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Issue 100, 2014
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A new method for peptide synthesis in the N→C direction: amide assembly through silver-promoted reaction of thioamides

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Abstract

The Ag(I)-promoted coupling of amino acids and peptides with amino ester thioamides generates peptide imides without epimerisation. The peptide imides undergo regioselective hydrolysis under mild conditions to generate native peptides. This method was employed to prepare the pentapeptide thymopentin in the N→C direction, in high yield and purity.

Graphical abstract: A new method for peptide synthesis in the N→C direction: amide assembly through silver-promoted reaction of thioamides

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Supplementary files

Article information


Submitted
26 Sep 2014
Accepted
30 Oct 2014
First published
31 Oct 2014

Chem. Commun., 2014,50, 15963-15966
Article type
Communication
Author version available

A new method for peptide synthesis in the N→C direction: amide assembly through silver-promoted reaction of thioamides

A. Pourvali, J. R. Cochrane and C. A. Hutton, Chem. Commun., 2014, 50, 15963
DOI: 10.1039/C4CC07601J

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