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Molecules 2016, 21(12), 1710; doi:10.3390/molecules21121710

Functional Analysis of the Fusarielin Biosynthetic Gene Cluster

1
Department of Chemistry and Bioscience, Aalborg University, Fredrik Bajers Vej 7H, DK-9220 Aalborg Ø, Denmark
2
Department of Chemistry and Bioscience, Aalborg University, Niels Bohrs Vej 8, 6700 Esbjerg, Denmark
*
Author to whom correspondence should be addressed.
Academic Editor: Kira J. Weissman
Received: 3 November 2016 / Revised: 5 December 2016 / Accepted: 5 December 2016 / Published: 13 December 2016
(This article belongs to the Special Issue Polyketides)
View Full-Text   |   Download PDF [2117 KB, uploaded 13 December 2016]   |  

Abstract

Fusarielins are polyketides with a decalin core produced by various species of Aspergillus and Fusarium. Although the responsible gene cluster has been identified, the biosynthetic pathway remains to be elucidated. In the present study, members of the gene cluster were deleted individually in a Fusarium graminearum strain overexpressing the local transcription factor. The results suggest that a trans-acting enoyl reductase (FSL5) assists the polyketide synthase FSL1 in biosynthesis of a polyketide product, which is released by hydrolysis by a trans-acting thioesterase (FSL2). Deletion of the epimerase (FSL3) resulted in accumulation of an unstable compound, which could be the released product. A novel compound, named prefusarielin, accumulated in the deletion mutant of the cytochrome P450 monooxygenase FSL4. Unlike the known fusarielins from Fusarium, this compound does not contain oxygenized decalin rings, suggesting that FSL4 is responsible for the oxygenation. View Full-Text
Keywords: Fusarium graminearum; trans-enoyl reductase; decalin; polyketide synthases; PKS; secondary metabolites; overexpression; transcription factor; biosynthetic pathway Fusarium graminearum; trans-enoyl reductase; decalin; polyketide synthases; PKS; secondary metabolites; overexpression; transcription factor; biosynthetic pathway
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Droce, A.; Saei, W.; Jørgensen, S.H.; Wimmer, R.; Giese, H.; Wollenberg, R.D.; Sondergaard, T.E.; Sørensen, J.L. Functional Analysis of the Fusarielin Biosynthetic Gene Cluster. Molecules 2016, 21, 1710.

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