Production of enantiopure chiral aryl heteroaryl carbinols using whole-cell Lactobacillus paracasei biotransformation

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dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:52:43Z
dc.date.available2024-10-04T18:52:43Z
dc.date.issued2020
dc.departmentBayburt Üniversitesien_US
dc.description.abstractAryl and heteroaryl chiral carbinols are useful precursors in the synthesis of drugs. Lactobacillus paracasei BD87E6, which is obtained from a cereal based fermented beverage, was investigated as whole cell biocatalyst for the bioreduction of different ketones (including aromatic, hetero-aromatic and fused bicyclic ketone) into chiral carbinols, which can be used as a pharmaceutical intermediate. The study shows that bioreduction of aryl, heteroaryl and fused bicyclic ketone (1-5) to their corresponding chiral carbinols (1a-5a) in excellent enantioselectivity (>99%) with high yields. This study gave the first example for an enantiopure production of (S)-6-chlorochroman-4-ol (3a), which has many antioxidant activity, by a biological method. For asymmetric bioreduction of other prochiral ketones, these results open way to use of L. paracasei BD87E6 as biocatalysts. Also, the present process shows a hopeful and alternative green synthesis for the production of enantiopure carbinols in a mild, inexpensive and environmentally friendly process.en_US
dc.identifier.doi10.1080/00397911.2019.1707226
dc.identifier.endpage557en_US
dc.identifier.issn0039-7911
dc.identifier.issn1532-2432
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-85077365610en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage549en_US
dc.identifier.urihttps://doi.org/10.1080/00397911.2019.1707226
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3630
dc.identifier.volume50en_US
dc.identifier.wosWOS:000504562800001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherTaylor & Francis Incen_US
dc.relation.ispartofSynthetic Communicationsen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectBiotransformationen_US
dc.subjectchiral heteroaryl carbinolen_US
dc.subjectenantioselective bioreductionen_US
dc.subject(S)-6-chlorochroman-4-olen_US
dc.subjectwhole-cell biocatalysten_US
dc.titleProduction of enantiopure chiral aryl heteroaryl carbinols using whole-cell Lactobacillus paracasei biotransformationen_US
dc.typeArticleen_US

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