SYNTHESIS AND CONFORMATIONAL STUDIES OF B RANCHED OLIGOSACCHARIDES .15. 2,3-DI-O-GLYCOSYLATED METHYL ALPHA-L-RHAMNOPYRANOSIDES CONTAINING 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL RESIDUES
Ne. Nifantev et al., SYNTHESIS AND CONFORMATIONAL STUDIES OF B RANCHED OLIGOSACCHARIDES .15. 2,3-DI-O-GLYCOSYLATED METHYL ALPHA-L-RHAMNOPYRANOSIDES CONTAINING 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL RESIDUES, Bioorganiceskaa himia, 20(8-9), 1994, pp. 1001-1012
A series of methyl 2,3-di-O-glycosyl-alpha-L-rhamnopyranosides with 2-
acetamido-2-deoxy-beta-D-glucopyranosyl substituents have been synthes
ized and the deviations from additivity (DELTADELTA) in their C-13-NMR
spectra determined. It is shown that the DELTADELTA values for the tr
isaccharides with the GlcNAc substituent at O-2 of the diglycosylated
Rha may markedly differ from the DELTADELTA values in the spectra of t
he respective trisaccharides with the Glc substituent. These deviation
s are probably associated with the intramolecular spatial interactions
with participation of the NHAc-group.