Glycosphingolipid

DATA No : GSG3013 INFORMANT : Hideharu Ishida

NAME : N-acetylneuraminyla2-3galactosylb1-3(N-acetylneuraminyla2-6)N-acetyl- -galactosaminylb1-4galactosylb1-4glucosylceramide

COMMON NAME	:
SYMBOL	:	GD1a
FORMULA	:	C₈₄H₁₄₈N₄O₃₉ MOL.WT (average) : 1838.077

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BIOLOGICAL ACTIVITY

This ganglioside is enriched in Purkinje cells and may have a role in Purkinje cell functions in the cerebellum. (Ref. 3041)

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:	+3.4(Ref. 3009)

DENSITY	:

SOLUBILITY	:

SPECTRAL DATA

UV SPECTRA	:

IR SPECTRA	:	(Ref. 3009)

NMR SPECTRA	:	1D 1H-NMR (Ref. 3009)

MASS SPECTRA	:

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

Chemical Synthesis

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

METABOLISM

GENETIC INFORMATION

NOTE

Fatty acid C18:0

LCB d18:1

REFERENCES

[3009]

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)

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[3041]

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)

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