-associated glycoprotein, Schwann cell myelin protein, and sialoadhesin PubMed ID:9201997 |
JOURNAL | : | J Biol Chem. |
VOL | : | 272 PAGE : 16889-16895 (1997) |
AUTHOR | : | Galustian, C., Lawson, A. M., Komba, S., Ishida, H., Kiso, M., and Feizi, T. |
TITLE | : | Sialyl-Lewis(x) sequence 6-O-sulfated at N-acetylglucosamine rather than at galactose is the preferred ligand for L-selectin and de-N-acetylation of the sialic acid enhances the binding strength PubMed ID:9400621 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 240 PAGE : 748-751 (1997) |
AUTHOR | : | Mitsuoka, C., Sawada-Kasugai, M., Ando-Furui, K., Izawa, M., Nakanishi, H., Nakamura, S., Ishida, H., Kiso, M., and Kannagi, R. |
TITLE | : | Identification of a major carbohydrate capping group of the L-selectin ligand on high endothelial venules in human lymph nodes as 6-sulfo sialyl Lewis X PubMed ID:9556613 |
JOURNAL | : | J Biol Chem. |
VOL | : | 273 PAGE : 11225-11233 (1998) |
AUTHOR | : | Li, Y. T., Li, S. C., Hasegawa, A., Ishida, H., Kiso, M., Bernardi, A., Brocca, P., Raimondi, L., and Sonnino, S. |
TITLE | : | Structural basis for the resistance of Tay-Sachs ganglioside GM2 to enzymatic degradation PubMed ID:10187778 |
JOURNAL | : | J Biol Chem. |
VOL | : | 274 PAGE : 10014-10018 (1999) |
AUTHOR | : | Suzuki, Y., Nishi, H., Hidari, K., Hirabayashi, Y., Matsumoto, M., Kobayashi, T., Watarai, S., Yasuda, T., Nakayama, J., Maeda, H., et al. |
TITLE | : | A new monoclonal antibody directed to sialyl alpha 2-3lactoneotetraosylceramide and its application for detection of human gastrointestinal neoplasms PubMed ID:1864848 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 109 PAGE : 354-360 (1991) |
AUTHOR | : | Tyrrell, D., James, P., Rao, N., Foxall, C., Abbas, S., Dasgupta, F., Nashed, M., Hasegawa, A., Kiso, M., Asa, D., et al. |
TITLE | : | Structural requirements for the carbohydrate ligand of E-selectin PubMed ID:1719556 |
JOURNAL | : | Proc Natl Acad Sci U S A. |
VOL | : | 88 PAGE : 10372-10376 (1991) |
AUTHOR | : | Ando, H., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | A synthetic approach to the c-series gangliosides containing sialyl-alpha(2-->8)sialyl-alpha(2-->8)sialic acid: synthesis of ganglioside GT4, alpha(2-->6) GT4 and GT3 PubMed ID:9202407 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 300 PAGE : 207-217 (1997) |
AUTHOR | : | Tanahashi, E., Murase, K., Shibuya, M., Igarashi, Y., Ishida, H., Hasegawa, A., and Kiso, M. |
TITLE | : | Synthetic studies on selectin ligands/inhibitors: a systematic synthesis of sulfatide and its higher congeners carrying 2-(tetradecyl)hexadecyl group as a ceramide substitute. |
JOURNAL | : | J. Carbohydr. Chem. |
VOL | : | 166 PAGE : 831-858 (1997) |
AUTHOR | : | Hasegawa, A., Kojima, Y., Ogawa, M., and Kiso, M. |
TITLE | : | Synthesis of sialyl-a(2-6)-D-glucopyranosyl, 2-acetamido-2-deoxyhexopyranosyl, and sialyl-a(2-3)-2-acetamido-2-deoxy-D-glucopyranosyl ceramide or the analogs at the lipophilic part. |
JOURNAL | : | J. Carbohydr. Chem. |
VOL | : | 11 PAGE : 343-357 (1992) |
AUTHOR | : | Hasegawa, A., Ogawa, M., and Kiso, M. |
TITLE | : | Synthesis of a ganglioside GM3 position isomer, N-acetylneuraminosyl-alpha (2----6)-lactosyl-beta(1----1)-ceramide PubMed ID:1368337 |
JOURNAL | : | Biosci Biotechnol Biochem. |
VOL | : | 56 PAGE : 535-536 (1992) |
