Deracemisation of α‐Chiral Primary Amines by a One‐Pot, Two‐Step Cascade Reaction Catalysed by ω‐Transaminases

• Published in: European Journal of Organic Chemistry Vol. 2009; no. 14; pp. 2289 - 2292
• Main Authors: Koszelewski, Dominik, Clay, Dorina, Rozzell, David, Kroutil, Wolfgang
• Format: Book Review Journal Article
• Language: English
• Published: Weinheim WILEY‐VCH Verlag 01.05.2009; Wiley; Wiley-VCH
• Subjects: Aliphatic compounds; Amines; Asymmetric catalysis; Bioconversions. Hemisynthesis; Biological and medical sciences; Biotechnology; Biotransformations; Chemistry; Chemistry, Organic; Deracemisation; Enzymes; Exact sciences and technology; Fundamental and applied biological sciences. Psychology; Methods. Procedures. Technologies; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; Enzymes; Amines; ASYMMETRIC-SYNTHESIS; ACIDS; Biotransformations; Deracemisation; Asymmetric catalysis; DYNAMIC KINETIC RESOLUTION; BIOCATALYSIS; INHIBITION; MEXILETINE; VIBRIO-FLUVIALIS JS17; SUBSTRATE; RACEMIZATION; TYPE-1; Chiral compound; Stereoselectivity; Racemic; Biotransformation; Alanine; Catalytic reaction; Enzyme; Transferases; Pyruvate; Ketone; L-Lactate dehydrogenase; Enzymatic method; α-Aminoacid; Optical resolution; Aminoacid; Transaminases; Enantiomeric excess; Oxidoreductases; Primary amine; Successive reaction

Racemic α‐chiral primary amines were deracemised to optically pure amines in up to >99 % conversion and >99 % ee within 48 h. The deracemisation was a result of a stereoinversion of one amine enantiomer; the formal stereoinversion was achieved by a one‐pot, two‐step procedure: in the first ste...