Information on EC 1.14.13.27 - 4-aminobenzoate 1-monooxygenase:

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The lowest common taxonomy group for this enzyme is: Agaricus bisporus

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EC NUMBERCOMMENTARY
1.14.13.27-

RECOMMENDED NAMEGeneOntology No.
4-aminobenzoate 1-monooxygenaseGO:0018670

REACTIONREACTION DIAGRAMCOMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
4-aminobenzoate + NAD(P)H + 2 H+ + O2 = 4-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
----
4-aminobenzoate + NAD(P)H + 2 H+ + O2 = 4-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
A-stereospecificityAgaricus bisporus-438910

REACTION TYPEORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
decarboxylation----
oxidation----
redox reaction----
reduction----

PATHWAYKEGG LinkMetaCyc Link
No entries in this field

SYSTEMATIC NAMEIUBMB 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).

SYNONYMSORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
4-aminobenzoate hydroxylase----
oxygenase, 4-aminobenzoate mono-----

CAS REGISTRY NUMBERCOMMENTARY
98668-55-4-

ORGANISMCOMMENTARYLITERATURESEQUENCE CODESEQUENCE DB SOURCE
Agaricus bisporus-438910, 438912, 438913, 438914--Manually annotated by BRENDA team
Agaricus bisporusmushroom438909, 438911--Manually annotated by BRENDA team

GENERAL INFORMATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SUBSTRATEPRODUCT                      REACTION DIAGRAMORGANISM UNIPROT ACCESSION NO. COMMENTARY/
Substrate
LITERATURE/
Substrate
COMMENTARY/
Product
LITERATURE/
Product
Reversibility
r=reversible
ir=irreversible
?=not specified
2-amino-5-chlorobenzoate + NAD(P)H + O24-chloro-2-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus--438909H2O2 formed simultaneously with hydroxylation438909?
3,4-diaminobenzoate + NAD(P)H + O22-amino-4-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus-17.3% of the reaction with 4-aminobenzoate438909H2O2 formed simultaneously with hydroxylation438909?
3-chloro-4-aminobenzoate + NAD(P)H + O22-chloro-4-hydroxyaniline + NAD(P)H + O2
show the reaction diagram
Agaricus bisporus--438912-438912?
4-amino-2-chlorobenzoate + NAD(P)H + O23-chloro-4-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus--438909H2O2 formed simultaneously with hydroxylation438909?
4-aminobenzoate + NAD(P)H + O24-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
Agaricus bisporus--438909-438909?
4-aminobenzoate + NAD(P)H + O24-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
Agaricus bisporus--438910--?
4-aminobenzoate + NAD(P)H + O24-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
Agaricus bisporus--438911-438911?
4-aminobenzoate + NAD(P)H + O24-hydroxyaniline + NAD(P)+ + H2O + CO2
show the reaction diagram
Agaricus bisporus--438912--?
4-aminosalicylate + NAD(P)H + O23,4-dihydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus--438911--?
4-aminosalicylate + NAD(P)H + O23,4-dihydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus--438909H2O2 formed simultaneously with hydroxylation438909?
4-hydroxybenzoate + NAD(P)H + O2quinol + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus-8.4% of the reaction with 4-aminobenzoate438909H2O2 formed simultaneously with hydroxylation438909?
anthranilate + NAD(P)H + O22-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus--438911--?
anthranilate + NAD(P)H + O22-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
Agaricus bisporus--438909H2O2 formed simultaneously with hydroxylation438909?
additional information?-Agaricus bisporus-not: aniline, not: 4-aminobenzyl-alcohol438911---
additional information?-Agaricus bisporus-several aromatic compounds stimulate NADH oxidation, but no hydroxylated product is formed, all of the O2 consumed is converted to H2O2438909---
additional information?-Agaricus bisporus-not: benzoic acid, not: salicylate438911---

NATURAL SUBSTRATESNATURAL PRODUCTSREACTION DIAGRAMORGANISM UNIPROT ACCESSION NO.COMMENTARY SUBSTRATELITERATURE
(Substrate)
COMMENTARY PRODUCTLITERATURE
(Product)
No entries in this field

COFACTORORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATUREIMAGE
FADAgaricus bisporus-0.91 mol of FAD per mol of enzyme; flavoprotein438909 2D-image
FADAgaricus bisporus-flavoprotein438911 2D-image
FADAgaricus bisporus--438913 2D-image
NADHAgaricus bisporus--438909, 438911 2D-image
NADPHAgaricus bisporus-62% of the activity with NADH; 68% of the activity with NADH438909 2D-image
NADPHAgaricus bisporus-68% of the activity with NADH438911 2D-image

METALS and IONS ORGANISM UNIPROT ACCESSION NO.COMMENTARY LITERATURE
No entries in this field

INHIBITORSORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
AgNO3Agaricus bisporus-93% inactivation at 0.1 mM438909 2D-image
Br-Agaricus bisporus-37% inactivation at 0.1 M438909 2D-image
Cl-Agaricus bisporus-30% inactivation at 0.1 M438909 2D-image
Cu2+Agaricus bisporus-severe inhibition at 1 mM438911 2D-image
CuSO4Agaricus bisporus-91% inactivation at 0.1 mM438909 2D-image
F-Agaricus bisporus-20% inactivation at 0.1 M438909 2D-image
Fe2+Agaricus bisporus-slight inhibition at 1 mM438911 2D-image
Hg2+Agaricus bisporus-complete inhibition at 0.1 mM438911 2D-image
HgCl2Agaricus bisporus-92% inactivation at 0.1 mM438909 2D-image
NO3-Agaricus bisporus-45% inactivation at 0.1 M438909 2D-image
p-chloromercuribenzoateAgaricus bisporus-94% inactivation at 0.1 mM438909 2D-image
p-chloromercuribenzoateAgaricus bisporus-complete inhibition at 0.1 mM438911 2D-image
SCN-Agaricus bisporus-60% inactivation at 0.1 M438909 2D-image
I-Agaricus bisporus-62% inactivation at 0.1 M438909 2D-image
additional informationAgaricus bisporus-amphoteric and anionic detergents cause inactivation438912-

ACTIVATING COMPOUNDORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

KM VALUE [mM]KM VALUE [mM] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.0204-4-AminobenzoateAgaricus bisporus--438909 2D-image
0.1117-4-AminobenzoateAgaricus bisporus-at pH 7438912 2D-image
0.4739-4-AminobenzoateAgaricus bisporus-at pH 8438912 2D-image
0.0136-NADHAgaricus bisporus--438909 2D-image
0.133-NADPHAgaricus bisporus--438909 2D-image
0.2-O2Agaricus bisporus--438909 2D-image

TURNOVER NUMBER [1/s] TURNOVER NUMBER MAXIMUM[1/s] SUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

kcat/KM VALUE [1/mMs-1]kcat/KM VALUE [1/mMs-1] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

Ki VALUE [mM]Ki VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

IC50 VALUE [mM]IC50 VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

SPECIFIC ACTIVITY [µmol/min/mg] SPECIFIC ACTIVITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
0.5-Agaricus bisporus--438911
0.91-Agaricus bisporus--438912
28-Agaricus bisporus--438910

pH OPTIMUMpH MAXIMUMORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
67Agaricus bisporus-NADPH438909
6.58Agaricus bisporus-NADH438909
7-Agaricus bisporus--438911, 438912

pH RANGEpH RANGE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

TEMPERATURE OPTIMUMTEMPERATURE OPTIMUM MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
40-Agaricus bisporus--438909

TEMPERATURE RANGE TEMPERATURE MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pI VALUEpI VALUE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SOURCE TISSUE ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE SOURCE
fruitbodyAgaricus bisporus--438911Manually annotated by BRENDA team

LOCALIZATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY GeneOntology No. LITERATURE SOURCE
No entries in this field

