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

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dc.authorid0000-0002-3723-1705en_US
dc.contributor.authorŞahin, Engin
dc.date.accessioned2020-11-25T19:47:59Z
dc.date.available2020-11-25T19:47:59Z
dc.date.issued2020en_US
dc.departmentFakülteler, Sağlık Bilimleri Fakültesi, Beslenme ve Diyetetik Bölümüen_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.citationŞahin, E. (2020). Production of enantiopure chiral aryl heteroaryl carbinols using whole‐cell Lactobacillus paracasei biotransformation. Synthetic Communications, 50(4), 549-557.en_US
dc.identifier.endpage557en_US
dc.identifier.issue4en_US
dc.identifier.startpage549en_US
dc.identifier.urihttps://hdl.handle.net/20.500.12403/2226
dc.identifier.volume50en_US
dc.language.isoenen_US
dc.publisherSynthetic Communicationsen_US
dc.relation.echttps://www.tandfonline.com/doi/full/10.1080/00397911.2019.1707226?casa_token=--YKiqLv3pYAAAAA%3ARPqqJ6gDgwcMEUY2bbSjEYA2qEECyxPtgapuCSG_FAfKk25pWEPFpNdjBoTrpi0m44AoXT-r9IxhT1Q
dc.relation.ispartofSynthetic Communicationsen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.subjectchiral heteroaryl carbinolen_US
dc.subjectenantioselective bioreduction,en_US
dc.subjectwhole-cell biocatalysten_US
dc.subjectenantioselective bioreduction, (S)-6-chlorochroman-4-ol, whole-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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