Back to HOME

Glycosphingolipid


DATA No : GSG0075 INFORMANT : Ineo Ishizuka

NAME : Bis-sulfo-gangliotetraosylceramide

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


Download ChemDraw structure data
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 55degC: 4.46 ppm (J = 7.8 Hz), Gal (two doublets); 4.74 ppm (J = 7.4 Hz), GalNAc; in DMSO, 60degC: 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)
[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]

[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]

[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]

[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)
[TOP]

[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)
[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]

[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)
[TOP]

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