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Chemical Studies on Blasticidin S Part II
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- OTAKE Noboru
- Institute of Applied Microbiology, The University of Tokyo
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- TAKEUCHI Setsuo
- Institute of Applied Microbiology, The University of Tokyo
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- ENDO Toyoshige
- Institute of Applied Microbiology, The University of Tokyo
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- YONEHARA Hiroshi
- Institute of Applied Microbiology, The University of Tokyo
Bibliographic Information
- Other Title
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- 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.
Journal
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- Agricultural and Biological Chemistry
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Agricultural and Biological Chemistry 30 (2), 126-131, 1966
Japan Society for Bioscience, Biotechnology, and Agrochemistry
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Keywords
Details 詳細情報について
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- CRID
- 1390001206466887040
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- NII Article ID
- 130003522490
- 130003522491
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- ISSN
- 18811280
- 00021369
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- Text Lang
- en
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- Data Source
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- JaLC
- Crossref
- CiNii Articles
- OpenAIRE
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- Abstract License Flag
- Disallowed