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2-amino-4,5-dimethylphenol + O2
?
2-amino-4-chlorophenol + O2
?
2-amino-5-chlorophenol + O2
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
additional information
?
-
2-amino-4,5-dimethylphenol + O2
?
-
1.3% activity compared to 2-aminophenol
-
-
?
2-amino-4,5-dimethylphenol + O2
?
-
1.3% activity compared to 2-aminophenol
-
-
?
2-amino-4-chlorophenol + O2
?
-
15% activity compared to 2-aminophenol
-
-
?
2-amino-4-chlorophenol + O2
?
-
15% activity compared to 2-aminophenol
-
-
?
2-amino-4-chlorophenol + O2
?
-
6.8% activity compared to 2-aminophenol
-
-
?
2-amino-4-chlorophenol + O2
?
-
6.8% activity compared to 2-aminophenol
-
-
?
2-amino-5-chlorophenol + O2
?
68% activity compared to 2-aminophenol
-
-
?
2-amino-5-chlorophenol + O2
?
68% activity compared to 2-aminophenol
-
-
?
2-amino-m-cresol + O2
?
-
1% activity compared to 2-aminophenol
-
-
?
2-amino-m-cresol + O2
?
-
1% activity compared to 2-aminophenol
-
-
?
2-amino-m-cresol + O2
?
-
4.4% activity compared to 2-aminophenol
-
-
?
2-amino-p-cresol + O2
?
-
10% activity compared to 2-aminophenol
-
-
?
2-amino-p-cresol + O2
?
-
10% activity compared to 2-aminophenol
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
100% activity
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
100% activity
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
O34137; O24680
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
100% activity
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
100% activity
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
O34137; O24680
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
100% activity
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
-
-
-
?
2-aminophenol + O2
2-aminomuconate 6-semialdehyde
-
100% activity
-
-
?
6-amino-m-cresol + O2
?
-
25% activity compared to 2-aminophenol
-
-
?
6-amino-m-cresol + O2
?
-
19.1% activity compared to 2-aminophenol
-
-
?
catechol + O2
?
-
13% activity compared to 2-aminophenol
-
-
?
catechol + O2
?
O34137; O24680
suicide substrate of 2-aminophenol 1,6-dioxygenase
-
-
?
catechol + O2
?
-
13% activity compared to 2-aminophenol
-
-
?
catechol + O2
?
O34137; O24680
suicide substrate of 2-aminophenol 1,6-dioxygenase
-
-
?
protocatechuate + O2
?
33% activity compared to 2-aminophenol
-
-
?
protocatechuate + O2
?
33% activity compared to 2-aminophenol
-
-
?
additional information
?
-
5% activity with catechol
-
-
?
additional information
?
-
5% activity with catechol
-
-
?
additional information
?
-
-
3-methylcatechol, 4-methylcatechol, 3-chlorocatechol, 4-chlorocatechol, 1,2,3-trihydroxybenzene, 1,2,4-trihydroxybenzene, 4-aminoresorcinol, 2-amino-p-cresol, 2,3-dihydroxybenzoic acid, protocatechuate, 2-methoxyphenol, 4-amino-3-hydroxybenzoic acid, 3-amino-4-hydroxybenzoic acid, 3-hydroxyanthranilic acid, and 4-amino-m-cresol are no substrates
-
-
?
additional information
?
-
-
ternary iron(II)-2-aminophenolate complexes (TpPh,Me)FeII(2-amino-4-tert-butylphenolate) and (TpPh,Me)FeII(2-amino-4,6-di-tert-butylphenolate) closely mimic the active site structure of the enzyme and at the same time displays C-C cleavage activity
-
-
-
additional information
?
-
-
3-methylcatechol, 4-methylcatechol, 3-chlorocatechol, 4-chlorocatechol, 1,2,3-trihydroxybenzene, 1,2,4-trihydroxybenzene, 4-aminoresorcinol, 2-amino-p-cresol, 2,3-dihydroxybenzoic acid, protocatechuate, 2-methoxyphenol, 4-amino-3-hydroxybenzoic acid, 3-amino-4-hydroxybenzoic acid, 3-hydroxyanthranilic acid, and 4-amino-m-cresol are no substrates
-
-
?
additional information
?
-
-
ternary iron(II)-2-aminophenolate complexes (TpPh,Me)FeII(2-amino-4-tert-butylphenolate) and (TpPh,Me)FeII(2-amino-4,6-di-tert-butylphenolate) closely mimic the active site structure of the enzyme and at the same time displays C-C cleavage activity
-
-
-
additional information
?
