Phylogenetic analyses reveal monophyletic origin of the ergot alkaloid gene dmaW in fungi

Evolutionary Bioinformatics

Volumn 2009, Issue 5, 2009, Pages 15-30

  Liu, Miao ^a,c   Panaccione, Daniel G ^b   Schardl, Christopher L ^a  

^a UNIVERSITY OF KENTUCKY   (United States)

^b WEST VIRGINIA UNIVERSITY   (United States)

^c OTTAWA RESEARCH AND DEVELOPMENT CENTRE   (Canada)

Author keywords

dimethylallyltryptophan synthase gene; 4 ; Amino acid sequence; Clavicipitaceae; GBlocks; Gene phylogeny; Mycotoxins; Trichocomaceae

Indexed keywords

DMAW PROTEIN; ERGOT ALKALOID; FUNGAL PROTEIN; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; ASPERGILLUS FUMIGATUS; FUNGAL GENE; FUNGAL GENETICS; GENE CLUSTER; GENE DUPLICATION; GENE FUNCTION; GENETIC ANALYSIS; GENETIC CONSERVATION; MONOPHYLY; NONHUMAN; NUCLEOTIDE SEQUENCE; PHYLOGENY; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY; TAXONOMY;

ASPERGILLUS FUMIGATUS; CLAVICIPITACEAE; FUNGI; MITOSPORIC TRICHOCOMACEAE; TRICHOCOMACEAE;

EID: 68149159889     PISSN: None     EISSN: 11769343     Source Type: Journal    
DOI: None     Document Type: Article

References (49)

