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Org. Biomol. Chem., 2009, 7, 4082 - 4087, DOI: 10.1039/b908392h

FtmOx1, a non-heme Fe(II) and -ketoglutarate-dependent dioxygenase, catalyses the endoperoxide formation of verruculogen in Aspergillus fumigatus

Nicola Steffan, Alexander Grundmann, Shamil Afiyatullov, Hanli Ruan and Shu-Ming Li

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 -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 18O2-enriched atmosphere demonstrated that both oxygen atoms of the endoperoxide bond are derived from one molecule of O2. FtmOx1 is the first endoperoxide-forming non-heme Fe(II) and -ketoglutarate-dependent dioxygenase reported so far. A mechanism of FtmOx1-catalysed verruculogen formation is postulated and discussed.

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