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

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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: auxiliary group; native chemical ligation; peptide cyclization; protecting group

Document Type: Review Article


Affiliations: Department of Structural Biology and Bioinformatics, University of Geneva, 1 rue Michel Servet, 1211 Geneva 4, Switzerland and Geneprot Inc., 2 Pre-de-la-Fontaine, 1217 Meyrin/GE Switzerland.

Publication date: 2005-11-01

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  • Protein & Peptide Letters publishes short papers in all important aspects of protein and peptide research, including structural studies, recombinant expression, function, synthesis, enzymology, immunology, molecular modeling, drug design etc. Manuscripts must have a significant element of novelty, timeliness and urgency that merit rapid publication. Reports of crystallisation, and preliminary structure determinations of biologically important proteins are acceptable. Purely theoretical papers are also acceptable provided they provide new insight into the principles of protein/peptide structure and function.
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