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Norleucine, a natural occurrence in a novel ergot alkaloid γ-ergokryptinine

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Summary.

A novel natural peptide ergot alkaloid γ-ergokryptinine containing norleucine has been isolated from ergot sclerotia of the field-growing parasitic fungus Claviceps purpurea CCM 8059. Its structure was deduced from the NMR and mass spectral data. The final structural proof was provided by the crystal structure determination, which is the first X-ray structure of a natural Nle-containing secondary metabolite. The conformations of three ergopeptinines: γ-ergokryptinine, ergoladinine, and α-ergokryptinine were compared.

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Authors and Affiliations

  1. IVAX Pharmaceuticals, R&D, Opava-Komárov, Czech Republic

    L. Cvak

  2. IVAX Pharmaceuticals, R&D, České Budějovice, Czech Republic

    A. Jegorov

  3. Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech Republic

    P. Sedmera

  4. Department of Inorganic Chemistry, Charles University, Prague, Czech Republic

    I. Císařová

  5. Department of Solid State Chemistry, Institute of Chemical Technology, Prague, Czech Republic

    J. Čejka & B. Kratochvíl

  6. Department of Biological Sciences, Louisiana State University, Life Sciences Bldg, Baton Rouge, Louisiana, U.S.A.

    S. Pakhomova

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  1. L. Cvak
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  2. A. Jegorov
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  3. P. Sedmera
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  4. I. Císařová
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  5. J. Čejka
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  6. B. Kratochvíl
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  7. S. Pakhomova
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Cvak, L., Jegorov, A., Sedmera, P. et al. Norleucine, a natural occurrence in a novel ergot alkaloid γ-ergokryptinine. Amino Acids 29, 145–150 (2005). https://doi.org/10.1007/s00726-005-0180-2

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  • DOI: https://doi.org/10.1007/s00726-005-0180-2

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