Biocatalytic asymmetric synthesis of (R)-1-tetralol using Lactobacillus paracasei BD101

dc.authoridKalay, Erbay/0000-0002-4656-8254
dc.contributor.authorKalay, Erbay
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:48:24Z
dc.date.available2024-10-04T18:48:24Z
dc.date.issued2021
dc.departmentBayburt Üniversitesien_US
dc.description.abstractAsymmetric bioreduction of ketones is a fundamental process in the production of organic molecules. Compounds containing tetralone rings are found in the structure of many biologically active and pharmaceutical molecules. Biocatalytic reduction of ketones is one of the most promising and significant routes to prepare optically active alcohols. In this study, the reductive capacity of Lactobacillus paracasei BD101 was investigated as whole-cell biocatalyst in the enantioselective reduction of 1-tetralone (1). In biocatalytic reduction reactions, the conversion of the substrate and the enantiomeric excess (ee) of the product are significantly affected by optimization parameters such as temperature, agitation rate, pH, and incubation time. Effects of these parameters on ee and conversion were investigated comprehensively. (R)-1-tetralol ((R)-2), which can be used to treat disorder such as obsessive compulsive, post-traumatic stress, premenstrual dysphoric, and social anxiety, was manufactured in enantiopure form, high yield and gram-scale, using whole-cell biocatalysts of L. paracasei BD101. The 7.04 g of (R)-2 was obtained in optically pure form with 95% yield. Also, to our knowledge, this is the first report on production of (R)-2 using whole-cell biocatalyst in excellent yield, conversion, enantiopure form and gram scale. This is a clean, eco-friendly and cheap method for the synthesis of (R)-2 compared with chemical catalyst.en_US
dc.identifier.doi10.1002/chir.23318
dc.identifier.endpage453en_US
dc.identifier.issn0899-0042
dc.identifier.issn1520-636X
dc.identifier.issue8en_US
dc.identifier.pmid33970507en_US
dc.identifier.scopus2-s2.0-85105338034en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage447en_US
dc.identifier.urihttps://doi.org/10.1002/chir.23318
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3046
dc.identifier.volume33en_US
dc.identifier.wosWOS:000648609600001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofChiralityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject(R)? 1? tetralolen_US
dc.subjectchiralityen_US
dc.subjectdrug scaffolden_US
dc.subjectLactobacillus paracasei BD101en_US
dc.subjectwhole? cell biocatalystsen_US
dc.titleBiocatalytic asymmetric synthesis of (R)-1-tetralol using Lactobacillus paracasei BD101en_US
dc.typeArticleen_US

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