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Extending the biocatalytic scope of regiocomplementary flavin-dependent halogenase enzymes

DOI: 10.1039/C5SC00913H DOI Help

Authors: Sarah A. Shepherd (University of Manchester) , Chinnan Karthikeyan (University of Manchester) , Jonathan Latham (University of Manchester) , Anna-winona Struck (University of Manchester) , Mark L. Thompson (University of Manchester) , Binuraj Menon (University of Manchester) , Matthew Q. Styles (University of Manchester) , Colin Levy (University of Manchester) , David Leys (University of Manchester) , Jason Micklefield (University of Manchester)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Chemical Science , VOL 6 (6) , PAGES 3454 - 3460

State: Published (Approved)
Published: April 2015
Diamond Proposal Number(s): 8997

Open Access Open Access

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.

Subject Areas: Biology and Bio-materials