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Ergot Alkaloids

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Book cover Industrial Applications

Part of the book series: The Mycota ((MYCOTA,volume 10))

Abstract

Ergot alkaloids are mycotoxins of agricultural and medical importance produced by at least two different lineages of fungi. Fungi from different lineages share early steps of the biosynthetic pathway, and gene knockout studies and genomic analyses indicate a common set of clustered genes encodes these early pathway steps. Different taxa follow different terminal branches of the pathway to produce profiles of ergot alkaloids that vary by lineage. In addition to the pathway end-product, the profile of ergot alkaloids observed in a given fungus often includes pathway intermediates that accumulate to high levels and sometimes products of pathway spurs. The perceived inefficiency in converting pathway intermediates to end-product may be a means for fungi to accumulate alkaloids that provide different benefits. Recent functional analyses with ergot alkaloid-producing endophytic fungi of grasses support this hypothesis.

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Notes

  1. 1.

    2Noradrenaline and adrenaline are synonymous with norepinephrine and epinephrine, respectively.

References

  • Adams TH, Wieser JK, Yu JH (1998) Asexual sporulation in Aspergillus nidulans. Microbiol Mol Biol Rev 62:35–54

    CAS  Google Scholar 

  • Agurell S, Ramstad E (1965) A new ergot alkaloid from Mexican maize ergot. Acta Pharm Suec 2:231–238

    CAS  Google Scholar 

  • Bacon CW, White JF Jr (2000) Physiological adaptations in the evolution of endophytism in the Clavicipitaceae. In: Bacon CW White JF Jr (eds) Microbial endophytes, Dekker, New York, pp 237–261

    Google Scholar 

  • Bacon CW, Porter JK, Robbins JD (1981) Ergot alkaloid biosynthesis by isolates of Balansia epichloë and B. henningsiana. Can J Bot 59: 2534–2538

    Article  CAS  Google Scholar 

  • Bacon CW, Lyons PC, Porter JK, Robbins JD (1986) Ergot toxicity from endophyte-infected grasses: a review. Agron J 78:106–116

    Article  CAS  Google Scholar 

  • Barrow KD, Mantle PG, Quigley FR (1974) Biosynthesis of dihydroergot alkaloids. Tetrahedron Lett 16:1557–1560

    Article  Google Scholar 

  • Basica JF, Graves TS, Baz MN (1981) Allergic bronchopulmonary aspergillosis in corticosteroid dependent asthmatics. J Allergy Clin Immunol 68:98–102

    Article  Google Scholar 

  • Blaney BJ, Maryam R, Murray S-A, Ryley MJ (2003) Alkaloids of the sorghum ergot pathogen (Claviceps africana): assay methods for grain and feed and variation between sclerotia/sphacelia. Austr J Agric Res 54:167–175

    Article  CAS  Google Scholar 

  • Boichenko LV, Boichenko DM, Vinokurova NG, Reshetilova TA, Arinbasarov MU (2001) Screening for ergot alkaloid producers among microscopic fungi by means of the polymerase chain reaction. Microbiology 70:306–310

    Article  CAS  Google Scholar 

  • Brownlee DJA, Fairweather I (1999) Exploring the neurotransmitter labyrinth in nematodes. Immunol Invest NS 22:16–24

    CAS  Google Scholar 

  • Bush LP, Wilkinson HH, Schardl CL (1997) Bioprotective alkaloids of grass-fungal endophyte symbioses. Plant Physiol 114:1–7

    CAS  Google Scholar 

  • Clay K, Schardl C (2002) Evolutionary origins and ecological consequences of endophyte symbiosis with grasses. Am Nat 160:S199–S127

    Article  Google Scholar 

  • Cole RJ, Kirksey JW, Dorner JW, Wilson DM, Johnson JC Jr, Johnson AN, Bedell DM, Springer JP, Chexal KK, Clardy JC, Cox RH (1977) Mycotoxins produced by Aspergillus fumigatus species isolated from molded silage. J Agric Food Chem 25:826–830

    Article  CAS  Google Scholar 

  • Correia T, Grammel N, Ortel I, Keller U, Tudzynski P (2003) Molecular cloning and analysis of the ergopeptine assembly system in the ergot fungus Claviceps purpurea. Chem Biol 10:1281–1292

    Article  CAS  Google Scholar 

  • Coyle CM, Panaccione DG (2005) An ergot alkaloid biosynthesis gene and clustered hypothetical genes from Aspergillus fumigatus. Appl Environ Microbiol 71:3112–3118

