Synthesis, structure, and conformation of the dilactone derivative of GD1b ganglioside.
Carbohydr Res
; 195(1): 51-8, 1989 Dec 21.
Article
in En
| MEDLINE
| ID: mdl-2636045
ABSTRACT
Treatment of DG1b, beta-Gal-(1----3)-beta-GalNAc-(1---- 4)-[alpha-Neu5Ac-(2----8)-alpha-Neu5Ac-(2---- 3)]-beta-Gal-(1----4)-beta-Glc-(1----1)-Cer, with dicyclohexylcarbodi-imide in anhydrous methyl sulfoxide affords 95-98% of GD1b-dilactone. The carboxyl groups of the two sialic acid units are involved in ester linkages, as proved by ammoniolysis and reduction which gave derivatives containing the amide of sialic acid and N-acetylneuraminulose, respectively. 1H-N.m.r. spectroscopy showed that the lactone rings involved position 9 of the inner sialic acid and position 2 of the inner galactose and that the disialosyl chain is extended toward the -beta-Gal-(1 ----4)-beta-Glc- portion of the ganglioside moiety.
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Database:
MEDLINE
Main subject:
Gangliosides
/
Lactones
Language:
En
Year:
1989
Type:
Article