PMID: 1097111Apr 1, 1975

Selective cleavage of glycosidic linkages: studies with the O-specific polysaccharide from Shigella dysenteriae type 3

Carbohydrate Research
B A DmitrievN K Kochetkov

Abstract

Treatment of the O-specific polysaccharide from Shigella dysenteriae Type 3 with hydrazine in the presence of hydrazine sulphate resulted in quantitative N-deacetylation with the formation of a modified polysaccharide containing free amino groups. Oxidation of the modified polysaccharide with periodate did not destroy the 2-amino-2-deoxygalactose residues, thus indicating that they were substituted at position 3. Acid hydrolysis of the modified polysaccharide afforded 3-O-(2-amino-2-deoxy-beta-D-galactopyranosyl)-D-galactose, which was identified as the N-acetyl derivative. Deamination of the modified polysaccharide with nitrous acid cleaved the 2-amino-2-deoxy-D-galactopyranosyl linkages to give a pentasaccharide as the major product, which appeared to be the modified chemical repeating unit of the O-specific polysaccharide.

References

Jan 16, 1985·Biochemical and Biophysical Research Communications·J A Marcum, R D Rosenberg
Nov 1, 1978·Clinica Chimica Acta; International Journal of Clinical Chemistry·J N Thompson
Dec 1, 1990·Proceedings of the National Academy of Sciences of the United States of America·A I De AgostiniR D Rosenberg
Dec 1, 1983·European Journal of Biochemistry·L M MorriceF B Williamson
Jan 15, 1994·European Journal of Biochemistry·N A KocharovaE V Kholodkova
Jan 1, 1991·Annals of the New York Academy of Sciences·A I De Agostini, R D Rosenberg

Related Concepts

Dysentery, Bacillary
Cytokinesis of the Fertilized Ovum
Hydrazines
Hydrazine sulfate
Galactose
Oxidation
Polysaccharides, Bacterial
Cleaved Cell
Antigens, Bacterial
Methylation

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