title: Conversion of alcohols to enantiopure amines through dual-enzyme hydrogen-borrowing cascades.
abstract: α-Chiral amines are key intermediates for the synthesis of a plethora of chemical compounds at industrial scale. We present a biocatalytic hydrogen-borrowing amination of primary and secondary alcohols that allows for the efficient and environmentally benign production of enantiopure amines. The method relies on a combination of two enzymes: an alcohol dehydrogenase (from Aromatoleum sp., Lactobacillus sp., or Bacillus sp.) operating in tandem with an amine dehydrogenase (engineered from Bacillus sp.) to aminate a structurally diverse range of aromatic and aliphatic alcohols, yielding up to 96% conversion and 99% enantiomeric excess. Primary alcohols were aminated with high conversion (up to 99%). This redox self-sufficient cascade possesses high atom efficiency, sourcing nitrogen from ammonium and generating water as the sole by-product.
authors.affiliation: School of Chemistry, University of Manchester, Manchester Institute of Biotechnology, Manchester M1 7DN, UK. Manchester Institute of Biotechnology, Faculty of Life Sciences, University of Manchester, Manchester M1 7DN, UK. nicholas.turner@manchester.ac.uk f.mutti@uva.nl.
authors.forename: Francesco G
authors.initials: FG
authors.lastname: Mutti
authors.affiliation: Manchester Institute of Biotechnology, Faculty of Life Sciences, University of Manchester, Manchester M1 7DN, UK.
authors.forename: Tanja
authors.initials: T
authors.lastname: Knaus
authors.affiliation: Manchester Institute of Biotechnology, Faculty of Life Sciences, University of Manchester, Manchester M1 7DN, UK.
authors.forename: Nigel S
authors.initials: NS
authors.lastname: Scrutton
authors.affiliation: BASF SE, White Biotechnology Research, GBW/B-A030, 67056 Ludwigshafen, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Breuer
authors.affiliation: School of Chemistry, University of Manchester, Manchester Institute of Biotechnology, Manchester M1 7DN, UK. nicholas.turner@manchester.ac.uk f.mutti@uva.nl.
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Turner
mesh_terms: D000426:Alcohol Dehydrogenase / Q000737:chemistry* / Q000235:genetics; D000438:Alcohols / Q000737:chemistry*; D000586:Amination; D000588:Amines / Q000138:chemical synthesis*; D001407:Bacillus / Q000201:enzymology / Q000235:genetics; D055162:Biocatalysis; D005818:Genetic Engineering; D006859:Hydrogen / Q000737:chemistry; D007778:Lactobacillus / Q000201:enzymology / Q000235:genetics; D000587:Oxidoreductases Acting on CH-NH Group Donors / Q000737:chemistry* / Q000235:genetics
chemical_list: D000438:Alcohols; D000588:Amines; D006859:Hydrogen; D000426:Alcohol Dehydrogenase; D000587:Oxidoreductases Acting on CH-NH Group Donors; C037193:aromatic amine dehydrogenase