Issue 91, 2017

Bypassing the proline/thiazoline requirement of the macrocyclase PatG

Abstract

Biocatalysis is a fast developing field in which an enzyme's natural capabilities are harnessed or engineered for synthetic chemistry. The enzyme PatG is an extremely promiscuous macrocyclase enzyme tolerating both non-natural amino acids and non-amino acids within the substrate. It does, however, require a proline or thiazoline at the C-terminal position of the core peptide which means the final product must contain this group. Here, we show guided by structural insight we have identified two synthetic routes, triazole and a double cysteine, that circumvent this requirement. With the triazole, we show PatGmac can macrocyclise substrates that do not contain any amino acids in the final product.

Graphical abstract: Bypassing the proline/thiazoline requirement of the macrocyclase PatG

Supplementary files

Article information

Article type
Communication
Submitted
20 Aug 2017
Accepted
13 Sep 2017
First published
01 Nov 2017
This article is Open Access
Creative Commons BY license

Chem. Commun., 2017,53, 12274-12277

Bypassing the proline/thiazoline requirement of the macrocyclase PatG

E. Oueis, H. Stevenson, M. Jaspars, N. J. Westwood and J. H. Naismith, Chem. Commun., 2017, 53, 12274 DOI: 10.1039/C7CC06550G

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