-
-
no activity with phenol, o-, m-, or p-cresol, aniline, o-, m-, or p-aminobenzoic acid, o-, m-, or p-phenylenediamine, protocatechuic acid, 2,3-dihydroxybenzoic acid, 3-aminophenol, 4-aminophenol, 2-amino-4-isopropylphenol, 2-amino-tert-butylphenol, 3-aminophenazin-2-ol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 3-amino-4-hydroxybenzoic acid, or 4-amino-3-hydroxybenzoic acid, amidol and 3-hydroxyanthralinic acid
-
-
?
additional information
?
-
-
no activity with phenol, o-, m-, or p-cresol, aniline, o-, m-, or p-aminobenzoic acid, o-, m-, or p-phenylenediamine, protocatechuic acid, 2,3-dihydroxybenzoic acid, 3-aminophenol, 4-aminophenol, 2-amino-4-isopropylphenol, 2-amino-tert-butylphenol, 3-aminophenazin-2-ol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 3-amino-4-hydroxybenzoic acid, or 4-amino-3-hydroxybenzoic acid, amidol and 3-hydroxyanthralinic acid
-
-
?
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1,2,3-trihydroxybenzene
-
complete inhibition at 0.05 mM
2,3-Dihydroxybenzoic acid
-
20% inhibition at 0.05 mM
2-amino-p-cresol
-
90% inhibition at 0.05 mM
2-methoxyphenol
-
30% inhibition at 0.05 mM
3-Amino-4-hydroxybenzoic acid
-
20% inhibition at 0.05 mM
3-fluorocatechol
-
noncompetitive inhibition
3-hydroxyanthranilic acid
-
20% inhibition at 0.05 mM
4-amino-3-hydroxybenzoic acid
-
30% inhibition at 0.05 mM
4-amino-m-cresol
-
10% inhibition at 0.05 mM
5,5'-dithiobis-(2-nitrobenzoic acid)
-
complete inhibition at 0.5 mM
AgNO3
-
6% residual activity at 0.5 mM
Cu2+
2.9% residual activity at 2 mM
CuSO4
-
complete inhibition at 0.1 mM
Fe2+
57.4% residual activity at 2 mM
FeCl3
-
complete inhibition at 0.5 mM
FeSO4(NH4)2SO4
-
78% residual activity at 0.5 mM
HgCl2
-
12% residual activity at 0.5 mM
iodoacetate
-
40% residual activity at 0.5 mM
MgSO4
-
79% residual activity at 0.5 mM
MnCl2
-
53% residual activity at 0.5 mM
Mo2+
-
96% residual activity at 2 mM
N-ethylmaleimide
-
83% residual activity at 0.5 mM
NaN3
-
complete inhibition at 0.5 mM
nitrilotriacetic acid
-
86% residual activity at 2 mM
p-chloromercuribenzoic acid
-
65% residual activity at 0.5 mM
protocatechuate
-
20% inhibition at 0.05 mM
pyrogallol
-
noncompetitive inhibition
Tiron
-
complete inhibition at 0.5 mM
additional information
-
not inhibited by FeSO4
-
1,2,4-Trihydroxybenzene
-
complete inhibition at 0.05 mM
1,2,4-Trihydroxybenzene
-
noncompetitive inhibition
2,2'-dipyridyl
-
complete inhibition at 2 mM
2,2'-dipyridyl
-
complete inhibition at 0.5 mM
3-chlorocatechol
-
complete inhibition at 0.05 mM
3-chlorocatechol
-
competitive inhibition
3-methylcatechol
-
complete inhibition at 0.05 mM
3-methylcatechol
-
noncompetitive inhibition
4-aminoresorcinol
-
complete inhibition at 0.05 mM
4-aminoresorcinol
-
noncompetitive inhibition
4-Chlorocatechol
-
complete inhibition at 0.05 mM
4-Chlorocatechol
-
competitive inhibition
4-methylcatechol
-
complete inhibition at 0.05 mM
4-methylcatechol
-
uncompetitive inhibition
4-nitrocatechol
-
suicide inhibitor, the enzyme completely loses its activity towards 2-aminophenol after incubation with 4-nitrocatechol for 100 s
4-nitrocatechol
suicide inhibitor
Ca2+
79.4% residual activity at 2 mM
Ca2+
-
84% residual activity at 2 mM
catechol
-
the enzyme completely loses its activity towards 2-aminophenol after incubation with catechol for 100 s
catechol
O34137; O24680
the activity of the enzyme is restored after removal of catechol and incubation with ascorbate and FeCl2
catechol
-
noncompetitive inhibition
Cd2+
abolishes enzyme activity completely at 2 mM
Cd2+
-
complete inhibition at 2 mM
Co2+
abolishes enzyme activity completely at 2 mM
Co2+
-
47% residual activity at 2 mM
EDTA
-
EDTA
-
70% residual activity at 2 mM
EDTA
-
complete inhibition at 0.5 mM
Fe3+
4.4% residual activity at 2 mM
Fe3+
-
78% residual activity at 2 mM
H2O2
abolishes enzyme activity completely at 2 mM
H2O2
-
complete inhibition at 1 mM
K3Fe(CN)6
41.2% residual activity at 2 mM
K3Fe(CN)6
-
17% residual activity at 1 mM
K3Fe(CN)6
-
14% residual activity at 0.5 mM
Mg2+
91.2% residual activity at 2 mM
Mg2+
-
85% residual activity at 2 mM
Mn2+
30.9% residual activity at 2 mM
Mn2+
-
5% residual activity at 2 mM
Ni2+
abolishes enzyme activity completely at 2 mM
Ni2+
-
50% residual activity at 2 mM
o-phenanthroline
-
1% residual activity at 2 mM
o-phenanthroline
-
26% residual activity at 0.5 mM
Zn2+
abolishes enzyme activity completely at 2 mM
Zn2+
-
complete inhibition at 2 mM
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Takenaka, S.; Murakami, S.; Kim, Y.J.; Aoki, K.
