Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 7, Issue 19, Pages 4082-4087Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b908392h
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- Deutsche Forschungsgesellschaft
- Deutscher Akadenmischer Austauschdienst
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Verruculogen is a tremorgenic mycotoxin and contains an endoperoxide bond. In this study, we describe the cloning, overexpression and purification of a non-heme Fe(II) and alpha-ketoglutarate-dependent dioxygenase FtmOx1 from Aspergillus fumigatus, which catalyses the converstion of fumitremorgin B to verruculogen by inserting an endoperoxide bond between two prenyl moieties. Incubation with O-18(2)-enriched atmosphere demonstrated that both oxygen atoms of the endoperoxide bond are derived from one molecule of O-2. FtmOx1 is the first endoperoxide-forming non-heme Fe(II) and alpha-ketoglutarate-dependent dioxygenase reported so far. A mechanism of FtmOx1-catalysed verruculogen formation is postulated and discussed.
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