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- Title
Highly Enantioselective Production of (R)-Halohydrins with Whole Cells of Rhodotorula rubra KCh 82 Culture.
- Authors
Janeczko, Tomasz; Dymarska, Monika; Kostrzewa-Susłow, Edyta
- Abstract
Biotransformation of ten a-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-phenylethan-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.
- Subjects
RHODOTORULA rubra; ENANTIOSELECTIVE catalysis; HALOHYDRINS; FUNGAL cultures; DEHALOGENATION
- Publication
International Journal of Molecular Sciences, 2014, Vol 15, Issue 12, p22392
- ISSN
1661-6596
- Publication type
Article
- DOI
10.3390/ijms151222392