Issue 6, 2015

Extending the biocatalytic scope of regiocomplementary flavin-dependent halogenase enzymes

Abstract

Flavin-dependent halogenases are potentially valuable biocatalysts for the regioselective halogenation of aromatic compounds. These enzymes, utilising benign inorganic halides, offer potential advantages over traditional non-enzymatic halogenation chemistry that often lacks regiocontrol and requires deleterious reagents. Here we extend the biocatalytic repertoire of the tryptophan halogenases, demonstrating how these enzymes can halogenate a range of alternative aryl substrates. Using structure guided mutagenesis we also show that it is possible to alter the regioselectivity as well as increase the activity of the halogenases with non-native substrates including anthranilic acid; an important intermediate in the synthesis and biosynthesis of pharmaceuticals and other valuable products.

Graphical abstract: Extending the biocatalytic scope of regiocomplementary flavin-dependent halogenase enzymes

Supplementary files

Article information

Article type
Edge Article
Submitted
12 mar 2015
Accepted
09 apr 2015
First published
10 apr 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 3454-3460

Extending the biocatalytic scope of regiocomplementary flavin-dependent halogenase enzymes

S. A. Shepherd, C. Karthikeyan, J. Latham, A. Struck, M. L. Thompson, B. R. K. Menon, M. Q. Styles, C. Levy, D. Leys and J. Micklefield, Chem. Sci., 2015, 6, 3454 DOI: 10.1039/C5SC00913H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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