4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 37, Pages 6284-6287

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc00051g

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Funding

  1. Natural Science Foundation of China [21406196, 21576234]
  2. National High Technology Research and Development Program (863 Program) of China [SS2015AA020601]

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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.

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