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Glycosphingolipid


DATA No : GSG0070 INFORMANT : Ineo Ishizuka

NAME : HSO3-3Galb1-4GlcCer

COMMON NAME: Lactosylsulfatide
SYMBOL: SM3
FORMULA: MOL.WT (average) :


Download ChemDraw structure data
BIOLOGICAL ACTIVITY
Inhibition of the arylsulfatase A activity (Ref. 0010/0048). Interaction with laminin, thrombospondin, and von willebrand factor (Ref. 0044/0056). Interaction with Sulph I monoclonal antibody (Ref. 0050).
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:Behavior in the Folch partition (Ref. 0027).
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:Similar to galactosylsulfatide except for smaller 1240cm-1 (Ref. 0004).

NMR SPECTRA:

MASS SPECTRA: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)

OTHER SPECTRA:Absorption of the complex with Azure A, the abssorption of the acetates of sulfoglycolipids with Azure A (Ref. 0027).
CHROMATOGRAM DATA

SOURCE
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)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE
Human kidney, the major fatty acids, 22:0, 24:0, 24:1, 24h:0, 24h:1 (Ref. 0004)
REFERENCES
[0004]
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)
[TOP]

[0010]
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)
[TOP]

[0014]
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)
[TOP]

[0019]
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)
[TOP]

[0025]
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)
[TOP]

[0026]
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)
[TOP]

[0027]
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)
[TOP]

[0033]
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)
[TOP]

[0034]
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)
[TOP]

[0036]
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)
[TOP]

[0039]
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)
[TOP]

[0044]
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)
[TOP]

[0046]
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)
[TOP]

[0048]
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)
[TOP]

[0050]
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)
[TOP]

[0056]
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)
[TOP]

[0208]
AUTHOR:Ishizuka, I.
TITLE:Chemistry and functional distribution of sulfoglycolipids PubMed ID:9640458
JOURNAL:Prog Lipid Res.
VOL:36 PAGE : 245-319 (1997)
[TOP]

[1244]
AUTHOR:Martensson, E.
TITLE:
JOURNAL:Acta Chem. Scand.
VOL:17 PAGE : 1174 - (1963)
[TOP]

[1245]
AUTHOR:McKibbin, J. M.
TITLE:The composition of the glycolipids in dog intestine PubMed ID:5793718
JOURNAL:Biochemistry.
VOL:8 PAGE : 679-685 (1969)
[TOP]

[1246]
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)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.