1. Keller U, Tudzynski P. 2002 Ergot Alkaloids. In: The Mycota: Industrial Applications (ed. Osiewacz HD). Springer, Berlin.
2. Schardl CL, Panaccione DG, Tudzynski P. Ergot alkaloids - biology and molecular biology. In: The Alkaloids Chemistry and Biology 2006;45-86 Academic Press.
3. Tudzynski P, Correia T, Keller U. Biotechnology and genetics of ergot alkaloids. Applied Microbiology and Biotechnology. 2001; 57:593-605.
4. Panaccione DG, Coyle CM. Abundant respirable ergot alkaloids from the common airborne fungus Aspergillus fumigatus. Applied and Environmental Microbiology. 2005;71:3106-11.
5. Kozlovsky AG. Producers of ergot alkaloids out of Claviceps genus. In Ergot: The Genus Claviceps (eds. Kren V, Cvak L), 1999;479-99. Harwood Academic Publishers, The Netherlands.
6. Scott PM, Merrian M-A, Polonsky J. Roquefortin and isofumigaclavine A, metabolites from Penicillium roqueforti. Experientia. 1976;32:140-2.
7. Panaccione DG. Origins and significance of ergot alkaloid diversity in fungi. FEMS Microbiology Letters. 2005;251:9-17.
8. Lorenz N, Wilson EV, Machado C, Schardl CL, Tudzynski P. Comparison of ergot alkaloid biosynthesis gene clusters in Claviceps species indicates loss of late pathway steps in evolution of C. fusiformis. Applied Environmental Microbiology. 2007;73:7185-91.
9. Arntz C, Tudzynski P. Identification of genes induced in alkaloid-producing cultures of Claviceps sp. Current Genetics. 1997;31:357-60.
10. Coyle CM, Panaccione DG. An ergot alkaloid biosynthesis gene and clustered hypothetical genes from Aspergillus fumigatus. Applied and Environmental Microbiology. 2005;71:3112-8.
11. Damrongkool P, Sedlock AB, Young CA, et al. Structural analysis of a peptide synthetase gene required for ergotpeptine production in the endophytic fungus Neotyphodium lolii. DNA Sequence. 2005; 16:379-85.
12. Haarmann T, Machado C, Lubbe Y, et al. The ergot alkaloid gene cluster in Claviceps purpurea: Extension of the cluster sequence and intra species evolution. Phytochemistry. 2005;66:1312-20.
13. Panaccione DG, Johnson RD, Wang J, et al. Elimination of ergovaline from a grass-Neotyphodium endophyte symbiosis by genetic modification of the endophyte. Proceedings of the National Academy of Sciences of the United States of America. 2001;98:12820-5.
14. Tudzynski P, Holter K, Correia T, et al. Evidence for an ergot alkaloid gene cluster in Claviceps purpurea. Molecular and General Genetics. 1999;261:133-141.
15. Wang J, Machado C, Panaccione DG, Tsai HF, Schardl CL. The determinant step in ergot alkaloid biosynthesis by an endophyte of perennial ryegrass. Fungal Genetics and Biology. 2004;41:189-98.
16. Vazquez MJ, Roa AM, Reyes F, et al. A novel ergot alkaloid as a 5-HT(1A) inhibitor produced by Dicyma sp. Journal of Medicinal Chemistry. 2003;46:5117-20.
17. Floss HG, Robbers JE, Heinstein PF. Regulatory control mechanisms in alkaloid biosynthesis. Recent Advances in Phytochemistry. 1974;8:141-78.
18. Krupinski VM, Robbers JE, Floss HG. Physiological study of ergot: induction of alkaloid synthesis by tryptophan at enzymatic level. Journal of Bacteriology. 1976;125:158-65.
19. Tsai HF, Wang H, Gebler JC, Poulter CD, Schardl CL. The Claviceps purpurea gene encoding dimethylallytryptophan synthase, the committed step for ergot alkaloid biosynthesis. Biochemical and Biophysical Research Communications. 1995;216:119-25.
20. Machado C. Studies of ergot alkaloid biosynthesis genes in clavicipitaceous fungi. University of Kentucky. 2004
21. Grundmann A, Li SM. Overproduction, purification and characterization of FtmPT1, a brevianamide F prenyltransferase from Aspergillus fumigatus. Microbiology. 2005;151:2199-07.
22. Unsold IA, Li SM. Reverse prenyltransferase in the biosynthesis of fumigaclavine C in Aspergillus fumigatus: gene expression, purification, and characterization of fumigaclavine C synthase FGAPT1. Chembiochem. 2006;158-64.
23. Bok JW, Hoffmeister D, Maggio-Hall LA, et al. Genomic mining for Aspergillus natural products. Chemistry and Biology. 2006;13:31-7.
24. Gardiner DM, Cozijnsen AJ, Wilson LM, Pedras MSC, Howlett BJ. The sirodesmin biosynthetic gene cluster of the plant pathogenic Leptosphaeria maculans. Molecular Microbiology. 2004;53:1307-18.
