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Mass spectrometric peptide sequencing: cyclochlorotine.

R J Anderegg, K Biemann, A Manmade

    Biomedical Mass Spectrometry
    |March 1, 1979
    PubMed
    Summary
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    A potent toxin from Penicillium islandicum, cyclochlorotine (C24H31N5O7Cl2), was identified using mass spectrometry. Its structure was elucidated through analysis of peptide derivatives.

    Area of Science:

    • Mycology
    • Organic Chemistry
    • Mass Spectrometry

    Background:

    • Penicillium islandicum Sopp produces potent toxins.
    • Chemical characterization of fungal metabolites is crucial for understanding their biological activity.

    Purpose of the Study:

    • To determine the chemical composition and structure of a potent toxin from Penicillium islandicum.
    • To elucidate the structure of cyclochlorotine using mass spectrometry.

    Main Methods:

    • Isolation of a potent toxin from Penicillium islandicum.
    • Chemical composition determination (C24H31N5O7Cl2).
    • Mass spectrometric analysis of a partial acid hydrolyzate.

    Main Results:

    • The toxin was identified as cyclochlorotine.

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  • The structure was confirmed through mass spectral analysis of peptide derivatives.
  • Mass spectral characteristics of derivatives containing specific amino acids were determined.

    • Conclusions:

    • The potent toxin from Penicillium islandicum is cyclochlorotine.
    • Mass spectrometry is effective for structural elucidation of complex fungal metabolites.
    • The study provides spectral data for related peptide derivatives.