Optimization of Biocatalytic Production of Enantiopure (S)-1-(4-Methoxyphenyl) Ethanol with Lactobacillus senmaizuke Using the Box–Behnken Design-Based Model

MakaleAçık ErişimScopus SJRQ1

Özet

Enantiomerically pure (S)-1-(4-methoxyphenyl) ethanol is a significant molecule for the production of various drug intermediates. (S)-1-(4-methoxyphenyl) ethanol was synthesized from 4-methoxyacetophenone using Lactobacillus senmaizuke as a biocatalyst. In addition, optimization of experimental conditions is important to analyze the role of culture parameters for catalytic bioreduction reactions. For this particular purpose, the experimental conditions of pH, incubation period, temperature, and agitation speed were investigated with the Box–Behnken experimental design-based proposed optimization model. (S)-1-(4-methoxyphenyl) ethanol, which can be used for the synthesis of antihistamines, including diphenhydramine hydrochloride and loratadine cycloalkyl [b] indoles that have the treatment function for an allergic response, was obtained in > 99% conversion, > 99% enantiomeric excess and 96% yield with whole cells of L. senmaizukei at this optimization conditions: pH = 5.80, the temperature = 29 °C, incubation period = 50 h, and agitation speed = 155 rpm. The bioreduction of 4-methoxyacetophenone efficiency was importantly affected by the quadratic and linear effects of experimental design parameters. Besides, the results demonstrate the importance of design parameters for catalytic bioreduction reactions. It is also concluded that the results show the effectiveness of the Box–Behnken experimental design-based proposed model to obtain optimum operating conditions of design parameters for catalytic bioreduction reactions.

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https://doi.org/10.1007/s13369-021-05769-3Yayıncı resmi DOI adresi
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AlanDeğerDil
dc.contributor.authorKavi, Mervenur
dc.contributor.authorÖzdemir, Akın
dc.contributor.authorDertli, Enes
dc.contributor.authorŞahin, Engin
dc.date.accessioned2026-10-29T19:10:50.166022215Z
dc.date.available2026-10-29T19:10:50.166022215Z
dc.date.issued2022
dc.description.abstractEnantiomerically pure (S)-1-(4-methoxyphenyl) ethanol is a significant molecule for the production of various drug intermediates. (S)-1-(4-methoxyphenyl) ethanol was synthesized from 4-methoxyacetophenone using Lactobacillus senmaizuke as a biocatalyst. In addition, optimization of experimental conditions is important to analyze the role of culture parameters for catalytic bioreduction reactions. For this particular purpose, the experimental conditions of pH, incubation period, temperature, and agitation speed were investigated with the Box–Behnken experimental design-based proposed optimization model. (S)-1-(4-methoxyphenyl) ethanol, which can be used for the synthesis of antihistamines, including diphenhydramine hydrochloride and loratadine cycloalkyl [b] indoles that have the treatment function for an allergic response, was obtained in > 99% conversion, > 99% enantiomeric excess and 96% yield with whole cells of L. senmaizukei at this optimization conditions: pH = 5.80, the temperature = 29 °C, incubation period = 50 h, and agitation speed = 155 rpm. The bioreduction of 4-methoxyacetophenone efficiency was importantly affected by the quadratic and linear effects of experimental design parameters. Besides, the results demonstrate the importance of design parameters for catalytic bioreduction reactions. It is also concluded that the results show the effectiveness of the Box–Behnken experimental design-based proposed model to obtain optimum operating conditions of design parameters for catalytic bioreduction reactions.
dc.description.sponsorshipBayburt Üniversitesi, BÜ
dc.identifier.doi10.1007/s13369-021-05769-3
dc.identifier.eissn2191-4281
dc.identifier.endpage5858
dc.identifier.issn2193-567X
dc.identifier.issue5
dc.identifier.scopus2-s2.0-85107528023
dc.identifier.startpage5849
dc.identifier.urihttps://rdlopen.rawdatalibrary.net/r/bayburt/13353
dc.identifier.volume47
dc.identifier.wosWOS:000658618500003
dc.language.isoen
dc.publisherSpringer Science and Business Media Deutschland GmbH
dc.relation.ispartofArabian Journal for Science and Engineering
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subject(S)-1-(4-Methoxyphenyl) ethanol
dc.subjectAsymmetric bioreduction
dc.subjectBiocatalysts
dc.subjectBox–Behnken design
dc.subjectOptimization
dc.subject.classificationMultidisciplinary Sciences
dc.subject.classificationScience & Technology - Other Topics
dc.subject.otherASYMMETRIC REDUCTION
dc.subject.otherKINETIC RESOLUTION
dc.subject.otherLIPASE
dc.subject.otherCELLS
dc.subject.otherSTRATEGIES
dc.subject.otherALCOHOLS
dc.subject.otherLIGANDS
dc.subject.otherIMPROVE
dc.subject.otherKETONES
dc.subject.otherACIDS
dc.titleOptimization of Biocatalytic Production of Enantiopure (S)-1-(4-Methoxyphenyl) Ethanol with Lactobacillus senmaizuke Using the Box–Behnken Design-Based Model
dc.typeArticle
rdl.citation.openalex4
rdl.citation.scopus4
rdl.citation.wos4
rdl.oa.statusclosed
rdl.oa.statusgreen
rdl.oa.urlhttp://hdl.handle.net/20.500.12403/3548
rdl.scopus.quartileQ1
rdl.source.indexSCOPUS
rdl.source.indexWOS
rdl.wos.indexScience Citation Index Expanded (SCI-EXPANDED)