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Multienzymatic cascade synthesis of an enantiopure (2R,5R)-1,3-oxathiolane anti-HIV agent precursor
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
2019 (English)In: Molecular Catalysis, ISSN 2468-8231, 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]
1, 3-Oxathiolane, Candida antarctica lipase B, Enzyme, HIV, Subtilisin Carlsberg
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-246434DOI: 10.1016/j.mcat.2019.02.013ISI: 000463293300007Scopus ID: 2-s2.0-85061747406OAI: oai:DiVA.org:kth-246434DiVA, id: diva2:1300596
Note

QC 20190329

Available from: 2019-03-29 Created: 2019-03-29 Last updated: 2019-04-29Bibliographically approved

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Ren, YansongHu, LeiRamström, Olof

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