Pulcherosine, an oxidatively coupled trimer of tyrosine in plant cell walls: Its role in cross-link formation

J D Brady, I H Sadler, S C Fry

Research output: Contribution to journalArticlepeer-review

Abstract

An oxidatively coupled trimer of tyrosine has been isolated from hydrolysates of primary cell walls of a tomato cell culture. UV-absorption, fluorescence and H-1 NMR spectra showed that the trimer was pulcherosine, composed of isodityrosine and tyrosine oxidatively coupled via a biphenyl linkage such that the aromatic core is 2,2'-dihydroxy-3-phenoxybiphenyl. Pulcherosine could act as an intermediate in the conversion of isodityrosine to the tetramer, di-isodityrosine. Steric considerations show that the three tyrosine units of pulcherosine could not be near-neighbour residues within a single polypeptide chain. Pulcherosine therefore forms inter-polypeptide cross-links and/or wide intra-polypeptide loops. (C) 1997 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)349-353
Number of pages5
JournalPhytochemistry
Volume47
Issue number3
Publication statusPublished - Feb 1998

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