Asymmetric reduction of aromatic heterocyclic ketones with bio-based catalyst Lactobacillus kefiri P2

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dc.authoridKalay, Erbay/0000-0002-4656-8254
dc.contributor.authorBaydas, Yasemin
dc.contributor.authorKalay, Erbay
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:48:21Z
dc.date.available2024-10-04T18:48:21Z
dc.date.issued2021
dc.departmentBayburt Üniversitesien_US
dc.description.abstractChiral heterocyclic secondary alcohols have received much attention due to their widespread use in pharmaceutical intermediates. In this study, Lactobacillus kefiri P2 biocatalysts isolated from traditional dairy products, were used to catalyze the asymmetric reduction of prochiral ketones to chiral secondary alcohols. Secondary chiral carbinols were obtained by asymmetric bioreduction of different prochiral substrates with results up to>99% enantiomeric excess (ee). (R)-1-(benzofuran-2-yl)ethanol 5a, which can be used in the synthesis of pharmaceuticals such as bufuralols potent nonselective beta-blockers antagonists, Amiodarone (cardiac anti-arrhythmic), and Benziodarone (coronary vasodilator), was produced in gram-scale, high yield and enantiomerically pure form using L. kefiri P2 biocatalysts. The gram-scale production was carried out, and 9.70 g of (R)-5a in enantiomerically pure form was obtained in 96% yield. Also, production of (R)-5a in terms of yield and gram scale through catalytic asymmetric reduction using the biocatalyst was the highest report so far. This is a cost-effective, clean and eco-friendly process for the preparation of chiral secondary alcohols compared to chemical processes. From an environmental and economic perspective, this biocatalytic method has great application potential, making it a green and sustainable way of synthesis.en_US
dc.identifier.doi10.1007/s11696-020-01364-2
dc.identifier.endpage1155en_US
dc.identifier.issn2585-7290
dc.identifier.issn1336-9075
dc.identifier.issue3en_US
dc.identifier.scopus2-s2.0-85091733530en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage1147en_US
dc.identifier.urihttps://doi.org/10.1007/s11696-020-01364-2
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3026
dc.identifier.volume75en_US
dc.identifier.wosWOS:000573791800001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringer International Publishing Agen_US
dc.relation.ispartofChemical Papersen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAsymmetric reductionen_US
dc.subjectLactobacillus kefirien_US
dc.subjectChiral alcoholen_US
dc.subjectBiocatalytic transformationen_US
dc.subject(R)-1-(benzofuran-2-yl)ethanolen_US
dc.titleAsymmetric reduction of aromatic heterocyclic ketones with bio-based catalyst Lactobacillus kefiri P2en_US
dc.typeArticleen_US

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