Information on EC 1.14.13.27 - 4-aminobenzoate 1-monooxygenase

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The expected taxonomic range for this enzyme is: Agaricus bisporus

EC NUMBER
COMMENTARY hide
1.14.13.27
-
RECOMMENDED NAME
GeneOntology No.
4-aminobenzoate 1-monooxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-aminobenzoate + NAD(P)H + 2 H+ + O2 = 4-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decarboxylation
-
-
-
-
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Aminobenzoate degradation
-
-
Microbial metabolism in diverse environments
-
-
SYSTEMATIC NAME
IUBMB Comments
4-aminobenzoate,NAD(P)H:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
A flavoprotein (FAD). Acts on anthranilate and 4-aminosalicylate but not on salicylate (cf. EC 1.14.13.1 salicylate 1-monooxygenase).
CAS REGISTRY NUMBER
COMMENTARY hide
98668-55-4
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-amino-5-chlorobenzoate + NAD(P)H + O2
4-chloro-2-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
-
-
H2O2 formed simultaneously with hydroxylation
?
3,4-diaminobenzoate + NAD(P)H + O2
2-amino-4-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
-
17.3% of the reaction with 4-aminobenzoate
H2O2 formed simultaneously with hydroxylation
?
3-chloro-4-aminobenzoate + NAD(P)H + O2
2-chloro-4-hydroxyaniline + NAD(P)H + O2
show the reaction diagram
-
-
-
?
4-amino-2-chlorobenzoate + NAD(P)H + O2
3-chloro-4-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
-
-
H2O2 formed simultaneously with hydroxylation
?
4-aminobenzoate + NAD(P)H + O2
4-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
4-aminosalicylate + NAD(P)H + O2
3,4-dihydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
4-hydroxybenzoate + NAD(P)H + O2
quinol + NAD(P)+ + H2O2 + CO2
show the reaction diagram
-
8.4% of the reaction with 4-aminobenzoate
H2O2 formed simultaneously with hydroxylation
?
anthranilate + NAD(P)H + O2
2-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
AgNO3
-
93% inactivation at 0.1 mM
Br-
-
37% inactivation at 0.1 M
Cl-
-
30% inactivation at 0.1 M
Cu2+
-
severe inhibition at 1 mM
CuSO4
-
91% inactivation at 0.1 mM
F-
-
20% inactivation at 0.1 M
Fe2+
-
slight inhibition at 1 mM
Hg2+
-
complete inhibition at 0.1 mM
HgCl2
-
92% inactivation at 0.1 mM
I-
-
62% inactivation at 0.1 M
NO3-
-
45% inactivation at 0.1 M
p-chloromercuribenzoate
SCN-
-
60% inactivation at 0.1 M
additional information
-
amphoteric and anionic detergents cause inactivation
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0204 - 0.4739
4-Aminobenzoate
0.0136
NADH
-
-
0.133
NADPH
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 7
-
NADPH
6.5 - 8
-
NADH
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
49000
-
gel filtration
50000
-
SDS-PAGE
50950
-
calculated from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
-
1 * 49000, SDS-PAGE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 8
-
stable
438909
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
-
60 min, little loss of activity in presence of 0.1 mM FAD and 0.02% bovine serum albumin
35
-
10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, stable
40
-
10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, about 70% loss of activity
45
-
10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, 97% loss of activity
50
-
10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, 98% loss of activity
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 10 mM potassium phosphate buffer, pH 7.0, 20% glycerol, 6 months, stable
-
-20°C, 50 mM potassium phosphate buffer, pH 7.0, 20% glycerol, 1 mM 2-mercaptoethanol, 0.01 mM FAD, stable for 1 month
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
homogeneity
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DNA fragments encoding various partial amino acid sequences of the enzyme
-
fusion protein with glutathione-S-transferase
-