    Article  CAS  Google Scholar 

  • Coyle CM, Kenaley SC, Rittenour WR, Panaccione DG (2007) Association of ergot alkaloids with conidiation in Aspergillus fumigatus. Mycologia 99:804–811

    Article  CAS  Google Scholar 

  • Coyle CM, Goetz KE, Panaccione DG (2008) Clustered genes common to both Aspergillus fumigatus and ergot fungi control early steps within the ergot alkaloid pathway. Phytopathology 98:S214

    Article  Google Scholar 

  • Dutkiewicz J, Olenchock SA, Sorenson WG, Gerencser VF, May JJ, Pratt DS, Robinson VA (1989) Levels of bacteria, fungi, and endotoxin in bulk and aerosolized corn silage. Appl Environ Microbiol 55:1093–1099

    CAS  Google Scholar 

  • Eich E, Pertz H (1999) Antimicrobial and antitumor effects of ergot alkaloids and their derivatives. In: Kren V, Cvak L (eds) Ergot: the genus Claviceps. Harwood, Rotterdam, pp 441–449

    Google Scholar 

  • Eich E, Becker C, Müller WEG (1984) Clavines – new antibiotics with cytostatic activity. Biochem Pharmacol 33:523–526

    Article  CAS  Google Scholar 

  • Filipov NM, Thompson FN, Hill NS, Dawe DL, Stuedemann JA, Price JC, and Smith CK (1998) Vaccination against ergot alkaloids and the effect of endophyte-infected fescue seed-based diets on rabbits. J Anim Sci 76:2456–2463

    CAS  Google Scholar 

  • Fischer G, Dott W (2003) Relevance of airborne fungi and their secondary metabolites for environmental, occupational and indoor hygiene. Arch Microbiol 179:75–82

    CAS  Google Scholar 

  • Fleetwood DJ, Scott B, Lane GA, Tanaka A, Johnson RD (2007) A complex ergovaline gene cluster in Epichloë endophytes of grasses. Appl Environ Microbiol 73:2571–2579

    Article  CAS  Google Scholar 

  • Flieger M, Wurst M, Shelby R (1997) Ergot alkaloids – sources, structures and analytical methods. Folia Microbiol 42:3–30

    Article  CAS  Google Scholar 

  • Floss HG (1976) Biosynthesis of ergot alkaloids and related compounds. Tetrahedron 32:873–912

    Article  CAS  Google Scholar 

  • Gadberry MS, Denard TM, Spiers DE, Piper EL (2003) Effects of feeding ergovaline on lamb performance in a heat stress environment. J Anim Sci 81:1538–1545

    CAS  Google Scholar 

  • Gallos G, Redai I, Smiley RM (2008) The role of the anesthesiologist in management of obstetric hemorrhage. Sem Perinatol 33:116–123

    Article  Google Scholar 

  • Gröger D, Floss HG (1998) Biochemistry of ergot alkaloids – achievements and challenges. Alkaloids 50:171–218

    Google Scholar 

  • Haarmann T, Machado C, Lübbe Y, Correia T, Schardl CL, Panaccione DG, Tudzynski P (2005) The ergot alkaloid gene cluster in Claviceps purpurea: extension of the cluster sequence and intra species evolution. Phytochemistry 66:1312–1320

    Article  CAS  Google Scholar 

  • Haarmann T, Ortel I, Tudzynski P, Keller U (2006) Identification of the cytochrome P450 monooxygenase that bridges the clavine and ergoline alkaloid pathways. Chembiochem 7:645–652

    Article  CAS  Google Scholar 

  • Haarmann T, Rolke Y, Giesbert S, Tudzynski P (2009) Ergot: from witchcraft to biotechnology. Mol Plant Pathol 10: 563–577

    Article  CAS  Google Scholar 

  • Hill NS, Thompson FN, Dawe DL, Stuedemann JA (1994) Antibody binding of circulating ergot alkaloids in cattle grazing tall fescue. Am J Vet Res 55:419–424

    CAS  Google Scholar 

  • Hill NS, Thompson FN, Stuedemann JA, Rottinghaus GW, Ju HJ, Dawe DL, Hiatt EE III (2001) Ergot alkaloid transport across ruminant gastric tissues. J Anim Sci 79:542–549

    CAS  Google Scholar 

  • Hofmann A (1980) LSD – my problem child. McGraw-Hill, New York

    Google Scholar 

  • Kavaler L (1965) Mushrooms, molds, and miracles. Day, New York

    Google Scholar 

  • Keller NP, Hohn TM (1997) Metabolic pathway gene clusters in filamentous fungi. Fungal Genet Biol 21:17–29

