Influence of trans-cis isomerisation of coumaric acid substituents on colour variance and stabilisation in anthocyanins.

Phytochemistry

Laboratoire de Chimie des Polyphénols, UMR 7509 du CNRS, Université Louis Pasteur, Faculté de Chimie, 1, rue Blaise Pascal, 67008 Strasbourg, France.

Published: July 2001

The recently isolated pigments from Petunia integrifolia and Triteleia bridgesii present a distinct feature that sheds new light on the understanding of intramolecular copigmentation of anthocyanins. These are among the infrequent anthocyanins that naturally present a coumaric acid substituent in both cis and trans forms. As a consequence, the two isomers demonstrate substantial variations of their thermodynamic and kinetic constants and also colour properties. A possible explanation for these characteristics is presented, making use of molecular modelling and taking into account the three-dimensional structures of the pigments.

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http://dx.doi.org/10.1016/s0031-9422(01)00105-4DOI Listing

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