Coenzyme models. Part 23. Formation and reactivity of the stable 'quinone form' of flavin in cationic polymer matrices

Seiji Shinkai, Yumiko Kusano, Osamu Manabe

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The flavin covalently linked to quaternised poly(4-vinylpyridine) via 8α-position afforded, in alkaline solution, a blue species absorbing at 622 nm. On the basis of spectral examination, the species is assigned to the 'quinone form' of the flavin. The regioselective proton abstraction from the 8α-methylene is due to the enriched OH- concentration along the polymer chain, and probably also due to the stabilisation of the delocalised quinone form by the polyelectrolyte environment. The quinone flavin was insensitive to molecular oxygen and could oxidise neither NADH analogues nor thiols, indicating that the reactivity is markedly different from the normal flavin form.

Original languageEnglish
Pages (from-to)1622-1625
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 1
Publication statusPublished - Dec 1 1980
Externally publishedYes

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Coenzymes
Polymer matrix
Molecular oxygen
Polyelectrolytes
Sulfhydryl Compounds
NAD
Protons
Polymers
Stabilization
4,6-dinitro-o-cresol
benzoquinone

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Coenzyme models. Part 23. Formation and reactivity of the stable 'quinone form' of flavin in cationic polymer matrices. / Shinkai, Seiji; Kusano, Yumiko; Manabe, Osamu.

In: Journal of the Chemical Society, Perkin Transactions 1, 01.12.1980, p. 1622-1625.

Research output: Contribution to journalArticle

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