Comparison of ergot alkaloid biosynthesis gene clusters in Claviceps species indicates loss of late pathway steps in evolution of C. fusiformis

Applied and Environmental Microbiology

Volumn 73, Issue 22, 2007, Pages 7185-7191

  Lorenz, Nicole ^a   Wilson, Ella V ^b   Machado, Caroline ^b   Schardl, Christopher L ^b   Tudzynski, Paul ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b UNIVERSITY OF KENTUCKY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FRAMESHIFT MUTATIONS; GENE PRODUCTS; GRASS PARASITES; LYSERGIC ACID;

ACIDS; BIOSYNTHESIS; ENZYME ACTIVITY; MICROBIOLOGY; MUTAGENESIS; PEPTIDES;

GENE ENCODING;

AGROCLAVINE; ELYMOCLAVINE; ERGOPEPTINE; ERGOT ALKALOID; LYSERGIC ACID; UNCLASSIFIED DRUG;

ALKALOID; COMPARATIVE STUDY; FUNGUS; GENE EXPRESSION; MUTATION; PEPTIDE;

ARTICLE; BACTERIAL GENE; CATALYSIS; CLAVICEPS; CLAVICEPS FUSIFORMIS; CLAVICEPS PURPUREA; CLOA GENE; DMAW GENE; EAS GENE CLUSTER; ENZYME ACTIVITY; EVOLUTION; FRAMESHIFT MUTATION; GENE CLUSTER; GENE EXPRESSION; GENE IDENTIFICATION; GENE REARRANGEMENT; GENETIC COMPLEMENTATION; LPSA1 GENE; LPSA2 GENE; LPSB GENE; LPSC GENE; NONHUMAN; OXIDATION; PARALOGY; PSEUDOGENE;

BIOSYNTHETIC PATHWAYS; CHROMATOGRAPHY, LIQUID; CHROMATOGRAPHY, THIN LAYER; CLAVICEPS; ERGOLINES; ERGOT ALKALOIDS; EVOLUTION, MOLECULAR; GENE ORDER; GENES, FUNGAL; MASS SPECTROMETRY; MODELS, BIOLOGICAL; MOLECULAR STRUCTURE; MULTIGENE FAMILY; MUTATION; SPECIES SPECIFICITY;

CLAVICEPS; CLAVICEPS FUSIFORMIS; CLAVICEPS PURPUREA;

EID: 36649023737     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/AEM.01040-07     Document Type: Article

References (24)

