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The Secondary Metabolite Toxin, Sirodesmin PL, and Its Role in Virulence of the Blackleg Fungus

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The Role of Plant Pathology in Food Safety and Food Security

Part of the book series: Plant Pathology in the 21st Century ((ICPP,volume 3))

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Abstract

Sirodesmin PL is a secondary metabolite toxin produced by Leptosphaeria maculans, a fungus that causes blackleg disease of oilseed rape (Brassica napus). Biosynthesis of this epipolythiodioxopiperazine (ETP) toxin involves a cluster of 18 co-regulated genes. Putative ETP gene clusters have been found in 14 taxa discontinuously distributed amongst ascomycetes. Movement of entire clusters by horizontal gene transfer is the most parsimonious hypothesis to explain this discontinuous distribution. A mutant of L. maculans that does not produce sirodesmin PL forms similar sized lesions on cotyledons of B. napus to those formed by the wild type. However, it is half as effective in colonising stems, as indicated by reduced lesion size and reduced fungal biomass. This implicates sirodesmin PL as a virulence factor in B. napus stems. Expression patterns of two of the cluster genes is consistent with the distribution of sirodesmin PL in planta, as revealed by mass spectrometry experiments. The sirodesmin-deficient mutant has less antibacterial and antifungal activity than the wild type, suggesting that sirodesmin PL may play a role in protecting L.maculans against competition from other micro-organisms.

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References

  • Bok JW, Chung D, Balajee SA, Marr KA, Andes D, Nielsen KF, Frisvad JC, Kirby KA, Keller NP (2006) GliZ, a transcriptional regulator of gliotoxin biosynthesis, contributes to Aspergillus fumigatus virulence. Infect Immun 74:6761–6768

    Article  PubMed  CAS  Google Scholar 

  • Bu’Lock JD, Clough LE (1992) Sirodesmin biosynthesis. Austr J Chem 45:39–45

    Article  Google Scholar 

  • Cramer RA, Gamcsik MP, Brooking RM, Najvar LK, Krikpatrick WR, Patterson TF, Balibar CJ, Graybill JR, Perfect JR, Abraham SN, Steinbach WJ (2006) Disruption of a nonribosomal peptide synthetase in Aspergillus fumigatus eliminates gliotoxin production. Eukaryot Cell 5:979–980

    Google Scholar 

  • Elliott CE, Howlett BJ (2006) Overexpression of a 3-ketoacyl-CoA thiolase in Leptosphaeria maculans causes reduced pathogenicity on Brassica napus. Mol Plant Microbe Interact 19:588–596

    Article  PubMed  CAS  Google Scholar 

  • Elliott CE, Gardiner DM, Thomas G, Cozijnsen AJ, Van De Wouw A, Howlett BJ (2007) Production of the toxin sirodesmin PL by Leptosphaeria maculans during infection of Brassica napus. Mol Plant Pathol 8:791–802

    Article  PubMed  CAS  Google Scholar 

  • Ferezou JP, Quesneau-Thierry A, Barbier M, Kollmann A, Bousquet JF (1980a) Structure and synthesis of phomamide, a new piperazine-2,5-dione related to the sirodesmins, isolated from the culture medium of Phoma lingam Tode. J Chem Soc, Perkin Trans 1: Org Bio-Org Chem (1972–1999), 113–115

    Google Scholar 

  • Ferezou J-P, Quesneau-Thierry A, Servy C, Zissmann E, Barbier M (1980a) Sirodesmin PL biosynthesis in Phoma lingam Tode. J Chem Soc. Perkin Trans 1:1739–1746

    Article  Google Scholar 

  • Fitt BDL, Brun H, Barbetti MJ, Rimmer SR (2006) World-wide importance of crown canker (Leptosphaeria maculans and L. biglobosa) on oilseed rape (Brassica napus). Eur J Plant Pathol 114:3–15

