Structures and colour properties of new red wine pigments

Date

2003

Authors

Hakansson, A.
Pardon, K.
Hayasaka, Y.
Birse, M.
Herderich, M.

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Journal article

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Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry, 2003; 44(26):4887-4891

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Anders E Håkansson, Kevin Pardon, Yoji Hayasaka, Maria de Sa and Markus Herderich

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Abstract

Two new red pigments were synthesized by nucleophilic addition of vinylphenols to malvidin 3-glucoside. The structures of the resulting pyranoanthocyanins were confirmed by electrospray-mass spectrometry and NMR spectroscopy (gHMQC, gHMBC and CIGAR experiments). By means of UV–vis spectroscopy the colour properties of the pigments were characterized; it could be demonstrated that the pyranoanthocyanins retained their red colour at pH 3.6 in model wine and were resistant to bisulfite-mediated bleaching. Finally, HPLC–MS analysis confirmed the presence of both anthocyanin-derived pigments in red wine.

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Copyright © 2003 Elsevier Science Ltd All rights reserved.

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