COENZYME MODELS - - 34. SYNTHESIS AND OXIDATION ABILITY OF A METAL-COORDINATIVE FLAVIN.

Seiji Shinkai, Yuichi Ishikawa, Osamu Manabe

研究成果: ジャーナルへの寄稿記事

12 引用 (Scopus)

抄録

A new metal-coordinative flavin(2,4,7-trimethylquino left bracket 8,7-g right bracket pteridine-9,11(7H,10H)-dione: (1) which has a phenanthroline-like skeleton within the molecular structure was synthesized. Being different from conventional flavins, the new flavin showed a significant affinity toward metal ions and the absorption spectra were sensitively affected by added metal ions. The spectral patterns were classified into three types, which were assigned respectively to the different coordination structures. It was demonstrated through oxidation of dihydropyridine derivatives, phenylhydrazine, and L-ascorbic acid that complexed metal ions are able to 'activate' 1 as oxidizing agent. The complexes with Zr**4** plus and Fe**3** plus even oxidized alcohols at ambient temperature. Unexpectedly, it was found that tetrahedral coordination metals such as Cd**2** plus , Zn**2** plus , and Co**2** plus frequently give the stable semiquinone radical of 1.

元の言語英語
ページ(範囲)1694-1699
ページ数6
ジャーナルBulletin of the Chemical Society of Japan
56
発行部数6
DOI
出版物ステータス出版済み - 1 1 1983
外部発表Yes

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Coenzymes
Metal ions
Metals
Oxidation
Flavins
Pteridines
Phenanthrolines
Oxidants
Molecular structure
Ascorbic Acid
Absorption spectra
Alcohols
Derivatives
4,6-dinitro-o-cresol
Temperature

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

これを引用

COENZYME MODELS - - 34. SYNTHESIS AND OXIDATION ABILITY OF A METAL-COORDINATIVE FLAVIN. / Shinkai, Seiji; Ishikawa, Yuichi; Manabe, Osamu.

:: Bulletin of the Chemical Society of Japan, 巻 56, 番号 6, 01.01.1983, p. 1694-1699.

研究成果: ジャーナルへの寄稿記事

Shinkai, Seiji ; Ishikawa, Yuichi ; Manabe, Osamu. / COENZYME MODELS - - 34. SYNTHESIS AND OXIDATION ABILITY OF A METAL-COORDINATIVE FLAVIN. :: Bulletin of the Chemical Society of Japan. 1983 ; 巻 56, 番号 6. pp. 1694-1699.
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abstract = "A new metal-coordinative flavin(2,4,7-trimethylquino left bracket 8,7-g right bracket pteridine-9,11(7H,10H)-dione: (1) which has a phenanthroline-like skeleton within the molecular structure was synthesized. Being different from conventional flavins, the new flavin showed a significant affinity toward metal ions and the absorption spectra were sensitively affected by added metal ions. The spectral patterns were classified into three types, which were assigned respectively to the different coordination structures. It was demonstrated through oxidation of dihydropyridine derivatives, phenylhydrazine, and L-ascorbic acid that complexed metal ions are able to 'activate' 1 as oxidizing agent. The complexes with Zr**4** plus and Fe**3** plus even oxidized alcohols at ambient temperature. Unexpectedly, it was found that tetrahedral coordination metals such as Cd**2** plus , Zn**2** plus , and Co**2** plus frequently give the stable semiquinone radical of 1.",
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N2 - A new metal-coordinative flavin(2,4,7-trimethylquino left bracket 8,7-g right bracket pteridine-9,11(7H,10H)-dione: (1) which has a phenanthroline-like skeleton within the molecular structure was synthesized. Being different from conventional flavins, the new flavin showed a significant affinity toward metal ions and the absorption spectra were sensitively affected by added metal ions. The spectral patterns were classified into three types, which were assigned respectively to the different coordination structures. It was demonstrated through oxidation of dihydropyridine derivatives, phenylhydrazine, and L-ascorbic acid that complexed metal ions are able to 'activate' 1 as oxidizing agent. The complexes with Zr**4** plus and Fe**3** plus even oxidized alcohols at ambient temperature. Unexpectedly, it was found that tetrahedral coordination metals such as Cd**2** plus , Zn**2** plus , and Co**2** plus frequently give the stable semiquinone radical of 1.

AB - A new metal-coordinative flavin(2,4,7-trimethylquino left bracket 8,7-g right bracket pteridine-9,11(7H,10H)-dione: (1) which has a phenanthroline-like skeleton within the molecular structure was synthesized. Being different from conventional flavins, the new flavin showed a significant affinity toward metal ions and the absorption spectra were sensitively affected by added metal ions. The spectral patterns were classified into three types, which were assigned respectively to the different coordination structures. It was demonstrated through oxidation of dihydropyridine derivatives, phenylhydrazine, and L-ascorbic acid that complexed metal ions are able to 'activate' 1 as oxidizing agent. The complexes with Zr**4** plus and Fe**3** plus even oxidized alcohols at ambient temperature. Unexpectedly, it was found that tetrahedral coordination metals such as Cd**2** plus , Zn**2** plus , and Co**2** plus frequently give the stable semiquinone radical of 1.

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