Structure-guided stereoselectivity inversion of a short-chain dehydrogenase/reductase towards halogenated acetophenones?

Chemical Communications Pub Date: 2016-04-11 DOI: 10.1039/C6CC00051G

Abstract

The structure-guided rational design of an NADH-dependent short-chain dehydrogenase/reductase (SDR) reversed the stereoselectivity towards halogenated acetophenones from Prelog to anti-Prelog. The enzyme–substrate interactions involving an aromatic ring and a halogen atom were proven to play critical roles in determining the stereoselectivity of these ketone reductions besides the steric repulsion.

Graphical abstract: Structure-guided stereoselectivity inversion of a short-chain dehydrogenase/reductase towards halogenated acetophenones
Recommended Literature