title: Highly enantioselective production of (R)-halohydrins with whole cells of Rhodotorula rubra KCh 82 culture.
abstract: Biotransformation of ten α-haloacetophenones in the growing culture of the strain Rhodotorula rubra KCh 82 has been carried out. Nine of the substrates underwent an effective enantioselective reduction to the respective (R)-alcohols according to Prelog's rule, with the exception of 2-chloro-1,2-diphenylethan-1-one that was not transformed by this strain. The expected reduction proceeded without dehalogenation, leading to the respective (R)-halohydrins in high yields. The use of this biocatalyst yielded (R)-2-bromo-1-phenyl-ethan-1-ol (enantiomeric excess (ee) = 97%) and its derivatives: 4'-Bromo- (ee = 99%); 4'-Chloro- (ee > 99%); 4'-Methoxy- (ee = 96%); 3'-Methoxy- (ee = 93%); 2'-Methoxy- (ee = 98%). There were also obtained and characterized 2,4'-dichloro-, 2,2',4'-trichloro- and 2-chloro-4'-fluoro-phenyetan-1-ol with >99% of enantiomeric excesses.
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, Wrocław 50-375, Poland. janeczko13@interia.pl.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Janeczko
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, Wrocław 50-375, Poland. monika.dymarska@gmail.com.
authors.forename: Monika
authors.initials: M
authors.lastname: Dymarska
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, Wrocław 50-375, Poland. ekostrzew@gmail.com.
authors.forename: Edyta
authors.initials: E
authors.lastname: Kostrzewa-Susłow
mesh_terms: D001711:Biotransformation; D002849:Chromatography, Gas; D006219:Halogens / Q000737:chemistry* / Q000378:metabolism*; D012248:Rhodotorula / Q000166:cytology* / Q000378:metabolism*; D013237:Stereoisomerism; D013696:Temperature; D013997:Time Factors
chemical_list: D006219:Halogens