Journal article

Intramolecular acyl transfer in peptide and protein ligation and synthesis

Julien Tailhades, Nitin A Patil, Mohammed Akhter Hossain, John D Wade

JOURNAL OF PEPTIDE SCIENCE | WILEY-BLACKWELL | Published : 2015

Abstract

Intramolecular acyl transfer equilibrium in peptides and proteins has stimulated the development of new methodologies for ligation, aggregation suppression or difficult peptide synthesis. Native chemical ligation or aggregation suppression methodologies are based on an X-to-N acyl transfer of a peptide chain (X = S, O). The reverse reaction from N-to-X has led to exciting developments in solving key synthetic problems such as peptide thioester preparation using Fmoc/tBu strategy. Depending on the target peptide or protein, variations of these methods, which are also based on acyl transfer equilibriums, are now available. In this review, we provide a detailed overview of development and utili..

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