The complete biosynthetic pathways of the potent antifungals AS2077715 (1) and funiculosin (2) are reconstituted and characterized. A five-enzyme cascade, including a multifunctional flavin-dependent monooxygenease and a repurposed O-methyltransferase, is involved to perform the dearomatization, stereoselective ring contraction, and redox transformations to morph a hydroxyphenyl-containing precursor into the unusual all-cis cyclopentanetetraol moiety.
Biosynthesis of AS2077715 and Funiculosin: Pathway Reconstitution and Identification of Enzymes that Form the All-cis Cyclopentanetetraol Moiety.
Ya-long Zhang,Eun Bin Go,Bruno Perlatti,Lingmei Wu,G. Bills,M. Ohashi,Yi Tang
Published 2023 in Journal of the American Chemical Society
ABSTRACT
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- Publication year
2023
- Venue
Journal of the American Chemical Society
- Publication date
2023-03-15
- Fields of study
Biology, Medicine, Chemistry
- Identifiers
- External record
- Source metadata
Semantic Scholar, PubMed
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