Issue 79, 2018

Enantio- and regioselective ene-reductions using F420H2-dependent enzymes

Abstract

In the past decade it has become clear that many microbes harbor enzymes that employ an unusual flavin cofactor, the F420 deazaflavin cofactor. Herein we show that F420-dependent reductases (FDRs) can successfully perform enantio-, regio- and chemoselective ene-reductions. For the first time, we have demonstrated that F420H2-driven reductases can be used as biocatalysts for the reduction of α,β-unsaturated ketones and aldehydes with good conversions (>99%) and excellent regioselectivities and enantiomeric excesses (>99% ee). Noteworthily, FDRs typically display an opposite enantioselectivity when compared to the well established FMN-dependent Old Yellow Enzymes (OYEs).

Graphical abstract: Enantio- and regioselective ene-reductions using F420H2-dependent enzymes

Supplementary files

Article information

Article type
Communication
Submitted
04 Jun 2018
Accepted
12 Sep 2018
First published
12 Sep 2018

Chem. Commun., 2018,54, 11208-11211

Enantio- and regioselective ene-reductions using F420H2-dependent enzymes

S. Mathew, M. Trajkovic, H. Kumar, Q. Nguyen and M. W. Fraaije, Chem. Commun., 2018, 54, 11208 DOI: 10.1039/C8CC04449J

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