Peptide        thioester synthesis through N→S acyl-transfer: application to the synthesis of a β-defensin

Jaskiranjit Kang; Natalie L. Reynolds; Christine Tyrrell; Julia R. Dorin; Derek Macmillan

doi:10.1039/B913886B

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Peptide thioester synthesis through N→S acyl-transfer: application to the synthesis of a β-defensin†

Jaskiranjit Kang,^a Natalie L. Reynolds,^b Christine Tyrrell,^b Julia R. Dorin^b and Derek Macmillan*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, University College London, 20 Gordon Street, London, UK
E-mail: d.macmillan@ucl.ac.uk

^b MRC Human Genetics Unit, Institute of Genetics and Molecular Medicine, Western General Hospital, Edinburgh, UK

Abstract

Peptide thioesters readily prepared through N→S acyl transfer of a specific C-terminal motif provide access to biologically active mini-proteins using native chemical ligation.

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Supplementary files

Copies of NMR, HPLC and MS spectra; scheme for synthesis ofHBD3 PDF (2096K)

Article information

DOI: https://doi.org/10.1039/B913886B
Article type: Paper
Submitted: 13 Jul 2009
Accepted: 01 Sep 2009
First published: 24 Sep 2009

Download Citation

Org. Biomol. Chem., 2009,7, 4918-4923

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Peptide thioester synthesis through N→S acyl-transfer: application to the synthesis of a β-defensin

J. Kang, N. L. Reynolds, C. Tyrrell, J. R. Dorin and D. Macmillan, Org. Biomol. Chem., 2009, 7, 4918 DOI: 10.1039/B913886B

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Organic & Biomolecular Chemistry