Investigation of peptide thioester formation via N→ Se acyl transfer

AL Adams, D Macmillan

Index: Adams, Anna L.; Macmillan, Derek Journal of Peptide Science, 2013 , vol. 19, # 2 p. 65 - 73

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Citation Number: 13

Abstract

Native chemical ligation is widely used for the convergent synthesis of proteins. The peptide thioesters required for this process can be challenging to produce, particularly when using Fmoc-based solid-phase peptide synthesis. We have previously reported a route to peptide thioesters, following Fmoc solid-phase peptide synthesis, via an N! S acyl shift that is initiated by the presence of a C-terminal cysteine residue, under mildly acidic conditions. ...