    Article  CAS  Google Scholar 

  • Keller NP, Tudzynski P (2002) Ergot alkaloids. In: Osiewacz HD, Esser K, Bennett JW (eds) The Mycota, vol. X. Industrial applications. Springer, Berlin Heidelberg New York, pp 157–181

    Google Scholar 

  • Kim S-U, Floss HG, Anderson JA (1981) Microsomal agroclavine hydroxylase of Claviceps species. Phytochemistry 20:2311–2314

    Article  CAS  Google Scholar 

  • Kozikowski AP, Chen C, Wu J-P, Shibuya M, Kim C-G, Floss HG (1993) Probing ergot alkaloid biosynthesis: Intermediates in the formation of ring C. J Am Chem Soc 115:2482–2488

    Article  CAS  Google Scholar 

  • Kozlovsky AG (1999) Producers of ergot alkaloids out of Claviceps genus. In: Kren V, Cvak L (eds) Ergot: the genus Claviceps. Harwood, Rotterdam, pp 479–499

    Google Scholar 

  • Krishna C (2005) Solid-state fermentation systems – an overview. Crit Rev Biotechnol 25: 1–30

    Article  CAS  Google Scholar 

  • Kucht S, Groβ J, Hussein Y, Grothe T, Keller U, Basar S, Konig WA, Steiner U, Leistner E (2004) Elimination of ergoline alkaloids following treatment of Ipomoea asarifolia (Convolvulaceae) with fungicides. Planta 219: 619–625

    Article  CAS  Google Scholar 

  • Latgé J-P (1999) Aspergillus fumigatus and aspergillosis. Clin Microbiol Rev 12:310–350

    Google Scholar 

  • Laufer P, Fink JN, Bruns WT, Unger GF, Kalbfleisch JH, Greenberger PA, Patterson R (1984) Allergic bronchopulmonary aspergillosis in cystic fibrosis. J Allergy Clin Immunol 73:44

    Article  CAS  Google Scholar 

  • Lewis WH, Elvin-Lewis M (1990) Obstetrical use of the parasitic fungus Balansia cyperi by Amazonian Jívaro women. Econ Bot 44:131–133

    Google Scholar 

  • Libersat F, Pflueger H-J (2004) Monoamines and the orchestration of behavior. BioScience 54:17–25

    Article  Google Scholar 

  • Liechti R, Farmer EE (2002) The jasmonate pathway. Science 296:1649–1650

    Article  CAS  Google Scholar 

  • Liu M, Panaccione DG, Schardl CL (2009) Phylogenetic analyses reveal monophyletic origin of the ergot alkaloid gene dmaW in fungi. Evol Bioinform 5:15–30

    Google Scholar 

  • Lorenz N, Wilson EV, Machado C, Schardl CL, Tudzynski P (2007) Comparison of ergot alkaloid biosynthesis gene clusters in Claviceps species indicates loss of late pathway steps in evolution of C. fusiformis. Appl Environ Microbiol 73:7185–7191

    Article  CAS  Google Scholar 

  • Lund F, Filtenborg O, Frisvad JC (1995) Associated mycoflora of cheese. Food Microbiol 12:173–180

    Article  Google Scholar 

  • Lund F, Neilsen AB, Skouboe P (2003) Distribution of Penicillium commune isolates in cheese dairies mapped using secondary metabolite profiles, morphotypes, RAPD and AFLP fingerprinting. Food Microbiol 20:725–734

    Article  CAS  Google Scholar 

  • Luttrell ES (1981) Tissue replacement diseases caused by fungi. Annu Rev Phytopathol 19:373–389

    Article  Google Scholar 

  • Lyons PC, Plattner RD, Bacon CW (1986) Occurrence of peptide and clavine ergot alkaloids in tall fescue grass. Science 232:487–489

    Article  CAS  Google Scholar 

  • Malinowski DP, Belesky DP (2000) Adaptations of endophyte-infected cool-season grasses to environmental stresses: mechanisms of drought and mineral stress tolerance. Crop Sci 40:923–940

    Article  CAS  Google Scholar 

  • Markert A, Steffan N, Ploss K, Hellwig S, Steiner U, Drewke C, Li S-M, Boland W, Leistner E (2008) Biosynthesis and accumulation of ergoline alkaloids in a mutualistic association between Ipomoea asarifolia (Convolvulaceae) and a clavicipitalean fungus. Plant Physiol 147:296–305

