Synthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD87E6 as a Biocatalyst

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dc.authorid57202216168
dc.authorid37098938400
dc.authorid36815706500
dc.contributor.authorÖksüz S.
dc.contributor.authorŞahin E.
dc.contributor.authorDertli E.
dc.date.accessioned20.04.201910:49:12
dc.date.accessioned2019-04-20T21:43:04Z
dc.date.available20.04.201910:49:12
dc.date.available2019-04-20T21:43:04Z
dc.date.issued2018
dc.departmentBayburt Üniversitesien_US
dc.description.abstractGlobal sales of single enantiomeric drug products are growing at an alarming rate every year. A total of 7 bacterial strains were screened for their ability to reduce acetophenones to its corresponding alcohol. Among these strains Lactobacillus paracasei BD87E6 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 Lactobacillus paracasei BD87E6, which showed high enantioselectivity and conversion for the bioreduction. The preparative scale asymmetric reduction of 3-methoxyacetophenone (1h) by Lactobacillus paracasei BD87E6 gave (R)-1-(3-methoxyphenyl)ethanol (2h) with 92% yield and 99% enantiomeric excess. Compound 2h could be used for the synthesis of (S)-rivastigmine which has a great potential for the treatment of Alzheimer's disease. This study demonstrates that Lactobacillus paracasei BD87E6 can be used as a biocatalyst to obtain chiral carbinol with excellent yield and selectivity. The whole cell catalyzed the reductions of ketone substrates on the preparative scale, demonstrating that Lactobacillus paracasei BD87E6 would be a valuable biocatalyst for the preparation of chiral aromatic alcohols of pharmaceutical interest. © 2018 Wiley-VHCA AG, Zurich, Switzerlanden_US
dc.identifier.doi10.1002/cbdv.201800028
dc.identifier.issn1612-1872
dc.identifier.issue6
dc.identifier.pmid29667758en_US
dc.identifier.scopus2-s2.0-85047469661en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://dx.doi.org/10.1002/cbdv.201800028
dc.identifier.urihttps://hdl.handle.net/20.500.12403/376
dc.identifier.volume15
dc.identifier.wosWOS:000435268800005en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWiley-VCH Verlag
dc.relation.ispartofChemistry and Biodiversityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectasymmetric synthesis
dc.subjectbiocatalysis
dc.subjectchirality
dc.subjectdrug precursor
dc.subjectLactobacillus paracasei
dc.subject1 phenylethanol
dc.subjectacetophenone
dc.subjectacetophenone derivative
dc.subjectrivastigmine
dc.subjectmethanol
dc.subjectArticle
dc.subjectbiocatalyst
dc.subjectcatalysis
dc.subjectchemical reaction
dc.subjectchirality
dc.subjectenantioselectivity
dc.subjecthigh performance liquid chromatography
dc.subjectincubation time
dc.subjectLactobacillus paracasei
dc.subjectnonhuman
dc.subjectpH
dc.subjectreaction analysis
dc.subjectreduction (chemistry)
dc.subjectshear stress
dc.subjectsubstrate concentration
dc.subjectsynthesis
dc.subjecttemperature sensitivity
dc.subjectthin layer chromatography
dc.subjectwhole cell
dc.subjectbiocatalysis
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectcytology
dc.subjectLactobacillus paracasei
dc.subjectmetabolism
dc.subjectoxidation reduction reaction
dc.subjectstereoisomerism
dc.subjectBiocatalysis
dc.subjectLactobacillus paracasei
dc.subjectMethanol
dc.subjectMolecular Structure
dc.subjectOxidation-Reduction
dc.subjectRivastigmine
dc.subjectStereoisomerism
dc.subjectasymmetric synthesis
dc.subjectbiocatalysis
dc.subjectchirality
dc.subjectdrug precursor
dc.subjectLactobacillus paracasei
dc.subject1 phenylethanol
dc.subjectacetophenone
dc.subjectacetophenone derivative
dc.subjectrivastigmine
dc.subjectmethanol
dc.subjectArticle
dc.subjectbiocatalyst
dc.subjectcatalysis
dc.subjectchemical reaction
dc.subjectchirality
dc.subjectenantioselectivity
dc.subjecthigh performance liquid chromatography
dc.subjectincubation time
dc.subjectLactobacillus paracasei
dc.subjectnonhuman
dc.subjectpH
dc.subjectreaction analysis
dc.subjectreduction (chemistry)
dc.subjectshear stress
dc.subjectsubstrate concentration
dc.subjectsynthesis
dc.subjecttemperature sensitivity
dc.subjectthin layer chromatography
dc.subjectwhole cell
dc.subjectbiocatalysis
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectcytology
dc.subjectLactobacillus paracasei
dc.subjectmetabolism
dc.subjectoxidation reduction reaction
dc.subjectstereoisomerism
dc.subjectBiocatalysis
dc.subjectLactobacillus paracasei
dc.subjectMethanol
dc.subjectMolecular Structure
dc.subjectOxidation-Reduction
dc.subjectRivastigmine
dc.subjectStereoisomerism
dc.titleSynthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD87E6 as a Biocatalysten_US
dc.typeArticleen_US

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