Issue 5, 2013

Synthetic cysteine surrogates used in native chemical ligation

Abstract

Native chemical ligation (NCL) has become the method of choice in synthesizing large or cyclic peptides/proteins. To overcome the limitation of NCL requiring N-terminal cysteine to mediate ligation, a strategy involving thiol-mediated ligation followed by desulfurization has been developed and advanced to realize peptide ligation at other amino acid sites, including Phe, Val, Leu, Thr, Lys, Pro and Gln. The syntheses of these mercapto-containing unnatural amino acids used as cysteine surrogates will be discussed in this review article.

Graphical abstract: Synthetic cysteine surrogates used in native chemical ligation

Article information

Article type
Review Article
Submitted
12 Oct 2012
Accepted
10 Dec 2012
First published
12 Dec 2012

Mol. BioSyst., 2013,9, 826-833

Synthetic cysteine surrogates used in native chemical ligation

C. T. T. Wong, C. L. Tung and X. Li, Mol. BioSyst., 2013, 9, 826 DOI: 10.1039/C2MB25437A

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