CONFORMATIONAL MOBILITY OF OLIGOSACCHARIDES - EXPERIMENTAL-EVIDENCE FOR THE EXISTENCE OF AN ANTI CONFORMER OF THE GA1-BETA-1-3GLC-BETA-1-OME DISACCHARIDE

被引：75
作者：
DABROWSKI, J
KOZAR, T
GROSSKURTH, H
NIFANTEV, NE
机构：
[1] Max Planck Institute for Medical Research
[2] Institute of Experimental Physics, Slovak Academy of Sciences, Košice
[3] Zelinsky Institute of Organic Chemistry, Moscow
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 20期
关键词：
D O I：
10.1021/ja00125a015
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A hydrogen bond between the Glc OH(4) and Gal OH(2) groups of the title disaccharide, manifested by the doubling of their H-1 NMR signals in a partially deuteriated sample in Me(2)SO solution, proves the existence of an ''anti'' conformer, i.e., one with the anomeric and transglycosidic aglyconic C-H bonds turned away from each other by similar to 180 degrees. This conformer is at equilibrium with the predominating normal ''syn'' conformation(s), as shown by the analysis of several interresidue NOEs, and confirmed by molecular mechanics and molecular dynamics calculations.
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页码：5534 / 5539
页数：6
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