Optimization of asymmetric reduction conditions of 1-(benzo [d] [1,3] dioxol-5-yl) ethanone by Lactobacillus fermentum P1 using D-optimal experimental design-based model

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dc.contributor.authorOzdemir, Akin
dc.contributor.authorDertli, Enes
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:52:33Z
dc.date.available2024-10-04T18:52:33Z
dc.date.issued2022
dc.departmentBayburt Üniversitesien_US
dc.description.abstractThe biocatalytic asymmetric reduction of prochiral ketones is a significant transformation in organic chemistry as chiral carbinols are biologically active molecules and may be used as precursors of many drugs. In this study, the bioreduction of 1-(benzo [d] [1,3] dioxol-5-yl) ethanone for the production of enantiomerically pure (S)-1-(1,3-benzodioxal-5-yl) ethanol was investigated using freeze-dried whole-cell of Lactobacillus fermentum P1 and the reduction conditions was optimized with a D-optimal experimental design-based optimization methodology. This is the first study using this optimization methodology in a biocatalytic asymmetric reduction. Using D-optimal experimental design-based optimization, optimum reaction conditions were predicted as pH 6.20, temperature 30 degrees C, incubation time 30 h, and agitation speed 193 rpm. For these operating conditions, it was estimated that the product could be obtained with 94% enantiomeric excess (ee) and 95% conversion rate (cr). Besides, the actual ee and cr were found to be 99% tested under optimized reaction conditions. These findings demonstrated that L. fermentum P1 as an effective biocatalyst to obtain (S)-1-(1,3-benzodioxal-5-yl) ethanol and with the D-optimal experimental design-based optimization, this product could be obtained with the 99% ee and 99% cr. Finally, the proposed mathematical optimization technique showed the applicability of the obtained results for asymmetric reduction reactions.en_US
dc.identifier.doi10.1080/10826068.2021.1925913
dc.identifier.endpage225en_US
dc.identifier.issn1082-6068
dc.identifier.issn1532-2297
dc.identifier.issue2en_US
dc.identifier.pmid34028336en_US
dc.identifier.scopus2-s2.0-85106243323en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage218en_US
dc.identifier.urihttps://doi.org/10.1080/10826068.2021.1925913
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3546
dc.identifier.volume52en_US
dc.identifier.wosWOS:000653541400001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherTaylor & Francis Incen_US
dc.relation.ispartofPreparative Biochemistry & Biotechnologyen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectD-optimal experimental design-based optimizationen_US
dc.subjectasymmetric reductionen_US
dc.subjectwhole-cell biocatalysten_US
dc.subject(S)-1-(13-benzodioxal-5-yl) ethanolen_US
dc.subjectLactobacillus fermentum P1en_US
dc.titleOptimization of asymmetric reduction conditions of 1-(benzo [d] [1,3] dioxol-5-yl) ethanone by Lactobacillus fermentum P1 using D-optimal experimental design-based modelen_US
dc.typeArticleen_US

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