Organic & Biomolecular Chemistry 2009-10-07

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

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

Index: Org. Biomol. Chem. 7(19) , 4082-7, (2009)

Full Text: HTML

Abstract

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 conversion of fumitremorgin B to verruculogen by inserting an endoperoxide bond between two prenyl moieties. Incubation with (18)O(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.


Related Compounds

Related Articles:

Verruculogen production in airborne and clinical isolates of Aspergillus fumigatus Fres.

2005-12-01

[Acta. Pharm. 55(4) , 357-64, (2005)]

Actions of tremorgenic fungal toxins on neurotransmitter release.

1980-01-01

[J. Neurochem. 34(1) , 33-42, (1980)]

A comparative study of sheep and pigs given the tremorgenic mycotoxins verruculogen and penitrem A.

1982-09-01

[Res. Vet. Sci. 33(2) , 183-7, (1982)]

Actions of a tremorgenic mycotoxin on amino acid transmitter release in vivo.

1982-09-01

[Biochem. Pharmacol. 31(17) , 2807-10, (1982)]

Plasmodium falciparum: growth response to potassium channel blocking compounds.

2008-11-01

[Exp. Parasitol. 120(3) , 280-5, (2008)]

More Articles...