1. Berde, B., and E. Stürmer. 1978. Introduction to the pharmacology of ergot alkaloids and related compounds, p. 1-28. In W. H. Aellig, B. Berde, and H. O. Schild (ed.), Ergot alkaloids and related compounds. Springer, Berlin, Germany.
2. Bové, F. J. 1970. The story of ergot. S. Karger, Basel, Switzerland.
3. Correia, T., N. Grammel, I. Ortel, U. Keller, and P. Tudzynski. 2003. Molecular cloning and analysis of the ergopeptine assembly system in the ergot fungus Claviceps purpurea. Chem. Biol. 10:1281-1292.
4. Coyle, C. M., and D. G. Panaccione. 2005. An ergot alkaloid biosynthesis gene and clustered hypothetical genes from Aspergillus fumigatus. Appl. Environ. Microbiol. 71:3112-3118.
5. Fleetwood, D. J., B. Scott, G. A. Lane, A. Tanaka, and R. D. Johnson. 2007. A complex ergovaline gene cluster in epichloe endophytes of grasses. Appl. Environ. Microbiol. 73:2571-2579.
6. Gröger, D., and H. G. Floss. 1998. Biochemistry of ergot alkaloids - achievements and challenges, p. 171-218. In G. A. Cordell (ed.), The alkaloids, vol. 50. Academic Press, New York, NY.
7. Haarmann, T., C. Machado, Y. Lubbe, T. Correia, C. L. Schardl, D. G. Panaccione, and P. Tudzynski. 2005. The ergot alkaloid gene cluster in Claviceps purpurea: extension of the cluster sequence and intra species evolution. Phytochemistry 66:1312-1320.
8. Haarmann, T., I. Ortel, P. Tudzynski, and U. Keller. 2006. Identification of the cytochrome P450 monooxygenase that bridges the clavine and ergoline alkaloid pathways. Chembiochem 7:645-652.
9. Jenett-Siems, K., M. Kaloga, and E. Eich. 1994. Ergobalansine/ergobalansinine, a proline-free peptide-type alkaloid of the fungal genus Balansia, is a constituent of Ipomoea piurensis. J. Nat. Prod. 57:1304-1306.
10. Keller, U., M. Han, and M. Stoffler-Meilicke. 1988. D-Lysergic acid activation and cell-free synthesis of D-lysergyl peptides in enzyme fractions from the ergot fungus Claviceps purpurea. Biochemistry 27:6164-6170.
11. Li, S. M., and I. A. Unsold. 2006. Post-genome research on the biosynthesis of ergot alkaloids. Planta Med. 10:1117-1120.
12. Mantegani, S., E. Brambilla, and M. Varasi. 1999. Ergoline derivatives: receptor affinity and selectivity. Farmaco 54:288-296.
13. Mey, G., K. Held, J. Scheffer, K. B. Tenberge, and P. Tudzynski. 2002. CPMK2, an SLT2-homologous mitogen-activated protein (MAP) kinase, is essential for pathogenesis of Claviceps purpurea on rye: evidence for a second conserved pathogenesis-related MAP kinase cascade in phytopathogenic fungi. Mol. Microbiol. 46:305-318.
14. Panaccione, D. G., R. D. Johnson, J. H. Wang, C. A. Young, P. Damrongkool, B. Scott, and C. L. Schardl. 2001. Elimination of ergovaline from a grass-Neotyphodium endophyte symbiosis by genetic modification of the endo-phyte. Proc. Natl. Acad. Sci. USA 98:12820-12825.
15. Powell, R. G., R. D. Plattner, S. G. Yates, K. Clay, and A. Leuchtmann. 1990. Ergobalansine, a new ergot-type peptide alkaloid isolated from Cenchrus echinatus (sandbur grass) infected with Balansia obtecta, and produced in liquid cultures of B. obrecta and Balansia cyperi. J. Nat. Prod. (Lloydia) 53:1272-1279.
16. Sambrook, J., E. F. Fritsch, and T. Maniatis. 1989. Molecular cloning: a laboratory manual, 2nd ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
17. Schardl, C. L., D. Panaccione, and P. Tudzynski. 2006. Ergot alkaloids - biology and molecular biology, p. 47-88. In G. A. Cordeil (ed.), The alkaloids, vol. 63. Elsevier, Boston, MA.
18. Spiering, M. J., H. H. Wilkinson, J. D. Blankenship, and C. L. Schardl. 2002. Expressed sequence tags and genes associated with loline alkaloid expression by the fungal endophyte Neotyphodium uncinatum. Fungal Genet. Biol. 36:242-254.
19. Steiner, U., M. A. Ahimsa-Muller, A. Markert, S. Kucht, J. Gross, N. Kauf, M. Kuzma, M. Zych, M. Lamshoft, M. Furmanowa, V. Knoop, C. Drewke, and E. Leistner. 2006. Molecular characterization of a seed transmitted clavicipitaceous fungus occurring on dicotyledoneous plants (Convolvulaceae). Planta 224:533-544.
20. Tenberge, K. B., V. Homann, B. Oeser, and P. Tudzynski. 1996. Structure and expression of two polygalacturonase genes of Claviceps purpurea orientated in tandem and cytological evidence for pectinolytic enzyme activity during infection of rye. Phytopathology 86:1084-1097.
21. Tsai, H. F., H, Wang, J. C. Gebler, C. D. Poulter, and C. L. Schardl. 1995. The Claviceps purpurea gene encoding dimethylallyltryptophan synthase, the committed step for ergot alkaloid biosynthesis. Biochem. Biophys. Res. Commun. 216:119-125.
22. Tudzynski, P., T. Correia, and U. Keller. 2001. Biotechnology and genetics of ergot alkaloids. Appl. Microbiol. Biotechnol. 57:593-605. Review.
23. Tudzynski, P., K. Hölter, T. Correia, C. Arntz, N. Grammel, and U. Keller. 1999. Evidence for an ergot alkaloid gene cluster in Claviceps purpurea. Mol. Gen. Genet. 261:133-141.
24. Wang, J., C. Machado, D. G. Panaccione, H. F. Tsai, and C. L. Schardl. 2004. The determinant step in ergot alkaloid biosynthesis by an endophyte of perennial ryegrass. Fungal Genet. Biol. 41:189-198.