Asymmetric synthesis of chiral cyclic amine from cyclic imine by bacterial whole-cell catalyst of enantioselective imine reductase.
Streptomyces sp. GF3587 and 3546 were found to be imine-reducing strains with high R- and S-selectivity by screening using 2-methyl-1-pyrroline (2-MPN). Their whole-cell catalysts produced 91 mM R-2-methylpyrrolidine (R-2-MP) with 99.2%e.e. and 27.5 mM S-2-MP (92.3%e.e.) from 2-MPN at 91-92% conversion in the presence of glucose, respectively.
Mitsukura
Koichi
K
Department of Biomolecular Science, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan. mitukura@gifu-u.ac.jp
Suzuki
Mai
M
Tada
Kazuhiro
K
Yoshida
Toyokazu
T
Nagasawa
Toru
T
D000588:Amines / Q000138:chemical synthesis*; D002384:Catalysis; D005947:Glucose / Q000378:metabolism; D007097:Imines / Q000737:chemistry*; D010088:Oxidoreductases / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry / Q000378:metabolism*; D013237:Stereoisomerism; D013302:Streptomyces / Q000378:metabolism
C520125:2-methylpyrrolidine; D000588:Amines; D007097:Imines; D011759:Pyrrolidines; D010088:Oxidoreductases; D005947:Glucose