Any feedback?
Information on EC 1.17.9.1 - 4-methylphenol dehydrogenase (hydroxylating)
for references in articles please use BRENDA:EC1.17.9.1Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
1.17.9.1 4-methylphenol dehydrogenase (hydroxylating)IUBMB Comments
This bacterial enzyme contains a flavin (FAD) subunit and a cytochrome c subunit. The flavin subunit abstracts two hydrogen atoms from the substrate, forming a quinone methide intermediate, then hydrates the latter at the benzylic carbon with a hydroxyl group derived from water. The protons are lost to the bulk solvent, while the electrons are passed to the heme on the cytochrome subunit, and from there to azurin, a small copper-binding protein that is co-localized with the enzyme in the periplasm. The first hydroxylation forms 4-hydroxybenzyl alcohol; a second hydroxylation converts this into 4-hydroxybenzaldehyde.
Specify your search results
Word Map
- 1.17.9.1
- putida
-
flavocytochrome
- flavoproteins
- flavin
- p-hydroxybenzaldehyde
-
p-hydroxybenzyl
- azurins
-
vanillyl
-
n.c.i.b
- mendocina
-
ncimb
-
geobacter
-
flavinylation
- metallireducens
-
mcintire
-
alpha2beta2
- 4-ethylphenol
- analysis
The enzyme appears in viruses and cellular organisms
Reaction Schemes
+
4
oxidized azurin
+
=
+
4
+
4
Synonyms
p-cresol methylhydroxylase, p-cresol methylhydroxylase a, para-cresol methylhydroxylase, 
more
topPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
EC 1.17.99.1
-
-
formerly
-
p-cresol methylhydroxylase
p-cresol methylhydroxylase A
p-cresol methylhydroxylase B
p-cresol-(acceptor) oxidoreductase (hydroxylating)
-
-
-
-
p-cresolmethylhydroxylase
pchC
pchF
PCMH
additional information
-
consists of a c-type cytochrome subunit PchC and two flavoprotein subunits PchF
p-cresol methylhydroxylase
-
-
-
-
p-cresol methylhydroxylase A
-
2 enzyme forms with various MW and Km are formed during growth on 3,5-xylenol - hydroxylase A - and 4-cresol - hydroxylase B
p-cresol methylhydroxylase A
-
2 enzyme forms with various MW and Km are formed during growth on 3,5-xylenol - hydroxylase A - and 4-cresol - hydroxylase B
-
p-cresol methylhydroxylase B
-
2 enzyme forms with various MW and Km are formed during growth on 3,5-xylenol - formation of hydroxylase A - and on 4-cresol - formation of hydroxylase B
p-cresol methylhydroxylase B
-
2 enzyme forms with various MW and Km are formed during growth on 3,5-xylenol - formation of hydroxylase A - and on 4-cresol - formation of hydroxylase B
-
PCMH
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
4-hydroxybenzyl alcohol + 2 oxidized azurin = 4-hydroxybenzaldehyde + 2 reduced azurin + 2 H+
(1b)
-
-
-
4-methylphenol + 2 oxidized azurin + H2O = 4-hydroxybenzyl alcohol + 2 reduced azurin + 2 H+
(1a)
-
-
-
4-methylphenol + 4 oxidized azurin + H2O = 4-hydroxybenzaldehyde + 4 reduced azurin + 4 H+
4-methylphenol + 4 oxidized azurin + H2O = 4-hydroxybenzaldehyde + 4 reduced azurin + 4 H+
mechanism
-
4-methylphenol + 4 oxidized azurin + H2O = 4-hydroxybenzaldehyde + 4 reduced azurin + 4 H+
mechanism
-
-
4-methylphenol + 4 oxidized azurin + H2O = 4-hydroxybenzaldehyde + 4 reduced azurin + 4 H+
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PATHWAY SOURCE
PATHWAYS
BRENDA
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYSTEMATIC NAME
IUBMB Comments
4-methylphenol:oxidized azurin oxidoreductase (methyl-hydroxylating)
