Whole cell application of Lactobacillus paracasei BD101 to produce enantiomerically pure (S)-cyclohexyl(phenyl)methanol

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dc.authorid37098938400
dc.authorid23100981600
dc.authorid36815706500
dc.contributor.authorŞahin E.
dc.contributor.authorSerencam H.
dc.contributor.authorDertli E.
dc.date.accessioned20.04.201910:49:12
dc.date.accessioned2019-04-20T21:42:58Z
dc.date.available20.04.201910:49:12
dc.date.available2019-04-20T21:42:58Z
dc.date.issued2019
dc.departmentBayburt Üniversitesien_US
dc.description.abstractIn this study, a total of 10 bacterial strains were screened for their ability to reduce cyclohexyl(phenyl)methanone 1 to its corresponding alcohol. Among these strains, Lactobacillus paracasei BD101 was found to be the most successful biocatalyst to reduce the ketones to the corresponding alcohols. The reaction conditions were systematically optimized for the reducing agent L paracasei BD101, which showed high enantioselectivity and conversion for the bioreduction. The preparative scale asymmetric reduction of cyclohexyl(phenyl)methanone (1) by L paracasei BD101 gave (S)-cyclohexyl(phenyl)methanol (2) with 92% yield and >99% enantiomeric excess. The preparative scale study was carried out, and a total of 5.602 g of (S)-cyclohexyl(phenyl)methanol in high enantiomerically pure form (>99% enantiomeric excess) was produced. L paracasei BD101 has been shown to be an important biocatalyst in asymmetric reduction of bulky substrates. This study demonstrates the first example of the effective synthesis of (S)-cyclohexyl(phenyl)methanol by the L paracasei BD101 as a biocatalyst in preparative scale. © 2019 Wiley Periodicals, Inc.en_US
dc.identifier.doi10.1002/chir.23048
dc.identifier.endpage218
dc.identifier.issn0899-0042
dc.identifier.issue3
dc.identifier.pmid30633374en_US
dc.identifier.scopus2-s2.0-85059887557en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage211
dc.identifier.urihttps://dx.doi.org/10.1002/chir.23048
dc.identifier.urihttps://hdl.handle.net/20.500.12403/306
dc.identifier.volume31
dc.identifier.wosWOS:000458827600006en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherJohn Wiley and Sons Inc.
dc.relation.ispartofChiralityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectasymmetric reduction
dc.subjectbiocatalyst
dc.subjectbiotransformations
dc.subjectchiral aryl methanols
dc.subjectenantioselectivity
dc.subjectasymmetric reduction
dc.subjectbiocatalyst
dc.subjectbiotransformations
dc.subjectchiral aryl methanols
dc.subjectenantioselectivity
dc.titleWhole cell application of Lactobacillus paracasei BD101 to produce enantiomerically pure (S)-cyclohexyl(phenyl)methanolen_US
dc.typeArticleen_US

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