Cerium(IV)-mediated oxidation of flavonol with relevance to flavonol 2,4-dioxygenase. Direct evidence for spin delocalization in the flavonoxy radical

J. Kaizer, Ildikó Ganszky, G. Speier, A. Rockenbauer, L. Korecz, Michel Giorgi, Marius Réglier, Serge Antonczak

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The cerium(IV)-mediated oxidation of 3-hydroxy-4′-methylflavone (1) proceeds by H-atom abstraction forming the flavonoxy radical (7), and the subsequent combination of its resonance forms leads to the 3-hydroxy-4′-methylflavone dehydro dimer (9). The above system serves as direct evidence for the intermediacy of the flavonoxy radical, its spin delocalization, and also indirect evidence for valence tautomerism as a key step on the substrate activation both in the quercetinase and its biomimic model system.

Original languageEnglish
Pages (from-to)893-899
Number of pages7
JournalJournal of Inorganic Biochemistry
Volume101
Issue number6
DOIs
Publication statusPublished - Jun 2007

Fingerprint

quercetin 2,3-dioxygenase
Cerium
Dimers
Chemical activation
Atoms
Oxidation
Substrates
3-hydroxyflavone
flavonol 2,4-dioxygenase

Keywords

  • CAN
  • Flavonol 2,4-dioxygenase
  • Flavonoxy radical
  • Valence tautomerism

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry

Cite this

Cerium(IV)-mediated oxidation of flavonol with relevance to flavonol 2,4-dioxygenase. Direct evidence for spin delocalization in the flavonoxy radical. / Kaizer, J.; Ganszky, Ildikó; Speier, G.; Rockenbauer, A.; Korecz, L.; Giorgi, Michel; Réglier, Marius; Antonczak, Serge.

In: Journal of Inorganic Biochemistry, Vol. 101, No. 6, 06.2007, p. 893-899.

Research output: Contribution to journalArticle

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