AUTHOR | : | Hasegawa, A., Ogawa, H., and Kiso, M. |
TITLE | : | Synthesis of a position isomer of ganglioside GD3 having an alpha-Neu5Ac-(2----9)-alpha-Neu5Ac linkage PubMed ID:1591760 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 224 PAGE : 185-192 (1992) |
AUTHOR | : | Hasegawa, A., Ando, T., Kameyama, A., and Kiso, M. |
TITLE | : | Stereocontrolled synthesis of sialyl Lewis x epitope and its ceramide derivative. |
JOURNAL | : | J. Carbohydr. Chem. |
VOL | : | 11 PAGE : 645-658 (1992) |
AUTHOR | : | Hotta, K., Ito, K., Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. |
TITLE | : | Stereocontrolled synthesis of positional isomers of tumor-associated ganglioside antigens, sialyl Lewis x and sialyl paragloboside. |
JOURNAL | : | J. Carbohydr. Chem. |
VOL | : | 14 PAGE : 115-133 (1995) |
AUTHOR | : | Hasegawa, A., Ito, K., Ishida, H., and Kiso, M. |
TITLE | : | Synthesis of sialyl and sulfo Lewis X analogs containing a ceramide or 2-(tetradecyl)hexadecyl residue. |
JOURNAL | : | J. Carbohydr. Chem. |
VOL | : | 14 PAGE : 353-368 (1995) |
AUTHOR | : | Hasegawa, A., Uchimura, A., Ishida, H., and Kiso, M. |
TITLE | : | Synthesis of a sialyl Lewis X ganglioside analogue containing N-glycolyl in place of the N-acetyl group in the N-acetylneuraminic acid residue PubMed ID:7612995 |
JOURNAL | : | Biosci Biotechnol Biochem. |
VOL | : | 59 PAGE : 1091-1094 (1995) |
AUTHOR | : | Komba, S., Galustian, C., Ishida, H., Feizi, T., Kannagi, R., and Kiso, M. |
TITLE | : | First total synthesis of 6-sulfo de-N-acetyl-sialyl lewis x ganglioside: a superior ligand for human l-selectin. |
JOURNAL | : | Angew. Chem. Int. Ed. Engl |
VOL | : | 38 PAGE : 1131-1133 (1999) |
AUTHOR | : | Hasegawa, A., Adachi, K., Yoshida, M., and Kiso, M. |
TITLE | : | Synthesis of ganglioside GM3 analogs containing the chemically modified sialic acids. |
JOURNAL | : | J. Carbohydr. Chem. |
VOL | : | 11 PAGE : 95-116 (1992) |
AUTHOR | : | Hasegawa, A., Adachi, K., Yoshida, M., and Kiso, M. |
TITLE | : | Synthesis of a series of ganglioside GM3 analogs containing a deoxy-N-acetylneuraminic acid residue PubMed ID:1394301 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 230 PAGE : 273-288 (1992) |
AUTHOR | : | Yoshida, M., Uchimura, A., Kiso, M., and Hasegawa, A. |
TITLE | : | Synthesis of chemically modified sialic acid-containing sialyl-Le X ganglioside analogues recognized by the selectin family. |
JOURNAL | : | Glycoconjugate J. |
VOL | : | 10 PAGE : 3-5 (1993) |
AUTHOR | : | Hasegawa, A., Ando, T., Kato, M., Ishida, H., and Kiso, M. |
TITLE | : | Synthesis of deoxy-L-fucose-containing sialyl Lewis X ganglioside analogues PubMed ID:8004640 |
JOURNAL | : | Carbohydr Res. |
VOL | : | 257 PAGE : 67-80 (1994) |
AUTHOR | : | Suzuki, Y., Toda, Y., Tamatani, T., Watanabe, T., Suzuki, T., Nakao, T., Murase, K., Kiso, M., Hasegawa, A., Tadano-Aritomi, K., Ishizuka, I., and Miyasaka, M. |
TITLE | : | Sulfated glycolipids are ligands for a lymphocyte homing receptor, L-selectin (LECAM-1), binding epitope in sulfated sugar chain. PubMed ID:7678958 |
JOURNAL | : | Biochem. Biophys. Res. Commun. |
VOL | : | 190 PAGE : 426-434 (1993) |
AUTHOR | : | Mulligan, M. S., Miyasaka, M., Suzuki, Y., Kawashima, H., Iizuka, M., Hasegawa, A., Kiso, M., Warner, R. L., Ward, P. A., Suzuki, T., et al. |
TITLE | : | Anti-inflammatory effects of sulfatides in selectin-dependent acute lung injury PubMed ID:8527408 |