    Article  CAS  Google Scholar 

  • Matossian MK (1989) Poisons of the past: molds, epidemics, and history. Yale University Press, New Haven

    Google Scholar 

  • Maughan KL, Heim SW, Galazka SS (2006) Preventing postpartum hemorrhage: managing the third stage of labor. Am Fam Phys 73:1025–1028

    Google Scholar 

  • Melo dos Santos V, Dorner JW, Carreira F (2002) Isolation and toxigenicity of Aspergillus fumigatus from moldy silage. Mycopathologia 156:133–138

    Article  Google Scholar 

  • O’Gorman CM, Fuller HT, Dyer PS (2009) Discovery of a sexual cycle in the opportunistic fungal pathogen Aspergillus fumigatus. Nature 457:471–474

    Article  CAS  Google Scholar 

  • Ortel I, Keller U (2009) Combinatorial assembly of simple and complex D-lysergic acid alkaloid peptide classes in the ergot fungus Claviceps purpurea. J Biol Chem 284:6650–6660

    Article  CAS  Google Scholar 

  • Osborne RH (1996) Insect neurotransmission: neurotransmitters and their receptors. Pharmacol Ther 69:117–142

    Article  CAS  Google Scholar 

  • Panaccione DG (2005) Origins and significance of ergot alkaloid diversity in fungi. FEMS Microbiol Lett 251:9–17

    Article  CAS  Google Scholar 

  • Panaccione DG, Coyle CM (2005) Abundant respirable ergot alkaloids from the common airborne fungus Aspergillus fumigatus. Appl Environ Microbiol 71:3106–3111

    Article  CAS  Google Scholar 

  • Panaccione DG, Johnson RD, Wang, J, Young CA, Damrongkool P, Scott B, Schardl CL (2001) Elimination of ergovaline from a grass-Neotyphodium endophyte symbiosis by genetic modification of the endophyte. Proc Natl Acad Sci USA 98:12820–12825

    Article  CAS  Google Scholar 

  • Panaccione DG, Tapper BA, Lane GA, Davies E, Fraser K (2003) Biochemical outcome of blocking the ergot alkaloid pathway of a grass endophyte. J Agric Food Chem 51:6429–6437

    Article  CAS  Google Scholar 

  • Panaccione DG, Cipoletti JR, Sedlock AB, Blemings KP, Schardl CL, Machado C, Seidel GE (2006a) Effects of ergot alkaloids on food preference and satiety in rabbits, as assessed with gene knockout endophytes in perennial ryegrass (Lolium perenne). J Agric Food Chem 54:4582–4587

    Article  CAS  Google Scholar 

  • Panaccione DG, Kotcon JB, Schardl CL, Johnson RJ, Morton JB (2006b) Ergot alkaloids are not essential for endophytic fungus-associated population suppression of the lesion nematode, Pratylenchus scribneri, on perennial ryegrass. Nematology 8:583–590

    Article  CAS  Google Scholar 

  • Panaccione DG, Schardl CL, Coyle CM (2006c) Pathways to diverse ergot alkaloid profiles in fungi. Recent Adv Phytochem 40:23–52

    Article  CAS  Google Scholar 

  • Patterson R, Greenberger PA, Robert C, Radin C, Roberts RN (1982) Allergic bronchopulmonary aspergillosis: staging as an aid to management. Ann Intern Med 96:286–291

    CAS  Google Scholar 

  • Pertz H (1996) Naturally occurring clavines: antagonism/partial agonism at 5-HT2A receptors and antagonism at α1-adrenoceptors in blood vessels. Planta Med 62:387–392

    Article  CAS  Google Scholar 

  • Pertz H, Eich E (1999) Ergot alkaloids and their derivatives as ligands for serotoninergic, dopaminergic, and adrenergic receptors. In: Kren V, Cvak L (eds) Ergot: the genus Claviceps. Harwood, Rotterdam, pp 411–440

    Google Scholar 

  • Porter JK, Thompson FN Jr (1992) Effects of fescue toxicosis on reproduction in livestock. J Anim Sci 70:1594–1603

    CAS  Google Scholar 

  • Porter JK, Bacon CW, Robbins JD, Betowski D (1981) Ergot alkaloid identification in Clavicipitaceae systemic fungi of pasture grasses. J Agric Food Chem 29:653–657

