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

Journal Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215
Output data Year: 1975, Volume: 40, Number: 2, Pages: 365-372 Pages count : 8 DOI: 10.1016/s0008-6215(00)82617-8
Authors Dmitriev Boris A. 1 , Knirel Yuriy A. 1 , Kochetkov Nikolay K. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of U.S.S.R., Moscow U.S.S.R.

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-β-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.
Cite: Dmitriev B.A. , Knirel Y.A. , Kochetkov N.K.
Selective cleavage of glycosidic linkages: Studies with the O-specific polysaccharide from Shigella dysenteriae type 3
Carbohydrate Research. 1975. V.40. N2. P.365-372. DOI: 10.1016/s0008-6215(00)82617-8 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:A1975W308500015
Scopus: 2-s2.0-0016491141
OpenAlex: W2057412212
Citing:
DB Citing
OpenAlex 42
Web of science 34
Scopus 31
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