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1.14.13.7: phenol 2-monooxygenase (NADPH)

This is an abbreviated version!
For detailed information about phenol 2-monooxygenase (NADPH), go to the full flat file.

Word Map on EC 1.14.13.7

Reaction

phenol
+
NADPH
+
H+
+
O2
=
catechol
+
NADP+
+
H2O

Synonyms

DmpLNO, flavin containing monooxygenase, LmPH, Mph, MphN, multi-component phenol hydroxylase, multicomponent PH, multicomponent phenol hydroxylase, multicomponent phenol hydroxylase alpha subunit, NCgl2588, oxygenase, phenol 2-mono-, PHE, phenol hydroxylase, phenol o-hydroxylase, PHH, phhY, PHIND, PHO, PHR, single-component PH, SPH

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.7 phenol 2-monooxygenase (NADPH)

Substrates Products

Substrates Products on EC 1.14.13.7 - phenol 2-monooxygenase (NADPH)

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,3-dihydroxybenzene + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
50.12% activity compared to phenol
-
-
?
2 2-cresol + NADPH + O2
3-methylcatechol + 4-methylcatechol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
2 2-xylene + 2 NADPH + 2 H+ + 2 O2
2,3-dimethylphenol + 3,4-dimethylphenol + 2 NADP+ + 2 H2O
show the reaction diagram
2 ethynylbenzene + NADPH + 3 O2
2-ethynylphenol + 2-hydroxy-6-oxo-octa-2,4-dien-7-ynoic acid + NADP+ + H2O
show the reaction diagram
2,3,4-trifluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,3,5,6-tetrafluorophenol + O2 + NADPH
3,4,6-trifluoro-2-benzoquinone + NADP+ + F-
show the reaction diagram
-
-
-
?
2,3,5,6-tetrafluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,3,5-trifluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,3,6-trifluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,3-difluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,4-dichlorophenol + NADPH + H+ + O2
2,4-dichlorocatechol + NADP+ + H2O
show the reaction diagram
2,4-difluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,5-difluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2,6-difluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2-amino-3-methylphenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2-aminophenol + NADPH + H+ + O2
2-aminocatechol + NADP+ + H2O
show the reaction diagram
2-aminophenol + O2 + NADPH
?
show the reaction diagram
2-chlorophenol + NADPH + H+ + O2
2-chlorocatechol + NADP+ + H2O
show the reaction diagram
2-chlorophenol + O2 + NADPH
?
show the reaction diagram
2-cresol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
2-ethylphenol + NADPH + O2
3-ethyl-benzene-1,2-diol + NADP+ + H2O
show the reaction diagram
2-fluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
2-hydroxybenzoic acid + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
15.97% activity compared to phenol
-
-
?
2-hydroxyphenol + NADPH + H+ + O2
?
show the reaction diagram
2-methyl-phenol + O2 + NADPH
?
show the reaction diagram
2-methylindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
2-naphthol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
9.75% activity compared to phenol
-
-
?
2-nitrophenol + NADPH + H+ + O2
?
show the reaction diagram
3 toluene + 3 NADPH + 3 H+ + 3 O2
2-cresol + 3-cresol + 4-cresol + 3 NADP+ + 3 H2O
show the reaction diagram
3,4,5-trifluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
3,4-difluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
3,4-dimethylphenol + NADH + H+ + O2
1,2-dihydroxy-3,4-dimethylbenzene + NAD+ + H2O
show the reaction diagram
3,4-dimethylphenol + NADPH + O2
?
show the reaction diagram
3,5-difluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
3-aminophenol + NADPH + H+ + O2
3-aminocatechol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
3-aminophenol + O2 + NADPH
?
show the reaction diagram
3-chloro-4-fluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
3-chlorophenol + NADH + H+ + O2
4-chlorocatechol + NAD+ + H2O
show the reaction diagram
3-chlorophenol + O2 + NADPH
?
show the reaction diagram
3-cresol + NADPH + H+ + O2
3-methylcatechol + NADP+ + H2O
show the reaction diagram
3-cresol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
3-cresol + NADPH + O2
3-methylcatechol + 4-methylcatechol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
3-cyanoindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL28
-
-
?
3-ethylphenol + NADH + H+ + O2
4-ethylcatechol + NAD+ + H2O
show the reaction diagram
3-fluorophenol + O2 + NADPH
?
show the reaction diagram
3-hydroxybenzaldehyde + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
3-hydroxybenzoic acid + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
18.53% activity compared to phenol
-
-
?
3-hydroxyphenol + NADPH + H+ + O2
?
show the reaction diagram
3-hydroxyphenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
3-methylphenol + O2 + NADPH
?
show the reaction diagram
3-nitrophenol + NADPH + H+ + O2
?
show the reaction diagram
-
about 45% of the activity with phenol
-
-
?
4-aminophenol + O2 + NADPH
?
show the reaction diagram
4-bromophenol + NADPH + H+ + O2
4-bromocatechol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-chloro-3-fluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
4-chlorocatechol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
4-chlorophenol + NADH + H+ + O2
1,2-dihydroxy-4-methylbenzene + NAD+ + H2O
show the reaction diagram
4-chlorophenol + NADH + H+ + O2
4-chlorocatechol + NAD+ + H2O
show the reaction diagram
4-chlorophenol + NADPH + H+ + O2
4-chlorocatechol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-chlorophenol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
28.6% activity compared to phenol
-
-
?
4-chlorophenol + O2 + NADPH
?
show the reaction diagram
4-cresol + NADPH + H+ + O2
4-methylcatechol + NADP+ + H2O
show the reaction diagram
