Information on EC 1.7.1.6 - azobenzene reductase

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota

EC NUMBER
COMMENTARY hide
1.7.1.6
-
RECOMMENDED NAME
GeneOntology No.
azobenzene reductase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
N,N-dimethyl-1,4-phenylenediamine + aniline + 2 NADP+ = 4-(dimethylamino)azobenzene + 2 NADPH + 2 H+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
redox reaction
-
-
-
-
reduction
SYSTEMATIC NAME
IUBMB Comments
N,N-dimethyl-1,4-phenylenediamine, aniline:NADP+ oxidoreductase
The reaction occurs in the reverse direction to that shown above. Other azo dyes, such as Methyl Red, Rocceline, Solar Orange and Sumifix Black B can also be reduced [2].
CAS REGISTRY NUMBER
COMMENTARY hide
9029-31-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain AB
UniProt
Manually annotated by BRENDA team
strain AB
UniProt
Manually annotated by BRENDA team
T-105
-
-
Manually annotated by BRENDA team
T-105
-
-
Manually annotated by BRENDA team
strain OY-2
-
-
Manually annotated by BRENDA team
strain SF
-
-
Manually annotated by BRENDA team
ISW 1214
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain RRK1
-
-
Manually annotated by BRENDA team
strain RRK1
-
-
Manually annotated by BRENDA team
C7-D, induced by Acid Orange 7
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-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
strain K12
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
rhesus monkey
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
meadow vole
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
rabbit
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
Pigeon
-
-
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Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
strain K24
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-
Manually annotated by BRENDA team
strain KF46, Orange II azoreductase induced by both Orange II and carboxy-Orange II
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-
Manually annotated by BRENDA team
strain S12
-
-
Manually annotated by BRENDA team
strain S12
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
strain KF46
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,2-dimethyl-4(p-carboxyphenylazo)-5-hydroxybenzene + NADPH
1,2-dimethyl-4-amino-5-hydroxybenzene + p-carboxyphenylamine + NADP+
show the reaction diagram
1-(2'-methyl-4'-sulfophenylazo)2-naphthol + NAD(P)H
4-amino-2-methyl-1-benzenesulfonic acid + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
-
-
-
?
1-(2-pyridylazo)-2-naphthol + NADH + H+
?
show the reaction diagram
-
-
-
?
1-(2-pyridylazo)-2-naphthol + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
ir
1-(3'-carboxyphenylazo)-2-naphthol + NAD(P)H
3-amino-1-benzoic acid + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
-
-
-
?
1-(3'-phosphophenylazo)-2-naphthol + NAD(P)H
3-amino-1-benzenephosphate + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
-
-
-
?
1-(3'-sulfophenylazo)-2-naphthol + NAD(P)H
3-amino-1-benzenesulfonic acid + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
-
-
-
?
1-(4'-carboxyphenylazo)-2-hydroxy-6-sulfonaphthalene + NAD(P)H
4-carboxyphenylamine + NAD(P)+ + 1-amino-2-hydroxy-6-sulfonaphthalene
show the reaction diagram
-
-
-
?
1-(4'-carboxyphenylazo)-2-naphthol + NAD(P)H
4-amino-1-benzoic acid + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
1-(4'-carboxyphenylazo)-2-naphthol + NADH
4-amino-1-benzoic acid + NAD+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
-
substrate is carboxy-Orange II
-
-
?
1-(4'-carboxyphenylazo)-4-naphthol + NAD(P)H
4-amino-1-benzoic acid + NAD(P)+ + 1-amino-4-hydroxynaphthalene
show the reaction diagram
1-(4'-nitrophenylazo)-2-hydroxy-6-sulfonaphthalene + NAD(P)H
4-nitrophenylamine + NAD(P)+ + 1-amino-2-hydroxy-6-sulfonaphthalene
show the reaction diagram
-
-
-
?
1-(4'-phosphophenylazo)-2-naphthol + NAD(P)H
4-amino-1-benzenephosphate + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
1-(4'-sulfonaminophenylazo-)2-naphthol + NAD(P)H
4-amino-1-benzenesulfonamine + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
1-(4'-sulfophenylazo)-2-hydroxy-6-carboxynaphthalene + NAD(P)H
4-sulfophenylamine + NAD(P)+ + 1-amino-2-hydroxy-6-carboxynaphthalene
show the reaction diagram
-
-
-
?
