39 Paramagnetic Chromoprotein Enediyne Antibiotic C-1027 : Chemical Mechanism
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- Hirama Masahiro
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Noda Takeshi
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Iida Kyo-ichiro
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Sato Itaru
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Hanaishi Ryuji
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Fukuda Sumiko
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Yoshimura Fumihiko
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Mita Takashi
- Department of Chemistry, Graduate School of Science, Tohoku University:CREST(JST)
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- Akiyama Kimio
- Institute for Chemical Reactions, Tohoku University:CREST(JST)
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- Tanaka Toshiyuki
- Institute of Applied Biochemistry, University of Tsukuba:CREST(JST)
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- Otani Toshio
- Taiho Pharmaceutical Co. Ltd.
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- Leet John E.
- Bristol-Myers Squibb Pharmaceutical Research Institute
Bibliographic Information
- Other Title
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- 39 クロモプロテイン系エンジイン抗生物質の化学 : 常磁性を示す原理(口頭発表の部)
Description
A number of extremely potent enediyne antitumor antibiotics have been isolated from culture filtrates of Streptomyces species. Although these antibiotics are believed to generate p-benzyne-type biradicals through cycloaromatization, no direct EPR measurements of carbon radical species generated from enediyne antibiotics have been reported. A chromoprotein antibiotic, C-1027, which is powder of a 1:1 complex composed of a carrier apoprotein and a DNA cleaving enediyne chromophore (1), shows a steady EPR spectrum at room temperature. Here, we characterize three paramagnetic species existing in C-1027 antibiotic by EPR spectroscopy: a phenyl radical (3), a radical pair between a peptide carbon radical and 3, and a peroxy radical. These radical species are supplied constantly by dynamic processes through hydrogen abstraction by p-benzyne type biradical (2) from apoprotein. The present results provide strong evidence for equilibration between 1 and 2, and a chemical mechanism of deterioration leading to self-inactivation of the C-1027 antibiotic.
Journal
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- Symposium on the Chemistry of Natural Products, symposium papers
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Symposium on the Chemistry of Natural Products, symposium papers 42 (0), 229-234, 2000
Symposium on the Chemistry of Natural Products Steering Committee
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Details 詳細情報について
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- CRID
- 1390001206080248320
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- NII Article ID
- 110006681941
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- ISSN
- 24331856
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- Text Lang
- ja
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- Data Source
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- JaLC
- CiNii Articles
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- Abstract License Flag
- Disallowed
