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Structural and conformational analysis of two native procyanidin trimers

✍ Scribed by Isabelle Tarascou; Marie-Agnès Ducasse; Erick J. Dufourc; Detlef Moskau; Eric Fouquet; Michel Laguerre; Isabelle Pianet

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
550 KB
Volume
45
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The structure and conformation of two native procyanidin trimers in water have been determined using 2D NMR and molecular mechanics. The results show the existence of four rotameric forms, one of which is predominant (60 to 80%). These four rotamers are shown to be in slow to intermediate exchange on the NMR timescale. Both trimers, whose structures vary owing to a different substitution of one carbon atom, adopt conformations in which stacking between different phenolic rings is favored. Copyright © 2006 John Wiley & Sons, Ltd.

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