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Isopropylamine as Amine Donor in Transaminase‐Catalyzed Reactions: Better Acceptance through Reaction and Enzyme Engineering
Author(s) -
Dawood Ayad W. H.,
Weiß Martin S.,
Schulz Christian,
Pavlidis Ioannis V.,
Iding Hans,
de Souza Rodrigo O. M. A.,
Bornscheuer Uwe T.
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201800936
Subject(s) - isopropylamine , amine gas treating , chemistry , transaminase , catalysis , organic chemistry , combinatorial chemistry , enzyme
Amine transaminases (ATA) have now become frequently used biocatalysts in chemo‐enzymatic syntheses including industrial applications. They catalyze the transfer of an amine group from a donor to an acceptor leading to an amine product with high enantiopurity. Hence, they represent an environmentally benign alternative for waste intensive chemical amine synthesis. Isopropylamine (IPA) is probably one of the most favored amine donors since it is cheap and achiral, but nevertheless there is no consistency in literature concerning reaction conditions when IPA is best to be used. At the same time there is still a poor understanding which structural properties in ATA are responsible for IPA acceptance. Herein, we demonstrate, on the basis of the 3FCR enzyme scaffold, a substantial improvement in catalytic activity towards IPA as the amine donor. The asymmetric synthesis of industrial relevant amines was used as model reaction. A systematic investigation of the pH‐value as well as concentration effects using common benchmark substrates and several ATA indicates the necessity of a substrate‐ and ATA‐dependent reaction engineering.