Complete nucleotide sequence and functional analysis of the genes for 2-aminophenol metabolism from Pseudomonas sp. AP-3
Arch. Microbiol.
174
265-272
2000
Pseudomonas sp., Pseudomonas sp. Ap-3
brenda
Li, d.e..F.; Zhang, J.Y.; Hou, Y.J.; Liu, L.; Hu, Y.; Liu, S.J.; Wang, d.a..C.; Liu, W.
Structures of aminophenol dioxygenase in complex with intermediate, product and inhibitor
Acta Crystallogr. Sect. D
69
32-43
2013
Comamonas testosteroni, Comamonas testosteroni CNB-1
brenda
Li, D.F.; Zhang, J.Y.; Hou, Y.; Liu, L.; Liu, S.J.; Liu, W.
Crystallization and preliminary crystallographic analysis of 2-aminophenol 1,6-dioxygenase complexed with substrate and with an inhibitor
Acta Crystallogr. Sect. F
68
1337-1340
2012
Comamonas testosteroni (Q6J1Z5 and Q6J1Z6), Comamonas testosteroni CNB-1 (Q6J1Z5 and Q6J1Z6)
brenda
Davis, J.K.; He, Z.; Somerville, C.C.; Spain, J.C.
Genetic and biochemical comparison of 2-aminophenol 1,6-dioxygenase of Pseudomonas pseudoalcaligenes JS45 to meta-cleavage dioxygenases: divergent evolution of 2-aminophenol meta-cleavage pathway
Arch. Microbiol.
172
330-339
1999
Pseudomonas oleovorans (O34137 and O24680), Pseudomonas oleovorans JS45 (O34137 and O24680)
brenda
Wu, J.F.; Sun, C.W.; Jiang, C.Y.; Liu, Z.P.; Liu, S.J.
A novel 2-aminophenol 1,6-dioxygenase involved in the degradation of p-chloronitrobenzene by Comamonas strain CNB-1: purification, properties, genetic cloning and expression in Escherichia coli
Arch. Microbiol.
183
1-8
2005
Comamonas testosteroni (Q6J1Z5 and Q6J1Z6), Comamonas testosteroni CNB-1 (Q6J1Z5 and Q6J1Z6)
brenda
Lendenmann, U.; Spain, J.C.
2-Aminophenol 1,6-dioxygenase: a novel aromatic ring cleavage enzyme purified from Pseudomonas pseudoalcaligenes JS45
J. Bacteriol.
178
6227-6232
1996
Pseudomonas oleovorans, Pseudomonas oleovorans JS45
brenda
Takenaka, S.; Murakami, S.; Shinke, R.; Hatakeyama, K.; Yukawa, H.; Aoki, K.
Novel genes encoding 2-aminophenol 1,6-dioxygenase from Pseudomonas species AP-3 growing on 2-aminophenol and catalytic properties of the purified enzyme
J. Biol. Chem.
272
14727-14732
1997
Pseudomonas sp., Pseudomonas sp. Ap-3
brenda
He, Z.; Spain, J.
Preparation of 2-aminomuconate from 2-aminophenol by coupled enzymatic dioxygenation and dehydrogenation reactions
J. Ind. Microbiol. Biotechnol.
23
138-142
1999
Pseudomonas oleovorans, Pseudomonas oleovorans JS45
brenda
Chatterjee, S.; Banerjee, S.; Jana, R.D.; Bhattacharya, S.; Chakraborty, B.; Jannuzzi, S.A.V.
Tuning the stereoelectronic factors of iron(II)-2-aminophenolate complexes for the reaction with dioxygen oxygenolytic C-C bond cleavage vs. oxidation of complex
Dalton Trans.
50
1901-1912
2021
Pseudomonas oleovorans, Pseudomonas oleovorans JS45
brenda