Journal
JOURNAL OF INORGANIC BIOCHEMISTRY
Volume 101, Issue 6, Pages 893-899Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.jinorgbio.2007.02.005
Keywords
valence tautomerism; CAN; flavonoxy radical; flavonol 2,4-dioxygenase
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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 dmter (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. (c) 2007 Elsevier Inc. All rights reserved.
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