Extending the biocatalytic scope of regiocomplementary flavin-dependent halogenase enzymes

Sarah A. Shepherd, Chinnan Karthikeyan, Jonathan Latham, Anna Winona Struck, Mark L. Thompson, Binuraj R. K. Menon, Matthew Q. Styles, Colin Levy, David Leys, Jason Micklefield*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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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. This journal is

Original languageEnglish
Pages (from-to)3454-3460
Number of pages7
JournalChemical Science
Volume6
Issue number6
Early online date10 Apr 2015
DOIs
Publication statusPublished - 1 Jun 2015

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