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Structure of a water-insoluble D-glucan isolated from a streptococcal organism.
Carbohydr Res. 1983 Aug 16; 120:77-84.CR

Abstract

The structure of the extracellular polysaccharide (water-insoluble D-glucan) from an anaerobic, Gram-positive coccus organism (Streptococcus) has been investigated. Acid hydrolysis of the methylated glucan yielded 2,3,4,6-tetra-, 2,3,4-tri-, 2,4,6-tri, and 2,4-di-O-methyl-D-glucose in the molar ratios of 1.13:3.99:1.00:1.02, indicating that the D-glucan has a branched structure containing (1 leads to 6)- and (1 leads to 3)-alpha-D-glucosidic bonds with an average repeating unit of seven sugar residues. The D-glucan-polyalcohol, derived by successive periodate oxidation and borohydride reduction, gave, on complete hydrolysis with acid, glycerol and D-glucose (molar ratio, 2.2:1.0). Methylation of the D-glucan-polyalcohol yielded, upon hydrolysis, 2,4,6-tri-, and 2,4-di-O-methyl-D-glucose (molar ratio, 1.0:1.1). Methylation of the D-glucan-polyalcohol following Smith degradation (mild acid hydrolysis) gave 2,4,6-tri-O-methyl-D-glucose as the principal hydrolysis product, in addition to a trace of 2,3,4,6-tetra-O-methyl-D-glucose.

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Publisher Full Text

Authors

Shibata S
No affiliation info available
Goldstein IJ
No affiliation info available
Kirkland JJ
No affiliation info available

MeSH

Carbohydrate ConformationChromatography, GasConcanavalin AGlucansPolysaccharides, BacterialSolubilityStreptococcus

Pub Type(s)

Journal Article
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

6627255

Citation

Shibata, S, et al. "Structure of a Water-insoluble D-glucan Isolated From a Streptococcal Organism." Carbohydrate Research, vol. 120, 1983, pp. 77-84.
Shibata S, Goldstein IJ, Kirkland JJ. Structure of a water-insoluble D-glucan isolated from a streptococcal organism. Carbohydr Res. 1983;120:77-84.
Shibata, S., Goldstein, I. J., & Kirkland, J. J. (1983). Structure of a water-insoluble D-glucan isolated from a streptococcal organism. Carbohydrate Research, 120, 77-84.
Shibata S, Goldstein IJ, Kirkland JJ. Structure of a Water-insoluble D-glucan Isolated From a Streptococcal Organism. Carbohydr Res. 1983 Aug 16;120:77-84. PubMed PMID: 6627255.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Structure of a water-insoluble D-glucan isolated from a streptococcal organism. AU - Shibata,S, AU - Goldstein,I J, AU - Kirkland,J J, PY - 1983/8/16/pubmed PY - 1983/8/16/medline PY - 1983/8/16/entrez SP - 77 EP - 84 JF - Carbohydrate research JO - Carbohydr Res VL - 120 N2 - The structure of the extracellular polysaccharide (water-insoluble D-glucan) from an anaerobic, Gram-positive coccus organism (Streptococcus) has been investigated. Acid hydrolysis of the methylated glucan yielded 2,3,4,6-tetra-, 2,3,4-tri-, 2,4,6-tri, and 2,4-di-O-methyl-D-glucose in the molar ratios of 1.13:3.99:1.00:1.02, indicating that the D-glucan has a branched structure containing (1 leads to 6)- and (1 leads to 3)-alpha-D-glucosidic bonds with an average repeating unit of seven sugar residues. The D-glucan-polyalcohol, derived by successive periodate oxidation and borohydride reduction, gave, on complete hydrolysis with acid, glycerol and D-glucose (molar ratio, 2.2:1.0). Methylation of the D-glucan-polyalcohol yielded, upon hydrolysis, 2,4,6-tri-, and 2,4-di-O-methyl-D-glucose (molar ratio, 1.0:1.1). Methylation of the D-glucan-polyalcohol following Smith degradation (mild acid hydrolysis) gave 2,4,6-tri-O-methyl-D-glucose as the principal hydrolysis product, in addition to a trace of 2,3,4,6-tetra-O-methyl-D-glucose. SN - 0008-6215 UR - https://www.unboundmedicine.com/medline/citation/6627255/Structure_of_a_water_insoluble_D_glucan_isolated_from_a_streptococcal_organism_ L2 - https://linkinghub.elsevier.com/retrieve/pii/0008-6215(83)88008-2 DB - PRIME DP - Unbound Medicine ER -