Effective biocatalytic synthesis of enentiopure ( R )-1,2-diphenylethanol as a pharmaceutical precursor using whole-cell biocatalyst

dc.contributor.authorCakmak, Fadile
dc.contributor.authorOzdemir, Akin
dc.contributor.authorDertli, Enes
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:49:37Z
dc.date.available2024-10-04T18:49:37Z
dc.date.issued2024
dc.departmentBayburt Üniversitesien_US
dc.description.abstractOptically active alcohols are crucial precursors. 1,2-Diarylethanols and their analogues constitute a significant group of substances of biological significance. The biocatalytic synthesis of ( R )-1,2-diphenylethanol ( ( R )-2 ), which can be utilized as a precursor to important drugs, is still not at the desired level in terms of substrate amount and production process. This study asymmetrically reduced 1,2-diphenylethanone (1) using the Lactobacillus paracasei BD87E6 biocatalyst and a novel orthogonal quadratic design -embedded optimization approach. The following reaction optimization conditions were determined using the suggested optimization technique: pH = 6, temperature = 31 C-degrees , incubation period = 48 h, and agitation speed=134 rpm. In addition, the reaction conversion was estimated to be 99.38 %, and the product 's enantiomeric excess (ee) was estimated to be 99.12 %. Further, ( R )-2 was produced with >99 % ee, >99 % conversion, and 98 % yield in the experimental investigation under the established optimum conditions. This study is the first attempt to reduce substrate 1 to (R) or (S)-2 using a mathematical optimization method in the presence of a biocatalyst. Furthermore, on a highgram scale, 1 (15.70 g) was entirely transformed into ( R )-2 (15.54 g, 98 % isolated yield). Notably, this study is also the first to perform the gram -scale production of ( R )-2 using a novel optimization approach and a biocatalyst. Finally, the innovative and novel orthogonal quadratic design -embedded optimization technique has been demonstrated as an efficient, cost-effective, and environmentally friendly biocatalytic procedure for synthesizing ( R )-2 .en_US
dc.identifier.doi10.1016/j.mcat.2024.114257
dc.identifier.issn2468-8231
dc.identifier.scopus2-s2.0-85194141247en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1016/j.mcat.2024.114257
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3231
dc.identifier.volume563en_US
dc.identifier.wosWOS:001249755100001en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.ispartofMolecular Catalysisen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectGreen chemistryen_US
dc.subjectAsymmetric reductionen_US
dc.subjectBiocatalysten_US
dc.subjectDrug precursoren_US
dc.subject(R)-1,2-diphenylethanolen_US
dc.titleEffective biocatalytic synthesis of enentiopure ( R )-1,2-diphenylethanol as a pharmaceutical precursor using whole-cell biocatalysten_US
dc.typeArticleen_US

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