1.13.11.66: hydroquinone 1,2-dioxygenase
This is an abbreviated version!
For detailed information about hydroquinone 1,2-dioxygenase, go to the full flat file.
Word Map on EC 1.13.11.66
-
1.13.11.66
-
semialdehyde
-
sphingomonas
-
para-nitrophenol
-
4-monooxygenase
-
methylhydroquinone
-
fission
-
maleylacetate
-
heterotetramer
-
monooxygenation
-
catecholic
-
alkylphenols
-
p-benzoquinone
-
burkholderia
-
wastewater
-
chlorohydroquinone
-
fluorescens
-
1,4-benzoquinone
-
4-hydroxybenzoate
-
sludge
-
ironii
-
sensu
-
cupin
-
2-chloro-4-nitrophenol
- 1.13.11.66
- semialdehyde
- sphingomonas
- para-nitrophenol
-
4-monooxygenase
- methylhydroquinone
-
fission
- maleylacetate
- heterotetramer
-
monooxygenation
-
catecholic
-
alkylphenols
- p-benzoquinone
- burkholderia
-
wastewater
- chlorohydroquinone
- fluorescens
- 1,4-benzoquinone
- 4-hydroxybenzoate
- sludge
-
ironii
-
sensu
-
cupin
- 2-chloro-4-nitrophenol
Reaction
Synonyms
HQDO, hydroquinone 1,2-dioxygenase, hydroquinone dioxygenase, LinE, mnpC, PcpA, PdcDE, PnpC1, PnpC2, PnpCD, ring-cleavage hydroquinone 1,2-dioxygenase, two-subunit hydroquinone 1,2-dioxygenase, type II HQDO, YaiA
ECTree
1.13.11.66 hydroquinone 1,2-dioxygenaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 1.13.11.66 - hydroquinone 1,2-dioxygenase
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
top
SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,6-dibromohydroquinone + O2
2-bromomaleylacetate + Br-
-
-
-
?
2,6-dichloro-p-hydroquinone + O2
2-chloromaleylacetate + Cl-
-
-
-
?
2,6-dichlorohydroquinone + O2
2-chloromaleylacetate + Cl-
complete conversion of substrate
-
-
?
2,6-dichlorohydroquinone + O2
?
-
-
0.5-0.6 equiv. of chloride is released during turnover of substrate
-
?
2,6-dimethylhydroquinone + O2
2-methylmaleylacetone + ?
-
-
-
?
2-chloro-6-methylhydroquinone
?
-
complete conversion of substrate, yields a mixture of 1,2- and 1,6-cleavage products. The two modes of cleavage have different Km values for oxygen, consistent with a mechanism in which the substrate binds in two catalytically productive orientations
-
?
2-methoxyhydroquinone + O2
?
59% of the activity with hydroquinone
-
-
?
2-pentylhydroquinone + O2
?
19% of the activity with hydroquinone
-
-
?
2-propylhydroquinone + O2
?
23% of the activity with hydroquinone
-
-
?
2-tert-butylhydroquinone + O2
?
5% of the activity with hydroquinone
-
-
?
chlorohydroquinone + O2
?
-
70% of the activity with hydroquinone
-
-
?
methoxyhydroquinone + O2
?
-
50% of the activity with hydroquinone
-
-
?
2,3-difluorohydroquinone + O2
?
-
80% of the activity with hydroquinone
-
-
?
2,3-difluorohydroquinone + O2
?
-
80% of the activity with hydroquinone
-
-
?
2,5-difluorohydroquinone + O2
?
-
75% of the activity with hydroquinone
-
-
?
2,5-difluorohydroquinone + O2
?
-
75% of the activity with hydroquinone
-
-
?
2-(1-methyl1-octyl)-hydroquinone + O2
?
less than 2% of the activity with hydroquinone
-
-
?
2-(1-methyl1-octyl)-hydroquinone + O2
?
less than 2% of the activity with hydroquinone
-
-
?
2-chlorohydroquinone + O2
?
-
ring cleavage product is an acylchloride, which reacts with water to give maleylacetate
-
?
2-chlorohydroquinone + O2
?
29% of the activity with hydroquinone
-
-
?
2-chlorohydroquinone + O2
?
29% of the activity with hydroquinone
-
-
?
2-ethylhydroquinone + O2
?
83% of the activity with hydroquinone
-
-
?
2-ethylhydroquinone + O2
?
83% of the activity with hydroquinone
-
-
?
2-hexylhydroquinone + O2
?
less than 2% of the activity with hydroquinone
-
-
?
2-hexylhydroquinone + O2
?
less than 2% of the activity with hydroquinone
-
-
?
2-methylhydroquinone + O2
?
139% of the activity with hydroquinone
-
-
?
3,5-difluorohydroquinone + O2
?
-
90% of the activity with hydroquinone
-
-
?
3,5-difluorohydroquinone + O2
?
-
90% of the activity with hydroquinone
-
-
?
benzene-1,4-diol + O2
(2Z,4E)-4-hydroxy-6-oxohexa-2,4-dienoate
-
-
-
-
?
benzene-1,4-diol + O2
(2Z,4E)-4-hydroxy-6-oxohexa-2,4-dienoate
C1I210; C1I209
-
-
-
?
benzene-1,4-diol + O2
(2Z,4E)-4-hydroxy-6-oxohexa-2,4-dienoate
-
-
-
?
benzene-1,4-diol + O2
(2Z,4E)-4-hydroxy-6-oxohexa-2,4-dienoate
-
-
-
?
bromohydroquinone + O2
?
