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dc.contributor.authorŞahin E.
dc.date.accessioned20.04.201910:49:12
dc.date.accessioned2019-04-20T21:43:08Z
dc.date.available20.04.201910:49:12
dc.date.available2019-04-20T21:43:08Z
dc.date.issued2018
dc.identifier.issn0899-0042
dc.identifier.urihttps://dx.doi.org/10.1002/chir.22782
dc.identifier.urihttps://hdl.handle.net/20.500.12403/408
dc.description.abstractPiperonyl ring is found in a number of naturally occurring compounds and possesses enormous biological activities. There are many studies in the literature with compounds containing a piperonyl ring, but there are very few studies on the synthesis of chiral piperonyl carbinol. The objective of this study was to determine the microbial reduction ability of bacterial strains and to reveal the effects of different physicochemical parameters on this reduction ability. A total of 15 bacterial isolates were screened for their ability to reduce 1-(benzo[d][1,3]dioxol-5-yl) ethanone 1 to its corresponding alcohol. Among these isolates Lactobacillus paracasei BD101 was found to be the most successful biocatalyst to reduce the ketone containing piperonyl ring to the corresponding alcohol. 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 study was performed, and a total of 3.72 g of (R)-1-(1,3-benzodioxol-5-yl) ethanol in high enantiomeric form (>99% enantiomeric excess) was produced in a mild, cheap, and environment-friendly process. This study demonstrates that L paracasei BD101 can be used as a biocatalyst to obtain chiral carbinol with excellent yield and selectivity. © 2017 Wiley Periodicals, Inc.en_US
dc.language.isoengen_US
dc.publisherJohn Wiley and Sons Inc.
dc.relation.isversionof10.1002/chir.22782
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectasymmetric reduction
dc.subjectbiocatalyst
dc.subjectbiotransformations
dc.subjectpiperonyl carbinol
dc.subjectpiperonyl ring
dc.subjectalcohol derivative
dc.subjectketone derivative
dc.subjectpipamperone
dc.subjectalcohol
dc.subjectbenzoxazole derivative
dc.subjectalcohol production
dc.subjectArticle
dc.subjectbacterial strain
dc.subjectbiocatalyst
dc.subjectenantiomer
dc.subjectenantioselectivity
dc.subjectLactobacillus paracasei
dc.subjectnonhuman
dc.subjectphysical chemistry
dc.subjectpriority journal
dc.subjectreduction (chemistry)
dc.subjectchemistry
dc.subjectLactobacillus paracasei
dc.subjectmetabolism
dc.subjectpH
dc.subjectstereoisomerism
dc.subjecttemperature
dc.subjectBenzoxazoles
dc.subjectEthanol
dc.subjectHydrogen-Ion Concentration
dc.subjectLactobacillus paracasei
dc.subjectStereoisomerism
dc.subjectTemperature
dc.subjectasymmetric reduction
dc.subjectbiocatalyst
dc.subjectbiotransformations
dc.subjectpiperonyl carbinol
dc.subjectpiperonyl ring
dc.subjectalcohol derivative
dc.subjectketone derivative
dc.subjectpipamperone
dc.subjectalcohol
dc.subjectbenzoxazole derivative
dc.subjectalcohol production
dc.subjectArticle
dc.subjectbacterial strain
dc.subjectbiocatalyst
dc.subjectenantiomer
dc.subjectenantioselectivity
dc.subjectLactobacillus paracasei
dc.subjectnonhuman
dc.subjectphysical chemistry
dc.subjectpriority journal
dc.subjectreduction (chemistry)
dc.subjectchemistry
dc.subjectLactobacillus paracasei
dc.subjectmetabolism
dc.subjectpH
dc.subjectstereoisomerism
dc.subjecttemperature
dc.subjectBenzoxazoles
dc.subjectEthanol
dc.subjectHydrogen-Ion Concentration
dc.subjectLactobacillus paracasei
dc.subjectStereoisomerism
dc.subjectTemperature
dc.titleProduction of (R)-1-(1,3-benzodioxol-5-yl)ethanol in high enantiomeric purity by Lactobacillus paracasei BD101en_US
dc.typearticleen_US
dc.relation.journalChiralityen_US
dc.contributor.departmentBayburt Universityen_US
dc.contributor.authorID37098938400
dc.identifier.volume30
dc.identifier.issue2
dc.identifier.startpage189
dc.identifier.endpage194
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US


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