The conformations of oligosaccharides related to the ABH and Lewis human blood group determinants

Abstract

NMR properties were in good accord with those that are expected for synthetic oligosaccharides in the conformations which are predicted by hard-sphere modelling and taking into consideration the important contribution by the exo-anomeric effect. The studies involve a comparison of the .beta. DGal(1 .fwdarw. 3).beta. DGlcNAc (Type 1) and .beta. DGal(1 .fwdarw. 4).beta. DGlcNAc (Type 2) disaccharide structures based mainly on 13Cmr [13C magnetic resonance] and an examination of the relationships between the calculated conformations and 1Hmr and 13Cmr parameters for human blood group determinants which are derived from the Type 1 core disaccharide. Among the structures examined were the di-, tri- and tetrasaccharides for the ABH and Lewis antigenic determinants. Certain immunological-conformational relationships were noted.