JOURNAL | : | Int Immunol. |
VOL | : | 7 PAGE : 1107-1113 (1995) |
AUTHOR | : | Konno, A., Nunogami, K., Wada, T., Yachie, A., Suzuki, Y., Takahashi, N., Suzuki, T., Miyamoto, D., Kiso, M., Hasegawa, A., et al. |
TITLE | : | Inhibitory action of sulfatide, a putative ligand for L-selectin, on B cell proliferation and Ig production PubMed ID:8982775 |
JOURNAL | : | Int Immunol. |
VOL | : | 8 PAGE : 1905-1913 (1996) |
AUTHOR | : | Mulligan, M. S., Warner, R. L., Lowe, J. B., Smith, P. L., Suzuki, Y., Miyasaka, M., Yamaguchi, S., Ohta, Y., Tsukada, Y., Kiso, M., et al. |
TITLE | : | In vitro and in vivo selectin-blocking activities of sulfated lipids and sulfated sialyl compounds PubMed ID:9645605 |
JOURNAL | : | Int Immunol. |
VOL | : | 10 PAGE : 569-575 (1998) |
AUTHOR | : | Vandekerckhove, F., Schenkman, S., Pontes de Carvalho, L., Tomlinson, S., Kiso, M., Yoshida, M., Hasegawa, A., and Nussenzweig, V. |
TITLE | : | Substrate specificity of the Trypanosoma cruzi trans-sialidase PubMed ID:1282052 |
JOURNAL | : | Glycobiology. |
VOL | : | 2 PAGE : 541-548 (1992) |
AUTHOR | : | Brandley, B. K., Kiso, M., Abbas, S., Nikrad, P., Srivasatava, O., Foxall, C., Oda, Y., and Hasegawa, A. |
TITLE | : | Structure-function studies on selectin carbohydrate ligands. Modifications to fucose, sialic acid and sulphate as a sialic acid replacement PubMed ID:7510548 |
JOURNAL | : | Glycobiology. |
VOL | : | 3 PAGE : 633-641 (1993) |
AUTHOR | : | Taketomi, T., Sugiyama, E. |
TITLE | : | Extraction and Analysis of Multiple Sphingolipids from a Single Sample. PubMed ID:11070864 |
JOURNAL | : | Methods in Enzymology |
VOL | : | 312 PAGE : 80-101 (2000) |
AUTHOR | : | Watanebe, K., Matsubara, T., Hakomori, S. |
TITLE | : | a-L-Fucopyranosylceramide, a novel glycolipid accumulated in some of the human colon tumors. |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 251 PAGE : 2385-2387 (1976) |
AUTHOR | : | Hakomori, S. I., Siddiqui, B., Li, Y. T., Li, S. C., and Hellerqvist, C. G. |
TITLE | : | Anomeric structure of globoside and ceramide grihexoside of human erythrocytes and hamster fibroblasts PubMed ID:5103071 |
JOURNAL | : | J Biol Chem. |
VOL | : | 246 PAGE : 2271-2277 (1971) |
AUTHOR | : | Clarke J. T. R., Wolfe L. S. |
TITLE | : | Evidence for a terminal a-D-Galactopyranosyl residue in galactosylgalactosylceramide from human kidney. |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 216 PAGE : 5563-5569 (1971) |
AUTHOR | : | Esselman, W. J., Ackermann, J. R., and Sweeley, C. C. |
TITLE | : | Glycosphingolipids of membrane fractions from normal and transplanted canine kidney PubMed ID:4200922 |
JOURNAL | : | J Biol Chem. |
VOL | : | 248 PAGE : 7310-7317 (1973) |
AUTHOR | : | Stoffyn, P., Stoffyn, A., and Hauser, G. |
TITLE | : | Structure of trihexosylceramide biosynthesized in vitro PubMed ID:4690582 |
JOURNAL | : | J Biol Chem. |
VOL | : | 248 PAGE : 1920-1923 (1973) |
AUTHOR | : | Rosenfelder, G., Young, W. W., Jr., and Hakomori, S. I. |
TITLE | : | Association of the glycolipid pattern with antigenic alterations in mouse fibroblasts transformed by murine sarcoma virus PubMed ID:192447 |
JOURNAL | : | Cancer Res. |
VOL | : | 37 PAGE : 1333-1339 (1977) |
AUTHOR | : | Itasaka, O., Sugita, M., Yoshizaki, H., Hori, T. |
