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Multienzymatic cascade synthesis of an enantiopure (2R,5R)-1,3-oxathiolane anti-HIV agent precursor
KTH Royal Instute of Technology, Sweden.
KTH Royal Instute of Technology, Sweden;Jiangsu Univ, Peoples Republi of China.
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences. KTH Royal Instute of Technology, Sweden;Univ Massachusetts, USA.
2019 (English)In: Molecular Catalysis, ISSN 2468-8274, Vol. 468, p. 52-56Article in journal (Refereed) Published
Abstract [en]

An enantiopure (2R,5R)-1,3-oxathiolane was obtained using a multienzymatic cascade protocol. By employing a combination of surfactant-treated subtilisin Carlsberg and Candida antarctica lipase B, the absolute configuration of the resulting 1,3-oxathiolane ring was efficiently controlled, resulting in an excellent enantiomeric excess (> 99%). This enantiopure 1,3-oxathiolane derivative is a key precursor to anti-HIV agents, such as lamivudine, through subsequent N-glycosylation.

Place, publisher, year, edition, pages
Elsevier, 2019. Vol. 468, p. 52-56
Keywords [en]
Enzyme, Subtilisin Carlsberg, Candida antarctica lipase B, HIV, 1, 3-Oxathiolane
National Category
Biochemistry and Molecular Biology
Research subject
Chemistry, Biochemistry
Identifiers
URN: urn:nbn:se:lnu:diva-82034DOI: 10.1016/j.mcat.2019.02.013ISI: 000463293300007Scopus ID: 2-s2.0-85061747406OAI: oai:DiVA.org:lnu-82034DiVA, id: diva2:1306439
Available from: 2019-04-23 Created: 2019-04-23 Last updated: 2019-08-29Bibliographically approved

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Ramström, Olof

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