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The conformations of oligosaccharides related to the ABH and Lewis human blood group determinants
Author(s) -
R. U. Lemieux,
Klaus Bock,
Louis T. J. Delbaere,
Shinkiti Koto,
V. S. R. Rao
Publication year - 1980
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v80-098
Subject(s) - chemistry , disaccharide , anomer , stereochemistry , oligosaccharide , carbohydrate conformation , group (periodic table) , nuclear magnetic resonance spectroscopy , crystallography , biochemistry , organic chemistry
Nuclear magnetic resonance properties are shown to be in good accord with those that are expected for synthetic oligosaccharides in the conformations which are predicted by hard-sphere molecular modelling and taking into consideration the important contribution by the exo-anomeric effect. The studies involve first a comparison of the β D Gal(1 → 3)β D GlcNAc (Type 1) and β D Gal(1 → 4)β D GlcNAc (Type 2) disaccharide structures based mainly on 13 Cmr and then an examination of the relationships between the calculated conformations and 1 Hmr and 13 Cmr parameters for human blood group determinants which are derived from the Type 1 core disaccharide. Among the structures examined are the di-, tri-, and tetrasaccharides for the ABH and Lewis antigenic determinants. Certain immunological–conformational relationships are noted.

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