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Issue 5, 2013
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Synthetic cysteine surrogates used in native chemical ligation

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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

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Publication details

The article was received on 12 Oct 2012, accepted on 10 Dec 2012 and first published on 12 Dec 2012


Article type: Review Article
DOI: 10.1039/C2MB25437A
Citation: Mol. BioSyst., 2013,9, 826-833
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    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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