TITLE | : | Determination of the anomeric configurations of Corbicula ceramide Di- and trihexoside by chromium trioxide oxidation. PubMed ID:1002687 |
JOURNAL | : | J. Biochem. |
VOL | : | 80 PAGE : 935-936 (1976) |
AUTHOR | : | Gahmberg, C. G., Hakomoru, S. |
TITLE | : | Surface carbohydrates of hamster fibroblasts. I. Chemical characterization of surface-labeled glycosphingolipids and aspecific ceramide tetrasaccharide for transformants. PubMed ID:164440 |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 250 PAGE : 2438-2446 (1975) |
AUTHOR | : | Uemura, K., Yazawa, M., Taketomi, T. |
TITLE | : | Characterization of major glycolipid in bovine erythrocyte membrane. PubMed ID:564898 |
JOURNAL | : | J. Biochem. |
VOL | : | 83 PAGE : 463-471 (1978) |
AUTHOR | : | Stellner, K., and Hakomori, S. |
TITLE | : | A ceramide pentasaccharide of human erythrocyte membrane PubMed ID:4814335 |
JOURNAL | : | J Biol Chem. |
VOL | : | 249 PAGE : 1022-1025 (1974) |
AUTHOR | : | Hori, T., Takeda, T., Sugita, M., Itasaka, O. |
TITLE | : | Studies on glycosphingolipids of fresh-water bivalves. IV. Structure of a branched globoside containing mannose from spermatozoa of the fresh-water bivalve, Hyriopsis schlegelii. PubMed ID:591501 |
JOURNAL | : | J. BIOCHEM. |
VOL | : | 82 PAGE : 1281-1285 (1977) |
AUTHOR | : | Fukuda, M. N., Fukuda, M., and Hakomori, S. |
TITLE | : | Cell surface modification by endo-beta-galactosidase. Change of blood group activities and release of oligosaccharides from glycoproteins and glycosphingolipids of human erythrocytes PubMed ID:87393 |
JOURNAL | : | J Biol Chem. |
VOL | : | 254 PAGE : 5458-5465 (1979) |
AUTHOR | : | Yamamoto,A.,Yano,I.,Masui,M., and Yabuuchi,E. |
TITLE | : | Isolation of a Novel Sphingoglycolipid Containing Glucuronic Acid and 2-Hydroxy Fatty Acid from Flavobacterium devorans ATCC 10829. PubMed ID:659393 |
JOURNAL | : | J.Biochem. |
VOL | : | 83 PAGE : 1213-1216 (1978) |
AUTHOR | : | Yabuuchi,E.,Tanimura,E.,Ohyama,A.,Yano,I., and Yamamoto,A. |
TITLE | : | Flavobacterium devorans ATCC 10829: a Strain of Pseudomonas paucimobilis. |
JOURNAL | : | J.Gen.Appl.Microbiol. |
VOL | : | 25 PAGE : 95-107 (1979) |
AUTHOR | : | Kawahara,K.,Seydel,U.,Matsuura,M.,Danbara,H.,Rietschel,E.,T., and Z$ |
TITLE | : | Chemical structure of glycosphingolipids isolated from Sphingomonas paucimobilispau. PubMed ID:1959589 |
JOURNAL | : | FEBS |
VOL | : | 292 PAGE : 107-110 (1991) |
AUTHOR | : | Mizuno,S.,Kobayashi,K.,Tanaka,A.,Ijyuinn,T.,Hotta,H.,Yabuuchi,E.,Yamamoto,A., and Yano,I. |
TITLE | : | Taxonomy of Shingomonas species by sphingoglycolipid series containing glucronic acid. |
JOURNAL | : | Shishituseikagakukennkyuu |
VOL | : | 34 PAGE : 51-54 (1992) |
AUTHOR | : | Miyazaki, Y., Oka, S., Yamaguchi, S., Mizuno, S., and Yano, I. |
TITLE | : | Stimulation of phagocytosis and phagosome-lysosome fusion by glycosphingolipids from Sphingomonas paucimobilis PubMed ID:8543558 |
JOURNAL | : | J Biochem (Tokyo). |
VOL | : | 118 PAGE : 271-277 (1995) |
AUTHOR | : | Yabuuchi, E., Kosako, Y., Naka, T., Suzuki, S., and Yano, I. |
TITLE | : | Proposal of Sphingomonas suberifaciens (van Bruggen, Jochimsen and Brown 1990) comb. nov., sphingomonas natatoria (Sly 1985) comb. nov., Sphingomonas ursincola (Yurkov et al. 1997) comb. nov., and emendation of the genus Sphingomonas PubMed ID:10385200 |
JOURNAL | : | Microbiol Immunol. |
VOL | : | 43 PAGE : 339-349 (1999) |