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Issue 2, 2017
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Efficient synthesis of cysteine-rich cyclic peptides through intramolecular native chemical ligation of N-Hnb-Cys peptide crypto-thioesters

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Abstract

We herein introduce a straightforward synthetic route to cysteine-containing cyclic peptides based on the intramolecular native chemical ligation of in situ generated thioesters. Key precursors are N-Hnb-Cys crypto-thioesters, easily synthesized by Fmoc-based SPPS. The strategy is applied to a representative range of naturally occurring cyclic disulfide-rich peptide sequences.

Graphical abstract: Efficient synthesis of cysteine-rich cyclic peptides through intramolecular native chemical ligation of N-Hnb-Cys peptide crypto-thioesters

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Publication details

The article was received on 20 Nov 2016, accepted on 28 Nov 2016 and first published on 28 Nov 2016


Article type: Communication
DOI: 10.1039/C6OB02546C
Org. Biomol. Chem., 2017,15, 316-319

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    Efficient synthesis of cysteine-rich cyclic peptides through intramolecular native chemical ligation of N-Hnb-Cys peptide crypto-thioesters

    V. P. Terrier, A. F. Delmas and V. Aucagne, Org. Biomol. Chem., 2017, 15, 316
    DOI: 10.1039/C6OB02546C

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