This bacterial enzyme contains a flavin (FAD) subunit and a cytochrome c subunit. The flavin subunit abstracts two hydrogen atoms from the substrate, forming a quinone methide intermediate, then hydrates the latter at the benzylic carbon with a hydroxyl group derived from water. The protons are lost to the bulk solvent, while the electrons are passed to the heme on the cytochrome subunit, and from there to azurin, a small copper-binding protein that is co-localized with the enzyme in the periplasm. The first hydroxylation forms 4-hydroxybenzyl alcohol; a second hydroxylation converts this into 4-hydroxybenzaldehyde.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CAS REGISTRY NUMBER
COMMENTARY
66772-07-4
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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
2,4-xylenol + phenazine methosulfate + H2O
4-hydroxy-3-methylbenzaldehyde + reduced phenazine methosulfate + H+
2-bromo-4-methylphenol + acceptor + H2O
3-bromo-4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
2-methoxy-4-methylphenol + acceptor + H2O
3-methoxy-4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
3-fluoro-4-methylphenol + acceptor + H2O
2-fluoro-4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-cresol + 2 acceptor + H2O
4-hydroxybenzaldehyde + 2 reduced acceptor
-
PCMH catalyzes both the hydroxylation of 4-cresol to 4-hydroxybenzyl alcohol and the subsequent oxidation of the latter to 4-hydroxybenzaldehyde in the presence of artificial electron acceptors, the in vivo function of PCMH is to oxidize both 4-cresol and 4-hydroxybenzyl alcohol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzyl alcohol + reduced acceptor
-
the obligately anaerobic Geobacter metallireducens uses the 4-cresol degradation pathway of denitrifying bacteria, PCMH catalyzes both 4-cresol hydroxylation and 4-hydroxybenzyl alcohol oxidation to the corresponding aldehyde, unusually it is located in the membrane fraction
-
-
?
4-cresol + Fe3+ + H2O
4-hydroxybenzaldehyde + Fe2+
-
PCMH catalyzes both the hydroxylation of 4-cresol to 4-hydroxybenzyl alcohol and the subsequent oxidation of the latter to 4-hydroxybenzaldehyde in the presence of artificial electron acceptors
-
-
?
4-cresol + ferricenium + H2O
4-hydroxybenzyl alcohol + ferrocenium
-
PCMH catalyzes both p-cresol hydroxylation and p-hydroxybenzyl alcohol oxidation and uses NAD+, NADP+, ferricenium, or phenazine methosulfate as electron acceptors
-
-
?
4-cresol + NAD(P)+ + H2O
4-hydroxybenzyl alcohol + NAD(P)H
-
PCMH catalyzes both p-cresol hydroxylation and p-hydroxybenzyl alcohol oxidation and uses NAD+, NADP+, ferricenium, or phenazine methosulfate as electron acceptors
-
-
?
4-cresol + nitrate + H2O
4-hydroxybenzaldehyde + ?
denitrifying bacterium
-
nitrate is the natural terminal electron acceptor
-
-
?
4-cresol + phenazine methosulfate + H2O
4-hydroxybenzyl alcohol + reduced phenazine methosulfate
4-hydroxybenzyl alcohol + Fe3+ + H2O
4-hydroxybenzaldehyde + Fe2+
-
PCMH catalyzes both the hydroxylation of 4-cresol to 4-hydroxybenzyl alcohol and the subsequent oxidation of the latter to 4-hydroxybenzaldehyde in the presence of artificial electron acceptors
-
-
?
4-methyl-3-nitrophenol + acceptor + H2O
2-nitro-4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-methylphenol + phenazine methosulfate + H2O
4-hydroxybenzaldehyde + reduced phenazine methosulfate + H+
2,4-xylenol + acceptor + H2O
3-methyl-4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium
-
i.e. 2,4-dimethylphenol
-
-
?
2,4-xylenol + acceptor + H2O
3-methyl-4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
2,4-xylenol + acceptor + H2O
3-methyl-4-hydroxybenzaldehyde + reduced acceptor
-
i.e. 2,4-dimethylphenol
-
-
?
