Synthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD87E6 as a Biocatalyst

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dc.authorid0000-0002-3723-1705en_US
dc.contributor.authorÖksüz, Selda
dc.contributor.authorŞahin, Engin
dc.contributor.authorDertli, Enes
dc.date.accessioned2020-11-25T19:14:37Z
dc.date.available2020-11-25T19:14:37Z
dc.date.issued2018en_US
dc.departmentFakülteler, Sağlık Bilimleri Fakültesi, Beslenme ve Diyetetik Bölümüen_US
dc.description.abstractGlobal sales of single enantiomeric drug products are growing at an alarming rate every year. A total of 7 bacterial strains were screened for their ability to reduce acetophenones to its corresponding alcohol. Among these strains Lactobacillus paracasei BD87E6 was found to be the most successful biocatalyst to reduce the ketones to the corresponding alcohols. The reaction conditions were systematically optimized for the reducing agent Lactobacillus paracasei BD87E6, which showed high enantioselectivity and conversion for the bioreduction. The preparative scale asymmetric reduction of 3‐methoxyacetophenone (1h) by Lactobacillus paracasei BD87E6 gave (R)‐1‐(3‐methoxyphenyl)ethanol (2h) with 92% yield and 99% enantiomeric excess. Compound 2h could be used for the synthesis of (S)‐rivastigmine which has a great potential for the treatment of Alzheimer's disease. This study demonstrates that Lactobacillus paracasei BD87E6 can be used as a biocatalyst to obtain chiral carbinol with excellent yield and selectivity. The whole cell catalyzed the reductions of ketone substrates on the preparative scale, demonstrating that Lactobacillus paracasei BD87E6 would be a valuable biocatalyst for the preparation of chiral aromatic alcohols of pharmaceutical interest.en_US
dc.identifier.citationÖksüz, S., Şahin, E., & Dertli, E. (2018). Synthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD 87E6 as a Biocatalyst. Chemistry & biodiversity, 15(6), e1800028.en_US
dc.identifier.doi10.1002/cbdv.201800028
dc.identifier.endpagee1800028en_US
dc.identifier.issue6en_US
dc.identifier.pmid29667758en_US
dc.identifier.scopus2-s2.0-85047469661en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpagee1800028en_US
dc.identifier.urihttps://onlinelibrary.wiley.com/doi/full/10.1002/cbdv.201800028?casa_token=wWwlF7IUdl4AAAAA%3AncGCTvmYO5ZBz31Xe_OYjjneCnlzC7lXxjMDgFxpRsohSyc4gcUE_T65MfOpbqgDt_hSfYRVX66Od__A
dc.identifier.urihttps://hdl.handle.net/20.500.12403/2219
dc.identifier.volume15en_US
dc.identifier.wosWOS:000435268800005en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherChemistry Biodiversityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.subjectChiralityen_US
dc.subjectBiotransformationen_US
dc.subjectchiralityen_US
dc.titleSynthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD87E6 as a Biocatalysten_US
dc.typeArticleen_US

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