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

Seiji Shinkai, Yuichi Ishikawa, Osamu Manabe

Research output: Contribution to journalArticle

12 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1694-1699
Number of pages6
JournalBulletin of the Chemical Society of Japan
Volume56
Issue number6
DOIs
Publication statusPublished - Jan 1 1983
Externally publishedYes

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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)

Cite this

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

In: Bulletin of the Chemical Society of Japan, Vol. 56, No. 6, 01.01.1983, p. 1694-1699.

Research output: Contribution to journalArticle

Shinkai, Seiji ; Ishikawa, Yuichi ; Manabe, Osamu. / COENZYME MODELS - - 34. SYNTHESIS AND OXIDATION ABILITY OF A METAL-COORDINATIVE FLAVIN. In: Bulletin of the Chemical Society of Japan. 1983 ; Vol. 56, No. 6. pp. 1694-1699.
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