2,4-xylenol + acceptor + H2O
4-hydroxy-3-methylbenzaldehyde + reduced acceptor
-
-
-
-
?
2,4-xylenol + acceptor + H2O
4-hydroxy-3-methylbenzaldehyde + reduced acceptor
-
-
-
-
?
2,4-xylenol + phenazine methosulfate + H2O
4-hydroxy-3-methylbenzaldehyde + reduced phenazine methosulfate + H+
-
-
-
-
?
2,4-xylenol + phenazine methosulfate + H2O
4-hydroxy-3-methylbenzaldehyde + reduced phenazine methosulfate + H+
-
-
-
-
?
3,4-dimethylphenol + acceptor + H2O
2-methyl-4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium
-
-
-
-
?
3,4-dimethylphenol + acceptor + H2O
2-methyl-4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium
-
acceptor: nitrate
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium
-
acceptor: 2,6-dichlorophenol-indophenol
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium PC-07
-
acceptor: nitrate
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium PC-07
-
acceptor: 2,6-dichlorophenol-indophenol
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
acceptor: phenazine methosulfate
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
acceptor: phenazine methosulfate
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
no activity with 2,6-dichlorophenol-indophenol as acceptor
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
4-hydroxybenzyl alcohol is an enzyme-free intermediate
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
no activity with O2, K3Fe(CN)6 or methylene blue
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
acceptor: azurin
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
acceptor: azurin
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
acceptor: 2,6-dichlorophenol-indophenol
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
the enzyme catalyzes both 4-cresol hydroxylation and further oxidation of the product, 4-hydroxybenzyl alcohol to 4-hydroxybenzaldehyde
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
the enzyme catalyzes both 4-cresol hydroxylation and further oxidation of the product, 4-hydroxybenzyl alcohol to 4-hydroxybenzaldehyde
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
the enzyme catalyzes both 4-cresol hydroxylation and further oxidation of the product, 4-hydroxybenzyl alcohol to 4-hydroxybenzaldehyde
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
the enzyme catalyzes both 4-cresol hydroxylation and further oxidation of the product, 4-hydroxybenzyl alcohol to 4-hydroxybenzaldehyde
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
the enzyme catalyzes both 4-cresol hydroxylation and further oxidation of the product, 4-hydroxybenzyl alcohol to 4-hydroxybenzaldehyde
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
the enzyme catalyzes both 4-cresol hydroxylation and further oxidation of the product, 4-hydroxybenzyl alcohol to 4-hydroxybenzaldehyde
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
degradation of the toxic p-cresol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
via intermediate 4-hydroxybenzylalcohol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
via intermediate 4-hydroxybenzylalcohol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
via intermediate 4-hydroxybenzylalcohol, degradation of toxic 4-cresol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
acceptor: azurin
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
via intermediate 4-hydroxybenzylalcohol
-
-
?
4-cresol + azurin + H2O
4-hydroxybenzaldehyde + reduced azurin
-
azurin is the physiological acceptor
-
-
?
4-cresol + azurin + H2O
4-hydroxybenzaldehyde + reduced azurin
-
azurin is the physiological acceptor
-
-
?
4-cresol + phenazine methosulfate + H2O
4-hydroxybenzyl alcohol + reduced phenazine methosulfate
-
PCMH catalyzes both p-cresol hydroxylation and p-hydroxybenzyl alcohol oxidation and uses NAD+, NADP+, ferricenium, or phenazine methosulfate as electron acceptors
-
-
?
4-cresol + phenazine methosulfate + H2O
4-hydroxybenzyl alcohol + reduced phenazine methosulfate
-
-
-
-
?
4-ethylphenol + acceptor + H2O
1-(4'-hydroxyphenyl)ethanol + reduced acceptor
denitrifying bacterium
-
-
-
-
?
4-ethylphenol + acceptor + H2O
1-(4'-hydroxyphenyl)ethanol + reduced acceptor
denitrifying bacterium PC-07
-
-
-
-
?
4-ethylphenol + acceptor + H2O
1-(4'-hydroxyphenyl)ethanol + reduced acceptor
-
-
-
-
?
