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. 1995 Dec 19;92(26):12485–12489. doi: 10.1073/pnas.92.26.12485

Peptide synthesis using unprotected peptides through orthogonal coupling methods.

J P Tam 1, Y A Lu 1, C F Liu 1, J Shao 1
PMCID: PMC40382  PMID: 8618926

Abstract

We describe an approach to the synthesis of peptides from segments bearing no protecting groups through an orthogonal coupling method to capture the acyl segment as a thioester that then undergoes an intramolecular acyl transfer to the amine component with formation of a peptide bond. Two orthogonal coupling methods to give the covalent ester intermediate were achieved by either a thiol-thioester exchange mediated by a trialkylphosphine and an alkylthiol or a thioesterification by C alpha-thiocarboxylic acid reacting with a beta-bromo amino acid. With this approach, unprotected segments ranging from 4 to 37 residues were coupled to aqueous solution to give free peptides up to 54 residues long with high efficiency.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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