1887

Abstract

A strain of , which has consistently failed to elaborate ergot alkaloids when growing as a parasite, has been shown to perform only the first step of the ergoline biosynthetic pathway catalysed by dimethylallyltryptophan (DMAT) synthetase. The next step, involving -methylation of DMAT, did not operate. [C]Agroclavine and lysergic acid, normally intermediates in alkaloid biosynthesis, were accepted by parasitic sclerotial tissue as substrates and were metabolized to lysergic acid amide (LAA). This amide therefore constituted a previously unreported end product for . It is concluded that the mutant has a metabolic block in the pathway following DMAT and, while enzymes for several subsequent steps are present, the fungus seems unable to form the usual cyclic tripeptide ergot alkaloids. The steps involved in metabolizing agroclavine to LAA were insensitive to 1 -phosphate, while this concentration of phosphate completely inhibited DMAT synthetase. This double mutant therefore has unique potential for exploring control mechanisms in ergot alkaloid biosynthesis.

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/content/journal/micro/10.1099/00221287-129-7-2109
1983-07-01
2024-12-12
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References

  1. Arcamone F., Chain E.B., Ferretti A., Mingh-Etti A., Pennela P., Tonolo A., Vero L. 1961; Production of a new lysergic acid derivative in submerged culture by a strain of Claviceps paspali.. Proceedings of the Royal Society B155:26–54
    [Google Scholar]
  2. Banks G.T., Mantle P.G., Szczyrbak C.A. 1974; Large-scale production of clavine alkaloids by Claviceps fusiforrnis.. Journal of General Micro-biology 82:345–361
    [Google Scholar]
  3. Castagnoli N., Corbett K., Chain E.B., Thomas R. 1970; Biosynthesis of N-(α-hydroxy-ethyl)lysergamide, a metabolite of Claviceps paspali. Biochemical Journal 117:451–455
    [Google Scholar]
  4. Corbett K., Dickerson A.G., Mantle P.G. 1974; Metabolic studies on Claviceps purpureaduring parasitic development on rye. Journal of General Microbiology 84:39–58
    [Google Scholar]
  5. Dickerson A.G., Mantle P.G., Szczyrbak C.A. 1970; Autolysis of extracellular glucans produced in vitro by a strain of Claviceps fusiformis. Journal of General Microbiology 60:403–415
    [Google Scholar]
  6. Floss H.G., Anderson J.A. 1980; Biosynthesis of ergot toxins. In The Biosynthesis of Mycotoxins pp. 17–67 Steyn P.S. Edited by New York: Academic Press.;
    [Google Scholar]
  7. Floss H.G., Tcheng-Lin M., Kobel H., Stadler P. 1974; On the biosynthesis of peptide ergot alkaloids. Experientia 30:1369–1370
    [Google Scholar]
  8. Hofmann A., Tscherter H. 1960; Isolierung von Lysergsäure-Alkaloiden aus der mexikanischen Zau-berdroge Ololiuqui (Rivea corymbosa). Experientia 16:206–207
    [Google Scholar]
  9. Kleinerova E., Kybal J. 1973; Ergot alkaloids IV. Contribution to the biosynthesis of lysergic acid amides. Folia microbiologica 18:390–392
    [Google Scholar]
  10. Krupinski V.M., Robbers J.E. 1976; Physiological study of ergot: induction of alkaloid synthesis by tryptophan at the enzymic level. Journal of Bacteriology 125:158–165
    [Google Scholar]
  11. Maier W., Erge D., Groger D. 1971; Zur Biosynthese von Ergotoxinalkaloiden in Claviceps purpurea. Biochemie und Physiologie der Pflanzen 162:559–569
    [Google Scholar]
  12. Maier W., Erge D., Groger D. 1980a; Mutational biosynthesis in a strain of Claviceps purpurea.. Planta medica 40:104–108
    [Google Scholar]
  13. Maier W., Erge D., Schmidt J., Groger D. 1980b; A blocked mutant of Claviceps purpureaaccumulating chanoclavine-1-aldehyde. Experientia 36:1353–1354
    [Google Scholar]
  14. Mclaughlin J.C., Goyan J.E., Paul A.G. 1964; Thin-layer chromatography of ergot alkaloids. Journal of the American Pharmaceutical Association 53:306–310
    [Google Scholar]
  15. Otsuka H., Anderson J.A., Floss H.G. 1979; The stage of N-methylation in ergot alkaloid biosynthesis. Journal of the Chemical Society. Chemical Communications660–662
    [Google Scholar]
  16. Otsuka H., Quigley F.R., Groger D., Anderson J. A., Floss H.G. 1980; In vivo and in vitroevidence for N-methylation as the second pathway-specific step in ergoline biosynthesis. Planta medica 40:109–119
    [Google Scholar]
  17. Robbers J.E.L., Robertson L.W., Hornemann K. M., Jindra A., Floss H.G. 1972; Physiological studies on ergot: further studies on the induction of alkaloid synthesis by tryptophan and its inhibition by phosphate. Journal of Bacteriology 112:791–796
    [Google Scholar]
  18. Shaw B.I., Mantle P.G. 1980; Parasitic differentiation of Claviceps purpurea. Transactions of the British Mycological Society 75:117–121
    [Google Scholar]
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