EnantioselectiveReduction of α,β-Dehydro-α-amidoCarboxylic Acid Derivatives by Ene-Reductases
Abstract Enantioselective reduction of α,β-dehydro-α-amido carboxylic acid derivatives to optically active amido carboxylic acid derivatives has been carried out using whole-cell overexpressing ene-reductases (EREDs). The reduced products were obtained with good yields and excellent enantiomeric excesses of >99%. Among the enzymes tested, Seqenzym ene-reductase E4671 proved to be the most effective, accommodating methyl ester, free amide, and diverse N-protecting groups, as well as β-unsubstituted, β-methyl, and β-ethyl substituted substrates. Notably, the reaction is readily scalable.
Authors
- Dominique Cahard (ORCID: https://orcid.org/0000-0002-8510-1315)
- Janine Cossy (ORCID: https://orcid.org/0000-0001-8746-9239)
- Julien Boutet
- Pierre Gilles
- Nicolas Marie (ORCID: https://orcid.org/0000-0002-3217-262X)
Institutions
- Centre National de la Recherche Scientifique (FR)
- George Washington University (US)
- Normandie Université (FR)
- Université de Rouen Normandie (FR)
- Institut National des Sciences Appliquées Rouen Normandie (FR)
- ESPCI Paris (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-08-03
- DOI
- https://doi.org/10.1021/acs.orglett.6c02939
- Primary Topic
- Enzyme Catalysis and Immobilization
- Type
- article
- Field-Weighted Citation Impact
- 0.00