Ontology highlight
ABSTRACT:
SUBMITTER: Winkler CK
PROVIDER: S-EPMC4498475 | biostudies-literature | 2014 May
REPOSITORIES: biostudies-literature
Winkler Christoph K CK Clay Dorina D Turrini Nikolaus G NG Lechner Horst H Kroutil Wolfgang W Davies Simon S Debarge Sebastien S O'Neill Pat P Steflik Jeremy J Karmilowicz Mike M Wong John W JW Faber Kurt K
Advanced synthesis & catalysis 20140409 8
Asymmetric bioreduction of an (<i>E</i>)-β-cyano-2,4-dienoic acid derivative by ene-reductases allowed a shortened access to a precursor of pregabalin [(<i>S</i>)-3-(aminomethyl)-5-methylhexanoic acid] possessing the desired configuration in up to 94% conversion and >99% <i>ee</i>. Deuterium labelling studies showed that the nitrile moiety was the preferred activating/anchor group in the active site of the enzyme over the carboxylic acid or the corresponding methyl ester. ...[more]