1-(4'-sulfophenylazo)-2-hydroxy-6-sulfonaphthalene + NAD(P)H
4-sulfophenylamine + NAD(P)+ + 1-amino-2-hydroxy-6-sulfonaphthalene
show the reaction diagram
-
-
-
?
1-(4-sulfo-1-naphthylazo)-2-naphthol-3,6-disulfonic acid + NADPH
alpha-naphthylamine-4-sulfonic acid + beta-naphthol-3,6-disulfonic acid + NADP+
show the reaction diagram
1-methyl-1-([1-[(Z)-(methyl[4-[(E)-2-[6'-[(E)-[4-[methyl([4-[(1-methylpyrrolidinium-1-yl)methyl]-1H-1,2,3-triazol-1-yl]methyl)amino]phenyl]diazenyl]-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-3'-yl]ethenyl]phenyl]iminio)methyl]-1H-1,2,3-triazol-4-yl]methyl)pyrrolidinium + FMN + NADH + H+
? + NAD+
show the reaction diagram
-
pro-fluorophore, based on fluorescent rhodamine 110. Upon reduction of the two diazo bonds, substrate shows a green fluorescence suitable for the detection of azoreductases
-
-
?
1-phenylazo-2-hydroxy-6-carboxynaphthalene + NAD(P)H
phenylamine + NAD(P)+ + 1-amino-2-hydroxy-6-carboxynaphthalene
show the reaction diagram
-
-
-
?
1-phenylazo-2-hydroxy-6-sulfonaphthalene + NAD(P)H
phenylamine + NAD(P)+ + 1-amino-2-hydroxy-6-sulfonaphthalene
show the reaction diagram
-
-
-
?
2 ferricyanide + NADPH
2 ferrocyanide + NADP+ + H+
show the reaction diagram
-
-
-
?
2'-carboxy-4-N,N-dimethylazobenzene + NAD(P)H
2-carboxy-1-phenylamine + N,N-dimethyl-1,4-phenylenediamine + NADP+
show the reaction diagram
-
trivial name methyl red
-
?
2,2'-(1,8-dihydroxy-3,6-disulfonaphthalene-2,7-bis-azo)-bis(benzenearsonic acid) + NAD(P)H
?
show the reaction diagram
-
reduced to an anion free radical by an outer membrane azoreductase
-
-
?
2-hydroxy-1,4-naphthoquinone + NADH + H+
?
show the reaction diagram
-
-
-
?
2-hydroxy-1,4-naphthoquinone + NADPH + H+
?
show the reaction diagram
lawsone, quinone reductase activity
-
-
?
2-methyl-1,4-benzoquinone + NADH + H+
?
show the reaction diagram
-
-
-
?
2-methyl-1,4-naphthoquinone + NADH + H+
?
show the reaction diagram
-
menadione, vitamin K3
-
-
?
2-methyl-1,4-naphthoquinone + NADPH + H+
?
show the reaction diagram
menadione, quinone reductase activity
-
-
?
2-[4-(dimethylamino)phenylazo]benzoic acid + NADH
2-aminobenzoic acid + N,N-dimethyl-1,4-phenylenediamine + NAD+
show the reaction diagram
2-[4-(dimethylamino)phenylazo]benzoic acid + NADPH
N,N-dimethyl-p-phenylenediamine + 2-aminobenzoic acid + NADP+
show the reaction diagram
-
-
-
-
?
3-methyl-4-(2-chlorophenylhydrazone)-isoxazol-5-one + NAD(P)H
o-chloroaniline + ?
show the reaction diagram
-
fungicide, trivial name drazoxolon, 90-80% activity with NADH
-
?
4'-diethylaminoazobenzene-2-carboxylic acid + NADH + H+
?
show the reaction diagram
-
ethyl red
-
-
?
4'-dimethylaminoazobenzene-2-carboxylic acid + NADH + H+
2-aminobenzoic acid + N,N'-dimethyl-p-phenylenediamine + NAD+
show the reaction diagram
-
methyl red
-
-
?
4-(4-aminophenylazo)benzenesulfonic acid + NADPH + H+
?
show the reaction diagram
about 25% specific activity compared to balsalazide
-
-
?