4-ethylphenol + acceptor + H2O
1-(4'-hydroxyphenyl)ethanol + reduced acceptor
-
stereochemistry
65-70% of the (S)-(-)-isomer
?
4-ethylphenol + acceptor + H2O
1-(4'-hydroxyphenyl)ethanol + reduced acceptor
-
-
-
-
?
4-hydroxybenzyl alcohol + acceptor
4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium
-
-
-
-
?
4-hydroxybenzyl alcohol + acceptor
4-hydroxybenzaldehyde + reduced acceptor
denitrifying bacterium PC-07
-
-
-
-
?
4-hydroxybenzyl alcohol + acceptor
4-hydroxybenzaldehyde + reduced acceptor
-
PCMH catalyzes both the hydroxylation of 4-cresol to 4-hydroxybenzyl alcohol and the subsequent oxidation of the latter to 4-hydroxybenzaldehyde in the presence of artificial electron acceptors, the in vivo function of PCMH is to oxidize both 4-cresol and 4-hydroxybenzyl alcohol
-
-
?
4-hydroxybenzyl alcohol + acceptor
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-hydroxybenzyl alcohol + acceptor
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-methylcatechol + acceptor + H2O
3,4-dihydroxybenzaldehyde + reduced acceptor
denitrifying bacterium
-
-
-
-
?
4-methylcatechol + acceptor + H2O
3,4-dihydroxybenzaldehyde + reduced acceptor
-
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor + H+
-
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor + H+
-
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor + H+
-
-
-
-
?
4-methylphenol + phenazine methosulfate + H2O
4-hydroxybenzaldehyde + reduced phenazine methosulfate + H+
-
-
-
-
?
4-methylphenol + phenazine methosulfate + H2O
4-hydroxybenzaldehyde + reduced phenazine methosulfate + H+
-
-
-
-
?
additional information
?
-
denitrifying bacterium
-
enzyme requires an alkyl-substituted ring with a hydroxyl group in the para position
-
-
?
additional information
?
-
denitrifying bacterium PC-07
-
enzyme requires an alkyl-substituted ring with a hydroxyl group in the para position
-
-
?
additional information
?
-
-
pathways of 4-cresol metabolism to benzoyl-CoA in anaerobic bacteria, detailed overview
-
-
?
additional information
?
-
-
an unusual asymmetric architecture, with an unique alphaalpha'beta2 subunit composition, and the membrane association of PCMH might be important for alternative electron transfer routes to either cytochrome c, in the case of 4-cresol oxidation, or to menaquinone, in the case of 4-hydroxybenzyl alcohol oxidation, overview, no activity with 4-hydroxybenzoate, benzoate, and acetate
-
-
?
additional information
?
-
-
no activity with 2,3-xylenol and 2,5-xylenol
-
-
?
additional information
?
-
-
no activity with 4-methyl-2-nitrophenol, 2,4,5-trimethylphenol, 2-chloro-4,5-dimethylphenol, 2,4,6-trimethylphenol, 2,6-dibromo-4-methylphenol, L-tyrosine, 4-hydroxybenzaldehyde 3-cresol
-
-
?
additional information
?
-
-
hydroxylase A is plasmid encoded and is produced constitutively, as long as the plasmid is maintained by growth on 3,5-xylenol. Hydroxylase B is induced by growth on 4-cresol
-
-
?
additional information
?
-
-
no activity with 2,3-xylenol and 2,5-xylenol
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL 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
4-cresol + 2 acceptor + H2O
4-hydroxybenzaldehyde + 2 reduced acceptor
-
PCMH catalyzes both the hydroxylation of 4-cresol to 4-hydroxybenzyl alcohol and the subsequent oxidation of the latter to 4-hydroxybenzaldehyde in the presence of artificial electron acceptors, the in vivo function of PCMH is to oxidize both 4-cresol and 4-hydroxybenzyl alcohol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzyl alcohol + reduced acceptor
-
the obligately anaerobic Geobacter metallireducens uses the 4-cresol degradation pathway of denitrifying bacteria, PCMH catalyzes both 4-cresol hydroxylation and 4-hydroxybenzyl alcohol oxidation to the corresponding aldehyde, unusually it is located in the membrane fraction
-
-
?
