Imine reductases

Another example for the use of hydrogen as reductant is observed in the reduction of imine [5b]. New imine reductase activity has been discovered in the anaerobic bacterium Acetobacterium woodii by screening a dynamic combinatorial library of virtual imine substrates, using a biphasic water-tetradecane solvent system. 

C. parapsilosis ATCC 7330 (imine reductase) American Type Culture Collection (ATCC)... 

Mitsukura, K., Suzuki, M Tada, K Yoshida, T., and Nagasawa, T. (2011) Asymmetric synthesis of chiral cyclic amine from cyclic imine by bacterial whole-cell catalyst of enantioselective imine reductase. Org. Biomol. Chem., 8, 4533 535. 

Mitsukura, K Suzuki, M Shinoda, S., Kuramoto, T., Yoshida, T and Nagasawa, T. (2011) Purification and characterization of a novel (R)-imine reductase from Streptomyces sp. GF3587. Biosci. 

Mitsukura, K Kuramoto, T Yoshida, T, Kimoto, N Yamamoto, H and Nagasawa, T. (2013) A NADPH-dependent (S)-imine reductase (SIR) from Streptomyces sp. GF3546 for asymmetric synthesis of optically active amines purification, characterization, gene cloning, and expression. Appl. Microbiol. Bioteclmol.l0.1007/s00253-012-4629-4... 

Hamasaki, M., Kimoto, K, and Yamamoto, H. (2011) Enzymic preparation method for optically active amine derivatives from imines by using imine reductase. JP 2011177029. 

Meneely, K.M. and Lamb, A.L. (2012) Two structures of a thiazolinyl imine reductase from Yersinia enterocolitica provide insight into catalysis and binding to the nonribosomal peptide synthetase module of HMWPl. Biochemistry, 51,9002-9013. 

Scheme 2.12 New substrates using isolated imine reductase from Streptomyces CF3587 [38,39].

Li, H., Williams, P., Micklefield, J., Gardiner, J.M., and Stephens, G. (2004) A dynamic combinatorial screen for novel imine reductase activity. Tetrahedron, 60, 753-758. 

The chapter introduces the reader to the use of amine dehydrogenases (Am-DHs), derived from AADHs, TAs, and amine oxidases (AO) for the production of chiral amines. It should also be noted that, although not covered in this chapter, imine reductases offer another biocatalytic route to enantiomericaiiy pure amines [11]. 

Chiral amine synthesis Transaminases (1° amine), amine dehydrogenases (1° and 2° amine), imine reductases (2° and 3° amine), and monoamine oxidases (cyclic and 1° amine)... 

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