EXPERIMENTAL AND THEORETICAL EVIDENCES OF CONFORMATIONAL FLEXIBILITY OF C-GLYCOSIDES - NMR ANALYSIS AND MOLECULAR MECHANICS CALCULATIONS OF C-LACTOSE AND ITS O-ANALOG

被引：42

作者：

ESPINOSA, JF

MARTINPASTOR, M

ASENSIO, JL

DIETRICH, H

MARTINLOMAS, M

SCHMIDT, RR

JIMENEZBARBERO, J

机构：

[1] CSIC,INST QUIM ORGAN,DEPT QUIM ORGAN BIOL,CARBOHIDRATOS GRP,E-28006 MADRID,SPAIN

[2] UNIV KONSTANZ,FAK CHEM,D-78434 CONSTANCE,GERMANY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 35期

关键词：

D O I：

10.1016/0040-4039(95)01223-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

NMR data (NOEs and coupling constants) and MM3* molecular mechanics calculations have allowed to demonstrate that the conformational behaviour of C-lactose is different of its O-analogue. The glycosidic linkages, particularly the C-aglyconic bond, present a high degree of flexibility and, therefore, the conformational entropy of C-lactose is higher than that of its O-counterpart.

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页码：6329 / 6332

页数：4

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