    Article  CAS  Google Scholar 

  • Potter DA, Stokes JT, Redmond CT, Schardl CL, Panaccione DG (2008) Contribution of ergot alkaloids to suppression of a grass-feeding caterpillar assessed with gene-knockout endophytes in perennial ryegrass. Entomol Exp Appl 126:138–147

    Article  Google Scholar 

  • Powell RG, Plattner RD, Yates SG, Clay K, Leuchtmann A (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. obtecta and Balansia cyperi. J Nat Prod 53:1272–1279

    Article  CAS  Google Scholar 

  • Riederer B, Han M, Keller U (1996) D-Lysergyl peptide synthetase from the ergot fungus Claviceps purpurea. J Biol Chem 271:27524–27530

    Article  CAS  Google Scholar 

  • Rigbers O, Li S-M (2008) Ergot Alkaloid Biosynthesis in Aspergillus fumigatus: overproduction and biochemical characterization of a 4-dimethylallyltryptophan N- methyltransferase. J Biol Chem 283:26859–26868

    Article  CAS  Google Scholar 

  • Robbers JE, Robertson IW, Hornemann KM, Jindra J, Floss HG (1972) Physiological studies on ergot: further studies on the induction of alkaloid synthesis by tryptophan and its inhibition by phosphate. J Bacteriol 112:791–796

    CAS  Google Scholar 

  • Rosenberg M, Patterson R, Mintzer R, Cooper BJ, Roberts M, Harris KE (1977) Clinical and immunological criteria for the diagnosis of allergic bronchopulmonary aspergillosis. Ann Intern Med 86:405–414

    CAS  Google Scholar 

  • Sanchez-Monedero MA, Stentiford EI (2003) Generation and dispersion of airborne microorganisms from composting facilities. Trans IChemE 81:166–170

    CAS  Google Scholar 

  • Schade R, Andersohn F, Suissa S, Haverkamp W, Garbe E (2007) Dopamine agonists and the risk of cardiac-valve regurgitation. N Engl J Med 356:29–38

    Article  CAS  Google Scholar 

  • Schardl CL, Phillips TD (1997) Protective grass endophytes: Where are they from and where are they going? Plant Dis 81:430–437

    Article  Google Scholar 

  • Schardl CL, Leuchtmann A, Tsai H-F, Collett MA, Watt DM, Scott DB (1994) Origin of a fungal symbiont of perennial ryegrass by interspecific hybridization of a mutualist with the ryegrass choke pathogen Epichloë typhina. Genetics 136:1307–1317

    CAS  Google Scholar 

  • Schardl CL, Leuchtmann A, Spiering MJ (2004) Symbioses of grasses with seedborne fungal endophytes. Annu Rev Plant Biol 55:315–340

    Article  CAS  Google Scholar 

  • Schardl CL, Panaccione DG, Tudzynski P (2006) Ergot alkaloids – biology and molecular biology. Alkaloids 62:45–86

    Google Scholar 

  • Schulz C, Eisenhofer G, Lehnert H (2004) Principles of catecholamine biosynthesis, metabolism and release. Front Horm Res 31:1–25

    Article  CAS  Google Scholar 

  • Schwarz G, Eich E (1983) Influence of ergot alkaloids on growth of Streptomyces purpurascens and production of its secondary metabolites. Planta Med 47:212–214

    Article  CAS  Google Scholar 

  • Scott B (2001) Epichloë endophytes: fungal symbionts of grasses. Curr Opin Microbiol 4:393–398

    Article  CAS  Google Scholar 

  • Steiner U, Ahimsa-Müller MA, Markert A, Kucht S, Groβ J, Kauf N, Kuzma M, Zych M, Lamshöft M, Furmanowa M, Knoop V, Drewke C, Leistner E (2006) Molecular charcetrization of a seed transmitted clavicipitaceous fungus occurring on dicotyledoneous plants (Convolvulaceae). Planta 224:533–544

    Article  CAS  Google Scholar 

  • Stintzi A, Browse J (2000) The Arabidopsis male-sterile mutant, opr3, lacks the 12-oxophytodienoic acid reductase required for jasmonate synthesis. Proc Natl Acad Sci USA 97:10625–10630

    Article  CAS  Google Scholar 

  • Stintzi A, Weber H, Reymond P, Browse J, Farmer EE (2001) Plant defense in the absence of jasmonic acid: the role of cyclopentenones. Proc Natl Acad Sci USA 98:12837–12842

    Article  CAS  Google Scholar 

  • Tfelt-Hansen PC, Koehler PJ (2008) History of the use of ergotamine and dihydroergotamine in migraine from 1906 and onward. Cephalalgia 28:877–886

