Enantio- and regioselective ene-reductions using F 420 H 2 -dependent enzymes

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 hav...

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Published inChemical communications (Cambridge, England) Vol. 54; no. 79; pp. 11208 - 11211
Main Authors Mathew, Sam, Trajkovic, Milos, Kumar, Hemant, Nguyen, Quoc-Thai, Fraaije, Marco W
Format Journal Article
LanguageEnglish
Published England 02.10.2018
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Summary: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).
ISSN:1359-7345
1364-548X
DOI:10.1039/C8CC04449J