Back to HOME

Glycosphingolipid


DATA No : GSG0071 INFORMANT : Ineo Ishizuka

NAME : Gangliotriaosylceramide sulfate

COMMON NAME: Gangliotriaosylceramide sulfate
SYMBOL: SM2a
FORMULA: MOL.WT (average) :


Download ChemDraw structure data
BIOLOGICAL ACTIVITY
Interaction with laminin, thrombospondin, and von willebrand factor (Ref. 0044/0056/0078).
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:OH, 3600-3100cm-1; sulfate (eq), 1230 and 815cm-1 (Ref. 0076).

NMR SPECTRA:1H-NMR in C/M, 2:1 at 55degC; 4.81 ppm (3J/1,2 = 8.0), GalNAc; 4.50 ppm (3J/1,2 = 7.4), Gal; 1H-NMR in DMSO, 25degC; 4.46 ppm (J = 7.9), GalNAc; 4.30 (J = 7.4), Gal; 4.20 (J = 7.7), Glc (Ref. 0026).

MASS SPECTRA:EI-MS (permethylated) (Ref. 0033), SI-MS (Ref. 0036). Negative-mode LSIMS and CID (Ref. 0214).

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. 0076/0026) A kidney epithelial cell line JTC-12 (Ref. 0025/0077).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

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

[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]

[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]

[0076]
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)
[TOP]

[0077]
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)
[TOP]

[0078]
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)
[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.