Chemical Studies on Blasticidin S Part II

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Other Title
  • Chemical Studies on Blasticidin S Part III
  • The Structure of Cytosinine and Uracinine

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Description

Acid hydrolysis of cytosinine gave each one mole of cytosine, levulinic acid, ammonia and carbon dioxide. Reduction of cytosinine with PtO2 afforded a mixture of dihydro-cytosinine, 3-amino-tetrahydropyran-2-carboxylic acid and cytosine. Ozonolysis of N, N'-diacetylcytosinine methyl ester, followed by oxidation with hydrogen peroxide and acid hydrolysis gave erythro-D-β-hydroxyaspartic acid. These data permitted the assignment of structure (I) for cytosinine. Acid hydrolysis of uracinine gave uracil instead of cytosine, therefore, the structure (II) could be assigned to uracinine. Some stereochemical features and mechanism of levulinic acid formation were discussed.

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Details 詳細情報について

  • CRID
    1390001206466887040
  • NII Article ID
    130003522490
    130003522491
  • DOI
    10.1271/bbb1961.30.126
    10.1271/bbb1961.30.132
  • ISSN
    18811280
    00021369
  • Text Lang
    en
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
    • OpenAIRE
  • Abstract License Flag
    Disallowed

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