4-cresol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-cresol + NADPH + O2
4-methylcatechol + NADP+ + H2O
show the reaction diagram
-
best substrate
-
-
?
4-ethylphenol + NADH + H+ + O2
4-ethylcatechol + NAD+ + H2O
show the reaction diagram
4-fluorophenol + NADH + H+ + O2
1,2-dihydroxy-4-fluorobenzene + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
4-fluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
4-hydroxybenzaldehyde + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-hydroxybenzoate + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-hydroxybenzoic acid + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
14.88% activity compared to phenol
-
-
?
4-hydroxyindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
4-hydroxyphenol + NADPH + H+ + O2
?
show the reaction diagram
-
about 120% of the activity with phenol
-
-
?
4-hydroxyphenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
4-methoxyindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL28
-
-
?
4-methyl-phenol + O2 + NADPH
?
show the reaction diagram
4-methylindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL28
-
-
?
4-methylphenol + NADH + H+ + O2
1,2-dihydroxy-4-methylbenzene + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
4-nitrophenol + NADPH + H+ + O2
4-nitrocatechol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-nitrophenol + NADPH + H+ + O2
?
show the reaction diagram
-
about 50% of the activity with phenol
-
-
?
4-propylphenol + NADH + H+ + O2
4-propylcatechol + NAD+ + H2O
show the reaction diagram
5-aminoindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
5-fluoroindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL33
-
-
?
5-hydroxyindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
5-methoxyindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
5-methylindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL33
-
-
?
6-chloroindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL33
-
-
?
6-methoxyindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
6-methylindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL33
-
-
?
7-chloroindole + NADPH + O2
?
show the reaction diagram
-
substrate only of strain KL33
-
-
?
7-methylindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
benzene + NADPH + H+ + O2
phenol + NADP+
show the reaction diagram
-
-
-
-
?
benzene + NADPH + O2
?
show the reaction diagram
-
26% of the activity with phenol
-
-
?
benzene + NADPH + O2 + H+
phenol + NADP+ + H2O
show the reaction diagram
catechol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
catechol + O2 + NADPH
?
show the reaction diagram
dibenzofuran + NADPH + H+ + O2
1,2-dihydroxydibenzofuran + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
hydroquinone + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
48.25% activity compared to phenol
-
-
?
indole + NADPH + O2
7-hydroxyindole + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
m-chlorophenol + NADPH + O2
4-chloro-benzene-1,2-diol + NADP+ + H2O
show the reaction diagram
-
18% of the activity with phenol
-
-
?
m-cresol + NADH + H+ + O2
4-methylcatechol + NAD+ + H2O
show the reaction diagram
m-cresol + NADPH + H+ + O2
3-methylcatechol + 4-methylcatechol + NADP+
show the reaction diagram
-
-
95% 3-methylcatechol, 5% 4-methylcatechol
-
?
m-cresol + NADPH + O2
?
show the reaction diagram
-
114% of the activity with phenol
-
-
?
metol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
o-chlorophenol + NADPH + O2
3-chloro-benzene-1,2-diol + NADP+ + H2O
show the reaction diagram
-
20% of the activity with phenol
-
-
?
o-cresol + NADH + H+ + O2
3-methylcatechol + NAD+ + H2O
show the reaction diagram
o-cresol + NADPH + O2
3-methylcatechol + NADP+ + H2O
show the reaction diagram
-
37% of the activity with phenol, measured as substrate-dependent oxygen uptake rate by derivatives of Pseudomonas aeruginosa PAO1c carrying the enzyme genes after induction with phenol
-
-
?
orcinol + NADPH + O2
?
show the reaction diagram
-
46% of the activity with phenol
-
-
?
orcinol + O2 + NADPH
?
show the reaction diagram
oxindole + NADPH + O2
?
show the reaction diagram
-
-
-
-
?
p-chlorophenol + NADPH + O2
?
show the reaction diagram
-
84% of the activity with phenol
-
-
?
p-cresol + NADH + H+ + O2
4-methylcatechol + NAD+ + H2O
show the reaction diagram
p-cresol + NADPH + O2
4-methylcatechol + NADP+ + H2O
show the reaction diagram
-
114% of the activity with phenol
-
-
?
pentafluorophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
phenol + NAD(P)H + H+ + O2
catechol + NAD(P)+ + H2O
show the reaction diagram
phenol + NADH + H+ + O2
catechol + NAD+ + H2O
show the reaction diagram
phenol + NADPH + H+ + O2
catechol + NADP+
show the reaction diagram
-
-
-
-
?
phenol + NADPH + H+ + O2
catechol + NADP+ + H2O
show the reaction diagram
phenol + NADPH + O2
?
show the reaction diagram
-
enzyme of phenol degradation pathway
-
-
?
phenol + NADPH + O2
catechol + NADP+ + H2O
show the reaction diagram
phenol + O2
?
show the reaction diagram
phloroglucinol + O2 + NADPH
?
show the reaction diagram
quinol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
quinol + NADPH + O2
?
show the reaction diagram
-
63% of the activity with phenol
-
-
?
quinol + O2 + NADPH
1,2,4-trihydroxybenzene + NADP+ + H2O
show the reaction diagram
resorcinol + NADPH + H+ + O2
? + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
resorcinol + NADPH + O2
?
show the reaction diagram
thiophenol + O2 + NADPH
?
show the reaction diagram
-
-
-
-
?
toluene + NADPH + H+ + O2
o-cresol + m-cresol + p-cresol + NADP+
show the reaction diagram
-
-
48% o-cresol, 11% m-cresol, 41% p-cresol
-
?
toluene + NADPH + O2
?
show the reaction diagram
-
28% of the activity with phenol
-
-
?
various phenolic substrates + NADPH + H+ + O2
?
show the reaction diagram
-
-
-
-
?
additional information
?
-