4-cresol + nitrate + H2O
4-hydroxybenzaldehyde + ?
denitrifying bacterium
-
nitrate is the natural terminal electron acceptor
-
-
?
4-hydroxybenzyl alcohol + acceptor
4-hydroxybenzaldehyde + reduced acceptor
-
PCMH catalyzes both the hydroxylation of 4-cresol to 4-hydroxybenzyl alcohol and the subsequent oxidation of the latter to 4-hydroxybenzaldehyde in the presence of artificial electron acceptors, the in vivo function of PCMH is to oxidize both 4-cresol and 4-hydroxybenzyl alcohol
-
-
?
2,4-xylenol + acceptor + H2O
4-hydroxy-3-methylbenzaldehyde + reduced acceptor
-
-
-
-
?
2,4-xylenol + acceptor + H2O
4-hydroxy-3-methylbenzaldehyde + reduced acceptor
-
-
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
degradation of the toxic p-cresol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
via intermediate 4-hydroxybenzylalcohol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
via intermediate 4-hydroxybenzylalcohol, degradation of toxic 4-cresol
-
-
?
4-cresol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
via intermediate 4-hydroxybenzylalcohol
-
-
?
4-cresol + azurin + H2O
4-hydroxybenzaldehyde + reduced azurin
-
azurin is the physiological acceptor
-
-
?
4-cresol + azurin + H2O
4-hydroxybenzaldehyde + reduced azurin
-
azurin is the physiological acceptor
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor + H+
-
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor + H+
-
-
-
-
?
4-methylphenol + acceptor + H2O
4-hydroxybenzaldehyde + reduced acceptor + H+
-
-
-
-
?
additional information
?
-
-
pathways of 4-cresol metabolism to benzoyl-CoA in anaerobic bacteria, detailed overview
-
-
?
additional information
?
-
-
hydroxylase A is plasmid encoded and is produced constitutively, as long as the plasmid is maintained by growth on 3,5-xylenol. Hydroxylase B is induced by growth on 4-cresol
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
8alpha-O-tyrosyl-FAD
-
the covalently bound flavin is 8alpha-O-tyrosyl-FAD
cytochrome
-
the enzyme complex shows a a unique alphaalpha'beta2 subunit composition, with beta representing a c-type cytochrome
-
heme
-
wild type enzyme and recombinant enzyme contains covalently bound heme
additional information
-
only traces of activity with 6-Br-FAD, iso-FAD, 5-deaza-FAD, 6-amino-FAD, or 6-hydroxy-FAD as cofactor
-
cytochrome c
-
enzyme has 2 subunits, one is a c-cytochrome and the other a flavoprotein
cytochrome c
-
enzyme contains covalently bound flavin and a type c cytochrome
cytochrome c
-
the cytochrome subunit is necessary for covalent FAD attachment to the flavoprotein subunit
cytochrome c
-
electron-transfer properties of the flavin and heme components
FAD
-
enzyme has 2 subunits, one is a c-cytochrome and the other a flavoprotein
FAD
-
FAD is covalently attached to Tyr384. The mutant Y384F of the flavoprotein subunit displays stoichiometric noncovalent FAD binding
FAD
-
wild type enzyme and recombinant enzyme contains covalently bound FAD
FAD
-
FAD is covalently attached to Tyr384 of the alpha subunit. Covalent flavinylation occurs by a self-catalytic mechanism. The cytochrome subunit is necessary for covalent FAD attachment to the flavoprotein subunit
FAD
-
the enzyme complex shows a unique alphaalpha'beta2 subunit composition, with alpha and alpha' representing isoforms of the FAD-containing subunit, one FAD is covalently linked to Tyr394 of the alpha subunit. In contrast, the alpha' subunit does not contain any FAD cofactor and is therefore considered to be catalytically inactive
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Fe2+
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
4-Hydroxybenzyl alcohol
-
mixed-type inhibition of 4-cresol oxidation
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE