Breaking the Nicotinamide Habit

  • ChemPubSoc Europe Logo
  • Author: Lois O'Leary
  • Published Date: 15 February 2012
  • Source / Publisher: ChemCatChem/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: Breaking the Nicotinamide Habit

Related Societies

A chemoenzymatic reduction of conjugated C=C double bonds has been developed by Diederik J. Opperman, Frank Hollmann and co-workers, University of the Free State, South Africa, and Delft University of Technology, The Netherlands, respectively.

Chiral carbonyl compounds can be prepared by the enoate reductase (ER)-catalyzed asymmetric reduction of conjugated C=C double bonds. Conventional processes use the expensive nicotinamide cofactor [NAD(P)H] to regenerate the primary reductant, which necessitates an additional recycling strategy to ensure cost-effective use of the cofactor.

Based on the fact that the nicotinamide does not play a direct role in the catalytic mechanism, the group have developed NAD(P)-independent regeneration of ERs by using the rhodium catalyst [Cp*Rh(bpy)(H2O)]2+. This catalyst, with good activity and stability at high temperature, is an excellent candidate for thermophilic oxidoreductions. The robust and readily available ER homologue chromate reductase (CrS) was used as a model enzyme in the reduction of conjugated C=C double bonds.

The combination of CrS and [Cp*Rh(bpy)(H2O)]2+ provides a system much simpler than the classical ones and shows promising catalytic performance. Optimization and upscaling of the chemoenzymatic reduction system are currently underway.

Image: © Wiley-VCH

Article Views: 2319

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

Bookmark and Share

Most Read

If you would like to reuse any content, in print or online, from, please contact us first for permission. more

CONNECT: on Facebook on Twitter on YouTube on LinkedIn Sign up for our free newsletter

A product of ChemPubSoc Europe (16 European Chemical Societies)and Wiley-VCH