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Literature summary for 1.13.11.24 extracted from

  • Saito, T.; Kawakami, T.; Yamanaka, S.; Okumura, M.
    Computational study of catalytic reaction of quercetin 2,4-dioxygenase (2015), J. Phys. Chem. B, 119, 6952-6962 .
    View publication on PubMed
Search for more literature for 1.13.11.24

Metals/Ions

Metals/Ions Comment Organism Structure
Cu2+ the enzyme has a mononuclear type 2 copper center, steric effects of the protein environment contribute to maintain the orientation of the substrate dissociated from the copper center. A prior rearrangement of the Cu2+-alkylperoxo complex and a subsequent hydrogen bond switching assisted by the movement of Glu73 can facilitate formation of an endoperoxide intermediate selectively 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
-
-
-

Reaction

Reaction Comment Organism Reaction ID
quercetin + O2 = 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+ reaction mechanism, overview. Quantum mechanics/molecular mechanics (QM/MM) and QM-only study on the oxidative ring-cleaving reaction of quercetin catalyzed by quercetin 2,4-dioxygenase, i.e. 2,4-QD, which has a mononuclear type 2 copper center and incorporates two oxygen atoms at C2 and C4 positions of the substrate. Dioxygen is more likely to bind to a Cu2+ ion than to a substrate radical, involving the dissociation of the substrate from the copper ion. Then a Cu2+-alkylperoxo complex can be generated. Steric effects of the protein environment contribute to maintain the orientation of the substrate dissociated from the copper center. A prior rearrangement of the Cu2+-alkylperoxo complex and a subsequent hydrogen bond switching assisted by the movement of Glu73 can facilitate formation of an endoperoxide intermediate selectively. Reaction mechanism for endoperoxide formation, overview Aspergillus japonicus
a

Substrates and Products (Substrate)

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

Synonyms

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