    Article  CAS  Google Scholar 

  • Tor-Agbidye J, Blythe LL, Craig AM (2001) Correlation of endophyte toxins (ergovaline and lolitrem B) with clinical disease: fescue foot and perennial ryegrass staggers. Vet Hum Toxicol 43:140–146

    CAS  Google Scholar 

  • Tsai H-F, Wang H, Gebler JC, Poulter CD, Schardl CL (1995) The Claviceps purpurea gene encoding dimethylallyltryptophan synthase, the committed step for ergot alkaloid biosynthesis. Biochem Biophys Res Comm 216:119–125

    Article  CAS  Google Scholar 

  • Tudzynski P, Scheffer J (2004) Claviceps purpurea: molecular aspects of a unique pathogenic lifestyle. Mol Plant Pathol 5:377–388

    Article  CAS  Google Scholar 

  • Tudzynski P, Holter K, Correia T, Arntz C, Grammel N, Keller U (1999) Evidence for an ergot alkaloid gene cluster in Claviceps purpurea. Mol Gen Genet 261:133–141

    Article  CAS  Google Scholar 

  • Tudzynski P, Correia T, Keller U (2001) Biotechnology and genetics of ergot alkaloids. Appl Microbiol Biotechnol 57:593–605

    Article  CAS  Google Scholar 

  • Twumasi-Boateng K, Yu Y, Chen D, Gravelat FN, Nierman WC, Sheppard DC (2009) Transcriptional profiling identifies a role for BrlA in the response to nitrogen depletion and for StuA in the regulation of secondary metabolite clusters in Aspergillus fumigatus. Eukaryot Cell 8:104–115

    Article  CAS  Google Scholar 

  • United States Food and Drug Administration (2007) Public Health Advisory, 29 March. http://www.fda.gov/Drugs/DrugSafety/PublicHealthAdvisories/ucm051285.html

  • Unsöld IA, Li S-M (2005) Overproduction, purification and characterization of FgaPT2, a dimethylallyltryptophan synthase from Aspergillus fumigatus. Microbiology 151:1499–1505

    Article  CAS  Google Scholar 

  • Unsöld IA, Li S-M (2006) Reverse prenyltransferase in the biosynthesis of fumigaclavine C in Aspergillus fumigatus: gene expression, purification, and characterization of fumigaclavine C synthase FgaPT1. Chembiochem 7:158–164

    Article  CAS  Google Scholar 

  • Walton JD (2000) Horizontal gene transfer and the origin of secondary metabolite gene clusters in fungi: an hypothesis. Fungal Genet Biol 30:167–171

    Article  CAS  Google Scholar 

  • Walton JD, Panaccione DG, Hallen H (2004) Peptide synthesis without ribosomes. In: Tkacz J, Lange L (eds) Advances in fungal biotechnology for industry, agriculture, and medicine. Kluwer/Plenum, New York, pp 127–162

    Chapter  Google Scholar 

  • Walzel B, Riederer B, Keller U (1997) Mechanism of alkaloid cyclopeptide synthesis in the ergot fungus Claviceps purpurea. Chem Biol 4:223–230

    Article  CAS  Google Scholar 

  • Wang J, Machado C, Panaccione DG, Tsai H-F, Schardl CL (2004) The determinant step in ergot alkaloid biosynthesis by an endophyte of perennial ryegrass. Fungal Genet Biol 41:189–198

    Article  CAS  Google Scholar 

  • Zanettini R, Antonini A, Gatto G, Gentile R, Tesei S, Pezzoli G (2007) Valvular heart disease and the use of dopamine agonists for Parkinson’s disease. N Engl J Med 356:39–46

    Article  CAS  Google Scholar 

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Acknowledgements

Work in the author’s laboratory was supported by United States Department of Agriculture National Research Initiative grants 2005-35318-16184 and 2008-35318-04549. This article is published with the approval of the Director of the WV Agricultural and Forestry Experiment Station as Scientific Article number 3064.

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  1. Division of Plant & Soil Sciences, West Virginia University, 6108, Morgantown, WV, 26506, USA

    Daniel G. Panaccione

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Correspondence to Daniel G. Panaccione .

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  1. , Department of Biotechnology, International Graduate School of Zittau, Markt 23, Zittau, 02763, Sachsen, Germany

    Martin Hofrichter

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Panaccione, D.G. (2011). Ergot Alkaloids. In: Hofrichter, M. (eds) Industrial Applications. The Mycota, vol 10. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-11458-8_9

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