Glycosphingolipid

DATA No : GSG0075 INFORMANT : Ineo Ishizuka

NAME : Bis-sulfo-gangliotetraosylceramide

COMMON NAME	:	Bis-sulfo-gangliotetraosylceramide
SYMBOL	:	SB1a
FORMULA	:	MOL.WT (average) :

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BIOLOGICAL ACTIVITY

Interaction with laminin, thrombospondin, and von willebrand factor (Ref. 0044). Interaction with monoclonal antibodies 2H6G5 (IgM) and 4A9E10 (IgG3) (Ref. 0083).

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	:

NMR SPECTRA	:	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).

MASS SPECTRA	:	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)

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). Rat kidney (Ref. 0081) human hepatoma PLC/PRF/5 (Ref. 0083).

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

The long-chain base is predominantly t18:0 (Ref. 0208)

REFERENCES

[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)

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[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)

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[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)

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[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)

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[0081]

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)

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[0083]

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)

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[0208]

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

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[0214]

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)

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