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Stereoselective Biotransformations of Cyclic Imines in Recombinant Cells of Synechocystis sp. PCC 6803
Author(s) -
Büchsenschütz Hanna C.,
VidimceRisteski Viktorija,
Eggbauer Bettina,
Schmidt Sandy,
Winkler Christoph K.,
Schrittwieser Joerg H.,
Kroutil Wolfgang,
Kourist Robert
Publication year - 2020
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.201901592
Subject(s) - cyanobacteria , imine , synechocystis , cofactor , recombinant dna , stereoselectivity , chemistry , photosynthesis , enzyme , metabolic engineering , biotransformation , biocatalysis , biochemistry , stereochemistry , combinatorial chemistry , gene , biology , bacteria , catalysis , reaction mechanism , genetics
Light‐driven biotransformations in recombinant cyanobacteria allow to employ photosynthetic water‐splitting for cofactor‐regeneration and thus, to save the use of organic electron donors. The genes of three recombinant imine reductases (IREDs) were expressed in the cyanobacterium Synechocystis sp. PCC 6803 and eight cyclic imine substrates were screened in whole‐cell biotransformations. While initial reactions showed low to moderate rates, optimization of the reaction conditions in combination with promoter engineering allowed to alleviate toxicity effects and achieve full conversion of prochiral imines with initial rates of up to 6.3 mM h −1 . The high specific activity of up to 22 U g CDW −1 demonstrates that recombinant cyanobacteria can provide large amounts of NADPH during whole cell reactions. The excellent optical purity of the products with up to >99 % ee underlines the usefulness of cyanobacteria for the stereoselective synthesis of amines.