-
30% of the activity with hydroquinone
-
-
?
bromohydroquinone + O2
?
-
30% of the activity with hydroquinone
-
-
?
hydroquinone + O2
4-hydroxymuconic acid semialdehyde
-
-
-
?
hydroquinone + O2
4-hydroxymuconic acid semialdehyde
consumption of an equimolar amount of molecular oxygen
-
-
?
hydroquinone + O2
gamma-hydroxymuconic acid semialdehyde
-
-
-
?
hydroquinone + O2
gamma-hydroxymuconic acid semialdehyde
-
-
-
?
methylhydroquinone + O2
?
-
120% of the activity with hydroquinone
-
-
?
methylhydroquinone + O2
?
substrate binding structure, overview
-
-
?
methylhydroquinone + O2
?
substrate binding structure, overview
-
-
?
additional information
?
-
-
no substrate: hydroxyquinol, catechol, 2-aminophenol,4-aminophenol, protocatechuate, and gentisate
-
-
?
additional information
?
-
-
no substrate: hydroxyquinol, catechol, 2-aminophenol,4-aminophenol, protocatechuate, and gentisate
-
-
?
additional information
?
-
-
YaiA is a hydroquinone dioxygenase that converts hydroquinone putatively to 4-hydroxymuconic semialdehyde in an oxygen-consuming reaction. Hydroquinone and methylhydroquinone are both substrates of YaiA
-
-
?
additional information
?
-
-
2-methylhydroquinone is a slightly better substrate than unsubstituted hydroquinone
-
-
?
additional information
?
-
-
YaiA is a hydroquinone dioxygenase that converts hydroquinone putatively to 4-hydroxymuconic semialdehyde in an oxygen-consuming reaction. Hydroquinone and methylhydroquinone are both substrates of YaiA
-
-
?
additional information
?
-
-
2-methylhydroquinone is a slightly better substrate than unsubstituted hydroquinone
-
-
?
additional information
?
-
-
no substrate: tetrafluorohydroquinone, 1,2,4-trihydroxybenzene, gentisate, catechol, resorcinol, pyrogallol, and phenol
-
-
?
additional information
?
-
-
no substrate: tetrafluorohydroquinone, 1,2,4-trihydroxybenzene, gentisate, catechol, resorcinol, pyrogallol, and phenol
-
-
?
additional information
?
-
exhibits a high degree of substrate specificity for 2,6-disubstituted hydroquinones, with halogens greatly preferred at those positions. The asymmetric substrate 2-chloro-6-methylhydroquinone yields a mixture of 87% 1,2-cleavage and 13% 1,6-cleavage products with different Km values for oxygen, consistent with a mechanism in which the substrate binds in two catalytically productive orientations. Monosubstituted hydroquinones show a limited amount of ring cleavage but rapidly inactivate the enzyme in an O2-dependent fashion, suggesting that oxidation of the Fe(II) may be the cause
-
-
?
additional information
?
-
no substrates: 2,5-dichloro-p-hydroquinone, 6-chlorohydroxyquinol, hydroxyquinol, 2-chloro-p-hydroquinone, catechol, and 4-fluorocatechol
-
-
?
additional information
?
-
enzyme cleaves aromatic rings with two hydroxyl groups ar para positions preferably. No substrate: catechol
-
-
?
additional information
?
-
enzyme catalyzes the ring fission of hydroquinone to 4-hydroxymuconic semialdehyde and the degradation of chlorinated and several alkylated hydroquinones
-
-
?
additional information
?
-
enzyme catalyzes the ring fission of hydroquinone to 4-hydroxymuconic semialdehyde and the degradation of chlorinated and several alkylated hydroquinones
-
-
?
additional information
?
-
-
enzyme catalyzes the ring fission of hydroquinone to 4-hydroxymuconic semialdehyde and the degradation of chlorinated and several alkylated hydroquinones
-
-
?
additional information
?
-
hydroquinone 1,2-dioxygenase, a Fe(II) ring cleaving dioxygenase from Sphingomonas sp. strain TTNP3, oxidizes a wide range of hydroquinones to the corresponding 4-hydroxymuconic semialdehydes
-
-
?
additional information
?
-
-
hydroquinone 1,2-dioxygenase, a Fe(II) ring cleaving dioxygenase from Sphingomonas sp. strain TTNP3, oxidizes a wide range of hydroquinones to the corresponding 4-hydroxymuconic semialdehydes
-
-
?
additional information
?
-
enzyme catalyzes the ring fission of hydroquinone to 4-hydroxymuconic semialdehyde and the degradation of chlorinated and several alkylated hydroquinones
-
-
?
additional information
?
-
enzyme catalyzes the ring fission of hydroquinone to 4-hydroxymuconic semialdehyde and the degradation of chlorinated and several alkylated hydroquinones
-
-
?
additional information
?
-
hydroquinone 1,2-dioxygenase, a Fe(II) ring cleaving dioxygenase from Sphingomonas sp. strain TTNP3, oxidizes a wide range of hydroquinones to the corresponding 4-hydroxymuconic semialdehydes
-
-
?
