A Multi-response Nonlinear Programming Model with an Inscribed Design to Optimize Bioreduction Conditions of (S)-phenyl (pyridin-2-yl)methanol by Leuconostoc pseudomesenteroides N13

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dc.contributor.authorOzdemir, Akin
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:48:08Z
dc.date.available2024-10-04T18:48:08Z
dc.date.issued2024
dc.departmentBayburt Üniversitesien_US
dc.description.abstractAsymmetric bioreductions have the potential to synthesize chiral alcohols when catalyzed by biocatalysts. Nevertheless, the (S)-phenyl (pyridin-2-yl)methanol ((S)-2) analgesic synthesis poses significant challenges concerning unsatisfactory substrate amount and production method. Thus, this study proposes an inscribed design-focused multi-response nonlinear optimization model for the asymmetric reduction of the phenyl(pyridin-2-yl)methanone (1) with Leuconostoc pseudomesenteroides N13 biocatalyst. From the novel inscribed design-focused multi-response nonlinear optimization model, optimization conditions of the reaction, such as pH = 6, temperature = 29 degrees C, incubation time = 53 h, and agitation speed = 153 rpm, were found. Also, the reaction conversion was predicted to be 99%, and the product of the enantiomeric excess (ee) was 98.4% under the obtained optimization conditions. (S)-2 was obtained with 99% ee, 99% conversion, and 98% yield while performing a validation experiment using the determined optimized conditions. In addition, 1 with the amount of 11.9 g was converted entirely to (S)-2 (11.79 g, 98% isolated yield) on a high gram scale. Also, this study is noted as the first example of the gram-scale production of (S)-2 using an optimization strategy and biocatalyst. Further, the applicability of the inscribed design-focused optimization model in biocatalytic reactions has been demonstrated and provides an effective process for the analgesic synthesis of (S)-2, which is a green, cost-effective method of producing chiral aryl heteroaryl methanol.en_US
dc.description.sponsorshipBayburt Universityen_US
dc.description.sponsorshipThe authors of this paper would like to express their gratitude to the Central Research Laboratory of Bayburt University for the HPLC analysis and Prof. Enes Dertli from Y & imath;ld & imath;z Technical University for providing the biocatalyst.en_US
dc.identifier.doi10.1007/s13369-024-08773-5
dc.identifier.endpage8235en_US
dc.identifier.issn2193-567X
dc.identifier.issn2191-4281
dc.identifier.issue6en_US
dc.identifier.scopus2-s2.0-85186401116en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage8225en_US
dc.identifier.urihttps://doi.org/10.1007/s13369-024-08773-5
dc.identifier.urihttp://hdl.handle.net/20.500.12403/2911
dc.identifier.volume49en_US
dc.identifier.wosWOS:001173202100001en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringer Heidelbergen_US
dc.relation.ispartofArabian Journal For Science and Engineeringen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectInscribed designen_US
dc.subjectOptimizationen_US
dc.subjectAsymmetric bioreductionen_US
dc.subjectBiocatalystsen_US
dc.subject(S)-phenyl (pyridin-2-yl)methanolen_US
dc.titleA Multi-response Nonlinear Programming Model with an Inscribed Design to Optimize Bioreduction Conditions of (S)-phenyl (pyridin-2-yl)methanol by Leuconostoc pseudomesenteroides N13en_US
dc.typeArticleen_US

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