"Engineering the enantioselective reduction of citral isomers in NCR en" by Nico Kreß, Bernhard Hauer et al.
 

Title

Engineering the enantioselective reduction of citral isomers in NCR ene reductase

Conference Dates

September 24-28, 2017

Abstract

Ene reductases are members of the Old Yellow Enzyme family catalyzing the asymmetric reduction of activated C=C double bonds with high stereoselectivities. The selective reduction of citral to (R)-citronellal is of special interest as it is a cheap precursor for the industrially relevant aroma chemical (-)-menthol. The unsaturated aldehyde citral consists of the two isomers neral (Z-isomer) and geranial (E-isomer). Enantioconvergent reduction of both substrates to (R)-citronellal, the precursor for (-) menthol, is so far unachieved in catalysis. However, the Zymomonas mobilis ene reductase NCR exclusively reduces both citral isomers to (S)-citronellal with good activity. Recently, we observed a good mutability in NCR ene reductase. The principal possibility of an enzymatic enantioconvergent citral reduction in NCR inspired us to invert the selectivity by a semi-rational enzyme engineering approach.

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