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Tryptathionine bridges in peptide synthesis

TitleTryptathionine bridges in peptide synthesis
Publication TypeJournal Article
Year of Publication2007
AuthorsMay, JP, Perrin, DM
ISBN Number0006-3525

The tryptathionine linkage is a crosslink formed between tryptophan and cysteine. This feature is characteristic of the bicyclic peptides: the phallotoxins and the amatoxins. These peptides both bind to protein folds of their respective targets (F-actin and RNA pol II, respectively) with extremely high affinities. Studies on these peptides have shown that the tryptathionine crosslink is essential for this binding affinity. Tryptathionines have been investigated for many years and several syntheses exist for their formation. In this review, we report on the various methodologies employed in tryptathionine synthesis, and discuss some of the advantages and disadvantages associated with each of them. (c) 2007 Wiley Periodicals, Inc.

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