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Protein & Peptide Letters

Editor-in-Chief

ISSN (Print): 0929-8665
ISSN (Online): 1875-5305

Chemical Synthesis of Proteins and Circular Peptides Using Nα-(1-Phenyl- 2-Mercaptoethyl) Auxiliaries

Author(s): Paolo Botti and Sylvie Tchertchian

Volume 12, Issue 8, 2005

Page: [729 - 735] Pages: 7

DOI: 10.2174/0929866054864300

Price: $65

Abstract

An overview of the applications of Nα-(1-phenyl-2-mercaptoethyl) auxiliary is presented. We describe the on resin preparation (C α-carboxy and thioester) of Nα-auxiliary derivatives of glycine and the synthesis and incorporation of preformed Nα-auxiliary derivatives of glycine and alanine with the protection schemes, including the thiazolidine strategy for SPPS. Such approaches allowed the synthesis of the protein cytochrome b562 as well as native circular peptides after successful removal of the auxiliary.

Keywords: native chemical ligation, peptide cyclization, auxiliary group, protecting group


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