A flavoenzyme model: Facile oxidation of thiols by a flavin immobilized in cationic polyelectrolytes

Seiji Shinkai, Shinji Yamada, Reiko Ando, Toyoki Kunitake

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The reactions of a polymer-bound flavin with thiols (2-mercaptoethanol, glutathione, thiophenol, and 1,4-butanedithiol) are remarkably accelerated, when compared with that of a monomeric flavin. The rate enhancements observed were 30- to 6000-fold. In particular, thiophenol which had been believed not to be oxidized by flavin in nonenzymatic systems was oxidized most rapidly among the monothiols examined. The reaction rates were improved by incorporation of a dodecyl group into the flavin-containing polymer. Therefore, the hydrophobic nature of the cationic polymer matrix was concluded to be responsible for the large rate enhancement among other factors.

Original languageEnglish
Pages (from-to)238-247
Number of pages10
JournalBioorganic Chemistry
Volume9
Issue number2
DOIs
Publication statusPublished - Jan 1 1980

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Sulfhydryl Compounds
Oxidation
Polymers
Mercaptoethanol
Polymer matrix
Reaction rates
Glutathione
polycations
4,6-dinitro-o-cresol
thiophenol

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Drug Discovery
  • Organic Chemistry

Cite this

A flavoenzyme model : Facile oxidation of thiols by a flavin immobilized in cationic polyelectrolytes. / Shinkai, Seiji; Yamada, Shinji; Ando, Reiko; Kunitake, Toyoki.

In: Bioorganic Chemistry, Vol. 9, No. 2, 01.01.1980, p. 238-247.

Research output: Contribution to journalArticle

Shinkai, Seiji ; Yamada, Shinji ; Ando, Reiko ; Kunitake, Toyoki. / A flavoenzyme model : Facile oxidation of thiols by a flavin immobilized in cationic polyelectrolytes. In: Bioorganic Chemistry. 1980 ; Vol. 9, No. 2. pp. 238-247.
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