{"title":"Biocatalytic enantioselective synthesis of cenobamate, an antiepileptic drug","authors":"Vennapusa Haritha, Pulivarthi Deepthi, Rachel Gundamalla, Kommu Nagesh, Suggala V. Satyanarayana, Adari Bhaskar Rao, Sridhar Balasubramanian, Basireddy Venkata Subba Reddy","doi":"10.1002/chir.23660","DOIUrl":null,"url":null,"abstract":"<p>A green and efficient process for the synthesis of cenobamate has been accomplished in 70% yield and >99% ee through the bio-reduction of <i>β</i>-ketotetrazole using <i>Daucus carota</i> whole plant cells. The corresponding <i>β</i>-hydroxytetrazole was isolated in 60% yield and >98% ee. This is the first report on the biocatalytic reduction of <i>β</i>-ketotetrazole using plant enzymes derived from <i>D. carota</i> root cells with excellent enantioselectivity.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 4","pages":""},"PeriodicalIF":2.8000,"publicationDate":"2024-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chirality","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/chir.23660","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ANALYTICAL","Score":null,"Total":0}
引用次数: 0
Abstract
A green and efficient process for the synthesis of cenobamate has been accomplished in 70% yield and >99% ee through the bio-reduction of β-ketotetrazole using Daucus carota whole plant cells. The corresponding β-hydroxytetrazole was isolated in 60% yield and >98% ee. This is the first report on the biocatalytic reduction of β-ketotetrazole using plant enzymes derived from D. carota root cells with excellent enantioselectivity.
期刊介绍:
The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties.
Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.