Debaryomyces hansenii as a new biocatalyst in the asymmetric reduction of substituted acetophenones

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dc.authorid0000-0002-3723-1705en_US
dc.contributor.authorŞahin, Engin
dc.date.accessioned2020-11-25T19:36:28Z
dc.date.available2020-11-25T19:36:28Z
dc.date.issued2017en_US
dc.departmentFakülteler, Sağlık Bilimleri Fakültesi, Beslenme ve Diyetetik Bölümüen_US
dc.description.abstractChiral secondary alcohols are convenient mediator for the synthesis of biologically active compounds and natural products. In this study fifteen yeast strains belonging to three food originated yeast species Debaryomyces hansenii, Saccharomyces cerevisiae and Hanseniaspora guilliermondii were tested for their capability for the asymmetric reduction of acetophenone to 1-phenylethanol as biocatalyst microorganisms. Of these strains, Debaryomyces hansenii P1 strain showed an effective asymmetric reduction ability. Under optimized conditions, substituted acetophenones were converted to the corresponding optically active secondary alcohols in up to 99% enantiomeric excess and at high conversion rates. This is the first report on the enantioselective reduction of acetophenone by D. hansenii P1 from pastırma, a fermented Turkish meat product. The preparative scale asymmetric bio reduction of 3-methoxy acetophenone 1g by D. hansenii P1 gave (R)-1-(3-methoxyphenyl) ethanol 2g 82% yield, and >99% enantiomeric excess. Compound 2g can be used for the synthesis of (+)-NPS-R-568 [3-(2-chlorophenyl)-N-[(1R)-1-(3-methoxyphenly) ethyl] propan-1-amine] which have a great potential for the treatment of primary and secondary hyper-parathyroidism. In addition, D. hansenii P1 successfully reduced acetophenone derivatives. This study showed that this yeast can be used industrially to produce enantiomerically pure chiral secondary alcohols, which can be easily converted to different functional groups.en_US
dc.identifier.citationŞahin, E. (2017). Debaryomyces hansenii as a new biocatalyst in the asymmetric reduction of substituted acetophenones. Biocatalysis and Biotransformation, 35(5), 363-371.en_US
dc.identifier.doi10.1080/10242422.2017.1348500
dc.identifier.endpage371en_US
dc.identifier.issue5en_US
dc.identifier.scopus2-s2.0-85023160194en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage363en_US
dc.identifier.urihttps://www.tandfonline.com/doi/full/10.1080/10242422.2017.1348500?casa_token=61W0Mw_zt4wAAAAA%3Ad6gagIaYTTwNcK38fO3_rhMjfTnCRCcB1TLjwg5cYB13f_lAWa09VAVxDlqm-WvzEC66ev2QUCBW57o
dc.identifier.urihttps://hdl.handle.net/20.500.12403/2223
dc.identifier.volume35en_US
dc.identifier.wosWOS:000417422500006en_US
dc.identifier.wosqualityQ4en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherBiocatalysis and Biotransformationen_US
dc.relation.ispartofBiocatalysis and Biotransformationen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.subjectChiralityen_US
dc.subjectBiotransformationen_US
dc.subjectDebaryomyces hanseniien_US
dc.subjectBio reductionen_US
dc.titleDebaryomyces hansenii as a new biocatalyst in the asymmetric reduction of substituted acetophenonesen_US
dc.typeArticleen_US

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