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Literature summary for 1.13.11.24 extracted from

  • Numata, T.; Saito, T.; Kawakami, T.; Yamanaka, S.; Okumura, M.
    Quantum mechanics study on synthetic model of copper-containing quercetin 2,4-dioxygenase (2016), Polyhedron, 136, 45-51 .
No PubMed abstract available
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Metals/Ions

Metals/Ions Comment Organism Structure
Co2+ activates Aspergillus japonicus
Cu2+ activates, Cu2+-containing quercetin 2,4-dioxygenase Aspergillus japonicus
Fe2+ activates Aspergillus japonicus
Mn2+ activates Aspergillus japonicus
Ni2+ activates Aspergillus japonicus
Zn2+ activates Aspergillus japonicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
quercetin + O2 Aspergillus japonicus
-
 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+
-
 ?

Organism

Organism UniProt Comment Textmining
Aspergillus japonicus
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-
-

Reaction

Reaction Comment Organism Reaction ID
quercetin + O2 = 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+ possible reaction mechanisms and pathways, kinetics, detailed overview Aspergillus japonicus
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information computational study on the dioxygenation reaction of the substrate flavonolate (fla) by a synthetic model complex and related species mimicking quercetin 2,4-dioxygenases, overview. The reaction mechanism obtained for the present biomimetic complexes is substantially different from the plausible enzymatic reaction. All model complexes favor a single electron transfer from flavonolate to dioxygen over a valence tautomerism, and a subsequent intersystem crossing and a ring-closure lead to a formation of a 1,2-dioxetane intermediate instead of undergoing a direct formation of a precursor endoperoxide. The generation of the 1,2-dioxetane intermediate is shown to be the rate-determining step and inclusion of a carboxylate co-ligand can enhance the reactivity, rendering this process barrier-free. Proposal of a pathway, which can circumvent a non-enzymatic reaction by involving conversion from the 1,2-dioxetane to the endoperoxide with lower barriers Aspergillus japonicus ?
-
 ?
quercetin + O2
-
 Aspergillus japonicus 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+
-
 ?
quercetin + O2 cleavages of the C2-C3 and C3-C4 bonds of quercetin (Que) catalyzed by 2,4-QDs Aspergillus japonicus 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+
-
 ?

Synonyms

Synonyms Comment Organism
2,4-QD
-
 Aspergillus japonicus
Cu2+-containing 2,4-QD
-
 Aspergillus japonicus
quercetin 2,4-dioxygenase
-
 Aspergillus japonicus

General Information

General Information Comment Organism
additional information for bacterial 2,4-QDs in which Co2+ or Ni2+ is employed as a cofactor, direct electron transfer from the activated Que to dioxygen (path C) may occur in analogy with cofactor-free dioxygenases. The subsequent radical coupling via intersystem crossing leads to an ESΒ–O2 complex, because Co2+ and Ni2+ are expected to be redox-inactive in this process Aspergillus japonicus