Asymmetric reduction of prochiral aromatic and hetero aromatic ketones using whole-cell of Lactobacillus senmaizukei biocatalyst

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dc.contributor.authorColak, Nida Sezin
dc.contributor.authorKalay, Erbay
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:48:21Z
dc.date.available2024-10-04T18:48:21Z
dc.date.issued2021
dc.departmentBayburt Üniversitesien_US
dc.description.abstractAsymmetric bioreduction of aromatic and heteroaromatic ketones is an important process in the production of precursors of biologically active molecules. In this study, the bioreduction of aromatic and hetero aromatic prochiral ketones into optically active alcohols was investigated using Lactobacillus senmaizukei as a whole-cell catalyst, since whole-cells are less expensive than pure enzymes. The study indicates enantioselective bioreduction of various substituted aromatic ketones (1-16) to the corresponding (R)-and (S)-chiral secondary alcohols (1a-16a) in low to excellent enantioselectivity (6-94%) with good yields (58-95%). In addition, heteroaromatic prochiral ketones 1-(pyridin-2-yl)ethanone (17) and 1-(furan-2-yl)ethanone (18) were reduced to (R)-17a and (R)-18a in enantiopure form with excellent conversion (>99%) and yields. These findings show that L. senmaizukei is a very important biocatalyst for asymmetric reduction of both 6-membered and 5-member heteroaromatic methyl ketones. This method promising a green synthesis for the synthesis of biologically important secondary chiral alcohols in an environmentally friendly and inexpensive process.en_US
dc.identifier.doi10.1080/00397911.2021.1931337
dc.identifier.endpage2315en_US
dc.identifier.issn0039-7911
dc.identifier.issn1532-2432
dc.identifier.issue15en_US
dc.identifier.scopus2-s2.0-85106488095en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage2305en_US
dc.identifier.urihttps://doi.org/10.1080/00397911.2021.1931337
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3027
dc.identifier.volume51en_US
dc.identifier.wosWOS:000654766600001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherTaylor & Francis Incen_US
dc.relation.ispartofSynthetic Communicationsen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAromatic ketonesen_US
dc.subjectasymmetric synthesisen_US
dc.subjectbioreductionen_US
dc.subjecthetero aromatic carbinolen_US
dc.subjectLactobacillus senmaizukeien_US
dc.titleAsymmetric reduction of prochiral aromatic and hetero aromatic ketones using whole-cell of Lactobacillus senmaizukei biocatalysten_US
dc.typeArticleen_US

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