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- Title
Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition.
- Authors
Möhler, Jasper S.; Pickl, Mathias; Reiter, Tamara; Simić, Stefan; Rackl, Jonas W.; Kroutil, Wolfgang; Wennemers, Helma
- Abstract
Enzymes and peptide catalysts consist of the same building blocks but require vastly different environments to operate best. Herein, we show that an enzyme and a peptide catalyst can work together in a single reaction vessel to catalyze a two‐step cascade reaction with high chemo‐ and stereoselectivity. Abundant linear alcohols, nitroolefins, an alcohol oxidase, and a tripeptide catalyst provided chiral γ‐nitroaldehydes in aqueous buffer. High yields (up to 92 %) and stereoselectivities (up to 98 % ee) were achieved for the cascade through the rational design of the peptide catalyst and the identification of common reaction conditions.
- Subjects
PEPTIDES; STEREOSELECTIVE reactions; CATALYSTS; ENZYMES; CHEMOSELECTIVITY; NITROALKENES
- Publication
Angewandte Chemie, 2024, Vol 136, Issue 12, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202319457