    Article  Google Scholar 

  • Fox EM, Howlett BJ (2008a) Biosynthetic gene clusters for epipolythiodioxopiperazines in filamentous fungi. Mycol Res 112:162–169

    Article  PubMed  CAS  Google Scholar 

  • Fox EM, Howlett BJ (2008b) Secondary metabolism: regulation and role in fungal biology. Curr Opin Microbiol 11:481–487

    Google Scholar 

  • Fox EM, Gardiner DM, Keller NP, Howlett BJ (2008) A Zn(II)2Cys6 DNA binding protein regulates the sirodesmin PL biosynthetic gene cluster in Leptosphaeria maculans. Fungal Genet Biol 45:671–682

    Google Scholar 

  • Gardiner DM, Cozijnsen AJ, Wilson L, Pedras MSC, Howlett BJ (2004) The sirodesmin biosynthetic gene cluster of the plant pathogenic fungus Leptosphaeria maculans. Mol Microbiol 53:1307–1318

    Article  PubMed  CAS  Google Scholar 

  • Gardiner DM, Howlett BJ (2005) Bioinformatic and expression analysis of the putative gliotoxin gene cluster of Aspergillus fumigatus. FEMS Microbiol Lett 248:241–248

    Article  PubMed  CAS  Google Scholar 

  • Gardiner DM, Waring P, Howlett BJ (2005) The epipolythiodioxopiperazine (ETP) class of fungal toxins: distribution, mode of action, functions and biosynthesis. Microbiology 151:1021–1032

    Article  PubMed  CAS  Google Scholar 

  • Krappmann S, Bignell EM, Reichard U, Rogers T, Haynes K, Braus GH (2004) The Aspergillus fumigatus transcriptional activator CpcA contributes significantly to the virulence of this fungal pathogen. Mol Microbiol 52:785–799

    Article  PubMed  CAS  Google Scholar 

  • Kupfahl C, Heinekamp T, Geginat G, Ruppert T, Hartl A, Herbert H, Brakhage AA (2006) Deletion of the gliP gene of Aspergillus fumigatus results in loss of gliotoxin production but has no effect on virulence of the fungus in a low-dose mouse infection model. Mol Microbiol 62:292–302

    Article  PubMed  CAS  Google Scholar 

  • Mylonakis E, Casadevall A, Ausubel FM (2007) Exploiting amoeboid and non-vertebrate animal model systems to study the virulence of human pathogenic fungi. PLoS Pathog 3:e101

    Article  PubMed  Google Scholar 

  • Patron NJ, Waller RF, Cozijnsen AJ, Straney DC, Gardiner DM, Nierman WC, Howlett BJ (2007) Origin and distribution of epipolythiodioxopiperazine (ETP) gene clusters in filamentous ascomycetes. BMC Evol Biol 7:174

    Article  PubMed  Google Scholar 

  • Rouxel T, Chupeau Y, Fritz R, Kollmann A, Bousquet J-F (1988) Biological effects of sirodesmin PL, a phytotoxin produced by Leptosphaeria maculans. Plant Sci 57:45–53

    Article  CAS  Google Scholar 

  • Todd RB, Andrianopoulos A (1997) Evolution of a fungal regulatory gene family: the Zn(II)2Cys6 binuclear cluster DNA binding motif. Fungal Genet Biol 213:388–405

    Article  Google Scholar 

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Acknowledgements

We thank the Australian Research Council and the Grains Research and Development Corporation for funding our research.

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Correspondence to Barbara J. Howlett .

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Howlett, B.J., Fox, E.M., Cozijnsen, A.J., Van de Wouw, A.P., Elliott, C.E. (2009). The Secondary Metabolite Toxin, Sirodesmin PL, and Its Role in Virulence of the Blackleg Fungus. In: Strange, R., Gullino, M. (eds) The Role of Plant Pathology in Food Safety and Food Security. Plant Pathology in the 21st Century, vol 3. Springer, Dordrecht. https://doi.org/10.1007/978-1-4020-8932-9_8

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