Conformational states of cellobiose and maltose in solution: A comparison of calculated and experimental data

A theoretical conformational analysis of the methyl β-glycosides of cellobiose and maltose was carried out and average values of the coupling constants 3 J C-1,H-4′ and 3 J C-4′,H-1 and optical linkage rotation (Λ) were calculated. It was shown that, in aqueous solutions of the disaccharide derivati...

Full description

Saved in:
Bibliographic Details
Published in:Carbohydrate research 1984-10, Vol.133 (1), p.1-13
Main Authors: Lipkind, Grigory M., Verovsky, Valery E., Kochetkov, Nikolay K.
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Carbohydrates
Fundamental and applied biological sciences. Psychology
Other biological molecules
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A theoretical conformational analysis of the methyl β-glycosides of cellobiose and maltose was carried out and average values of the coupling constants 3 J C-1,H-4′ and 3 J C-4′,H-1 and optical linkage rotation (Λ) were calculated. It was shown that, in aqueous solutions of the disaccharide derivatives, there was a complex conformational equilibrium. The above values fitted the experimental data well if they were obtained by taking into account non-bonded interactions and torsion energy. The exo-anomeric effect and intramolecular hydrogen-bonding in aqueous solutions were shown to be of no significance.
ISSN:0008-6215
1873-426X
DOI:10.1016/0008-6215(84)85177-0