25. Katoh K, Kuma Ki, Toh H, Miyata T. MAFFT version 5: improvement in accuracy of multiple sequence alignment. Nucleic Acids Research. 2005;33:511-8.
26. Castresana J. Selection of conserved blocks from multiple alignments for their use in phylogenetic analysis. Molecular Biology and Evolution. 2000;17:540-2.
27. Swofford DL. PAUP*. Phylogenetic Analysis Using Parsimony (*and other methods). Version 4 (computer program). Sinauer Associates, Sunderland, Massachusetts. 1998.
28. Huelsenbeck JP, Ronquist F. MRBAYES: Bayesian inference of phylogeny. Bioinformatics. 2001;17:754-5.
29. Guindon S, Lethiec F, Duroux P, Gascuel O. PHYML online - a web for fast maximum likelihood-based phylogenetic inference. Nucleic Acids Research. 2005;33(web server issue):W557-9.
30. Young C, McMillan L, Telfer E, Scott B. Molecular cloning and genetic analysis of an indole-diterpene gene cluster from Penicillium paxilli. Molecular Microbiology. 2001;39:754-64.
31. Machida M, Asai K, Sano M, et al. Genome sequencing and analysis of Aspergillus oryzae. Nature. 2005;438:1157-61.
32. Steiner U, Ahimsa-Müller MA, Markert A, et al. Molecular characterization of a seed transmitted clavicipitaceous fungus occurring on dicotyledoneous plants (Convolvulaceae). Planta. 2006;224:533-44.
33. Carbone I, Ramirez-Prado J, Jakobek J, Horn B. Gene duplication, modularity and adaptation in the evolution of the aflatoxin gene cluster. BMC Evolutionary Biology. 2007;7:111.
34. Walton J. Horizontal gene transfer and the evolution of secondary metabolite gene clusters in fungi: an hypothesis. Fungal Genetics and Biology. 2000;30:167-71.
35. Fleetwood D, Scott B, Lane G, Tanaka A, Johnson R. A complex ergovaline gene cluster in Epichloë endophytes of grasses. Applied and Environmental Microbiology. 2007;73:2571-9.
36. Young C, Tapper B, May K, Moon C, Schardl C, Scott B. Indole-diterpene biosynthetic capability of Epichloë endophytes as predicted by ltm gene analysis. Applied and Environmental Microbiology. 2009;75:2200-11.
37. Sung GH, Sung JM, Hywel-Jones NL, Spatafora JW. A multi-gene phylogeny of Clavicipitaceae (Ascomycota, Fungi): Identification of localized incongruence using a combinational bootstrap approach. Molecular Phylogenetics and Evolution. 2007;44:1204-23.
38. Lewis EA, Sullivan RF, White JF, Jr. Distinguishing features of the Balansieae. In: Clavicipitalean Fungi: evolutionary biology, chemistry, biocontrol, and cultural impacts (eds. James F. White J, Bacon CW, Hywel-Jones NL, Spatafora JW), 2003;151-67. Marcel Dekker, Inc, New York, Basel.
39. Doyle JJ. Gene trees and species trees: molecular systematics as one-character taxonomy. Systematic Botany. 1992;17:144-63.
40. Unsold IA, Li SM. Overproduction, purification and characterization of FgaPT2, a dimethylallyltryptophan synthase from Aspergillus fumigatus. Microbiology. 2005;151:1499-505.
41. Nierman WC, Pain A, Anderson MJ, et al. Genomic sequence pathogenic and allergenic filamentous fungus Aspergillus fumigatus. Nature. 2005;438:1151-6.
42. Balibar CJ, Howard-Jone AR, Walsh CT. Terrequinone A biosynthesis through L-tryptophan oxidation, dimerization and bisprenylation. Nature Chemical Biology. 2007;3:584-92.
43. Galagan JE, Calvo SE, Cuomo C, et al. Sequencing of Aspergillus nidulans and comparative analysis with A. fumigatus and A. oryzae. Nature. 2005;438:1105-5.
44. Markert A, Steffan N, Ploss K, et al. Biosynthesis and accumulation of ergoline alkaloids in a mutualistic association between Ipomoea asarifolia (Convolvulaceae) and a clavicipitalean fungus. Plant Physiology. 2008;147:296-05.
45. Sims JW, Fillmore JP, Warner DD, Schmidt EW. Equisetin biosynthesis in Fusarium heterosporum. Chemical Communications. 2005;186-7.
46. Dean RA, Talbot NJ, Ebbole DJ, et al. The genome sequence of the rice blast fungus Magnaporthe grisea. Nature. 2005;434:980-6.
47. Ding Y, Williams RM, Sherman DH. Molecular analysis of a 4-dimethylallyltryptophan synthase from Malbranchea aurantiaca. Journal of Biological Chemistry. 2008;283:16068-76.
48. Galagan JE, Calvo SE, Borkovich KA, et al. The genome sequence of the filamentous fungus Neurospora crassa. Nature. 2003;422:859-68.
49. Steiner U, Hellwig S, Leistner E. Specificity in the interaction between an epibiotic clavicipitalean fungus and its convolvulaceous host in a fungus/plant symbiotum. Plant Signaling and Behavior. 2008; 3:704-6.