title: Biocatalytic deuterium- and hydrogen-transfer using over-expressed ADH-'A': enhanced stereoselectivity and 2H-labeled chiral alcohols.
abstract: Employing the over-expressed highly organic solvent tolerant alcohol dehydrogenase ADH-'A' from Rhodococcus ruber DSM 44541, versatile building blocks, which were not accessible by the wild type catalyst, were obtained in > 99% e.e.; furthermore, employing d8-2-propanol as deuterium source, stereoselective biocatalytic deuterium transfer was made feasible to furnish enantiopure deuterium labeled sec-alcohols on a preparative scale employing a single enzyme.
authors.affiliation: Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010, Graz, Austria.
authors.forename: Klaus
authors.initials: K
authors.lastname: Edegger
authors.forename: Christian C
authors.initials: CC
authors.lastname: Gruber
authors.forename: Tina M
authors.initials: TM
authors.lastname: Poessl
authors.forename: Sabine R
authors.initials: SR
authors.lastname: Wallner
authors.forename: Iván
authors.initials: I
authors.lastname: Lavandera
authors.forename: Kurt
authors.initials: K
authors.lastname: Faber
authors.forename: Frank
authors.initials: F
authors.lastname: Niehaus
authors.forename: Juergen
authors.initials: J
authors.lastname: Eck
authors.forename: Reinhold
authors.initials: R
authors.lastname: Oehrlein
authors.forename: Andreas
authors.initials: A
authors.lastname: Hafner
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Kroutil
mesh_terms: D000426:Alcohol Dehydrogenase / Q000096:biosynthesis / Q000737:chemistry*; D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003903:Deuterium / Q000737:chemistry*; D004926:Escherichia coli; D005240:Feasibility Studies; D006859:Hydrogen / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D012240:Rhodococcus / Q000201:enzymology; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D007659:Ketones; D006859:Hydrogen; D003903:Deuterium; D000426:Alcohol Dehydrogenase