Bypassing the proline/thiazoline requirement of the macrocyclase PatG

E Oueis, H Stevenson, M Jaspars, N J Westwood, J H Naismith

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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.

Original languageEnglish
Pages (from-to)12274-12277
Number of pages4
JournalChemical Communications
Volume53
Issue number91
Early online date1 Nov 2017
DOIs
Publication statusPublished - 25 Nov 2017

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Keywords

  • Journal Article

Cite this

Oueis, E., Stevenson, H., Jaspars, M., Westwood, N. J., & Naismith, J. H. (2017). Bypassing the proline/thiazoline requirement of the macrocyclase PatG. Chemical Communications, 53(91), 12274-12277. https://doi.org/10.1039/c7cc06550g