PDBSCOPCATHORGANISM
No entries in this field

MOLECULAR WEIGHT MOLECULAR WEIGHT MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
49000-Agaricus bisporus-gel filtration438909
50000-Agaricus bisporus-SDS-PAGE438909
50950-Agaricus bisporus-calculated from amino acid sequence438914

SUBUNITS ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
monomerAgaricus bisporus-1 * 49000, SDS-PAGE438909

POSTTRANSLATIONAL MODIFICATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

Crystallization/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

pH STABILITYpH STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
68Agaricus bisporus-stable438909

TEMPERATURE STABILITYTEMPERATURE STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
30-Agaricus bisporus-60 min, little loss of activity in presence of 0.1 mM FAD and 0.02% bovine serum albumin438909
35-Agaricus bisporus-10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, stable438909
40-Agaricus bisporus-10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, about 70% loss of activity438909
45-Agaricus bisporus-10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, 97% loss of activity438909
50-Agaricus bisporus-10 min, 50 mM potassium phosphate buffer, pH 7.0, 0.1 mM FAD, 0.02% bovine serum albumin, 98% loss of activity438909

GENERAL STABILITYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

ORGANIC SOLVENT ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

OXIDATION STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

STORAGE STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
-20°C, 10 mM potassium phosphate buffer, pH 7.0, 20% glycerol, 6 months, stableAgaricus bisporus-438911
-20°C, 50 mM potassium phosphate buffer, pH 7.0, 20% glycerol, 1 mM 2-mercaptoethanol, 0.01 mM FAD, stable for 1 monthAgaricus bisporus-438909

Purification/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
-Agaricus bisporus-438910, 438911, 438912
homogeneityAgaricus bisporus-438909

Cloned/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
-Agaricus bisporus-438914
DNA fragments encoding various partial amino acid sequences of the enzymeAgaricus bisporus-438913
fusion protein with glutathione-S-transferaseAgaricus bisporus-438912

EXPRESSION ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

ENGINEERINGORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

Renatured/COMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

APPLICATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

REF. AUTHORS TITLE JOURNAL VOL. PAGES YEAR ORGANISMLINK TO PUBMEDSOURCE
438909Tsuji, H.; Ogawa, T.; Bando, N.; Sasaoka, K.Purification and properties of 4-aminobenzoate hydroxylase, a new monooxygenase from Agaricus bisporusJ. Biol. Chem.26113203-132091986Agaricus bisporus PubMed
438910Tsuji, H.; Ogawa, T.; Bando, N.; Sasaoka, K.Stereospecificity of NAD(P)H oxidation catalyzed by 4-aminobenzoate hydroxylase from Agaricus bisporusBiochim. Biophys. Acta991380-3821989Agaricus bisporus-
438911Tsuji, H.; Ogawa, T.; Bando, N.; Sasaoka, K.A unique enzyme catalyzing the formation of 4-hydroxyaniline from 4-amino-benzoic acid in Agaricus bisporusBiochem. Biophys. Res. Commun.130633-6391985Agaricus bisporus PubMed
438912Mizutani, Y.; Narikawa, T.; Satoh, T.; Sakurai, N.; Kaji, H.; Yamada, S.; Samejima, T.A new UV method for serum gamma-glutamyltransferase assay using recombinant 4-aminobenzoate hydroxylase as a coupling enzymeJ. Biochem.126347-3531999Agaricus bisporus PubMed
438913Tsuji, H.; Kimoto, M.; Watanabe, H.; Sasagawa, T.; Oka, T.; Yamashita, H.; Okita, M.Epitope mapping of monoclonal antibodies against 4-aminobenzoate hydroxylase from Agaricus bisporusBiochim. Biophys. Acta1425628-6311998Agaricus bisporus PubMed
438914Tsuji, H.; Oka, T.; Kimoto, M.; Hong, Y.M.; Natori, Y.; Ogawa, T.Cloning and sequencing of cDNA encoding 4-aminobenzoate hydroxylase from Agaricus bisporusBiochim. Biophys. Acta130931-361996Agaricus bisporus PubMed

LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.27)
ExplorEnz
ExPASy
KEGG
MetaCyc
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)