4-(4-nitrophenylazo)-1-naphthol + NAD(P)H
?
show the reaction diagram
4-(dimethylamino)azobenzene + 2 NADPH
N,N-dimethyl-1,4-phenylenediamine + aniline + 2 NADP+ + 2 H+
show the reaction diagram
4-[(2-hydroxy-1-naphthalenyl)azo]benzene sulfonic acid + NAD(P)H
4-amino-1-benzenesulfonic acid + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
4-[(4-hydroxy-1-naphthalenyl)azo]benzene sulfonic acid + NAD(P)H
4-amino-benzenesulfonic acid + 1-amino-4-hydroxynaphthalene + NADP+
show the reaction diagram
Acid orange 5 + NADH
?
show the reaction diagram
acid Orange 7 + NAD(P)H
?
show the reaction diagram
-
reduces also Acid Orange 6, 8 and 12, Acid Red 88 and 151, NADH is more effective
-
-
?
acid red 88 + NAD(P)H + H+
?
show the reaction diagram
-
-
-
?
acid red 88 + NADH + H+
?
show the reaction diagram
-
-
-
?
acid red 88 + NADH + H+
? + NAD+
show the reaction diagram
Acid red G + NADH
?
show the reaction diagram
amaranth + ?
?
show the reaction diagram
Amaranth + NADH
?
show the reaction diagram
Amaranth + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
Amido black + NADH
?
show the reaction diagram
-
-
-
-
?
anthraquinone-2,6-disulfonate + NADH + H+
?
show the reaction diagram
-
-
-
?
anthraquinone-2,6-disulfonate + NADPH + H+
?
show the reaction diagram
quinone reductase activity
-
-
?
anthraquinone-2-sulfonate + NADH + H+
?
show the reaction diagram
-
-
-
?
anthraquinone-2-sulfonate + NADPH + H+
?
show the reaction diagram
quinone reductase activity
-
-
?
Atul acid black + NADH
?
show the reaction diagram
-
-
-
-
?
balsalazide + NADPH + H+
?
show the reaction diagram
100% specific activity
-
-
?
balsalzide + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
?
BHQ-10 + NADPH + H+
? + NADP+
show the reaction diagram
congo red + NAD(P)H + H+
?
show the reaction diagram
-
-
-
?
Congo red + NADH + H+
? + NAD+
show the reaction diagram
di-sodium-(R)-benzyl-azo-2,7-dihydroxy-3,6-disulfonyl-naphthaline + NADH
?
show the reaction diagram
direct blue 14 + ?
o-tolidine + ?
show the reaction diagram
direct blue 15 + ?
?
show the reaction diagram
direct blue 15 + FAD + NADH + H+
? + NAD+
show the reaction diagram
-
highest activity in presence of both NADH and FAD
-
-
?
direct blue 15 + NAD(P)H
3,3'-dimethoxybenzidine + 1-hydroxy-2,8-diamino-3,6-naphthalenedisulfonic acid + NAD(P)+
show the reaction diagram
direct blue 15 + NAD(P)H + H+
?
show the reaction diagram
-
-
-
?
direct blue 15 + NADH + H+
? + NAD+
show the reaction diagram
Direct blue 71 + NADH
?
show the reaction diagram
direct red 28 + NADH + H+
benzidine + 4-aminobiphenyl + NAD+
show the reaction diagram
Disperse yellow + NADH
?
show the reaction diagram
-
85% of the activity with Methyl red
-
-
?
Eriochrome blue black + NADH
?
show the reaction diagram
-
-
-
-
?
ethyl red + NADH + H+
?
show the reaction diagram
-
-
-
?
ethyl red + NADH + H+
? + NAD+
show the reaction diagram
best substrate, 182% of the activity with methyl red at 30C
-
-
ir
fast yellow + ?
?
show the reaction diagram
flame orange + NADPH + H+
? + NADP+
show the reaction diagram
golden yellow + NADH + H+
?
show the reaction diagram
Janus green B + NADPH + H+
? + NADP+
show the reaction diagram
methyl orange + ?
?
show the reaction diagram
Methyl orange + NADH
?
show the reaction diagram
methyl orange + NADH + H+
?
show the reaction diagram
-
-
-
?
methyl orange + NADPH + H+
? + NADP+
show the reaction diagram
methyl red + ?
?
show the reaction diagram
-
-
-
-
?
methyl red + NAD(P)H + H+
?
show the reaction diagram
methyl red + NADH
2-aminobenzoic acid + N,N-dimethyl-1,4-phenylenediamine + NAD+
show the reaction diagram
-
-
-
-
?
methyl red + NADH + H+
?
show the reaction diagram
methyl red + NADH + H+
? + NAD+
show the reaction diagram
methyl red + NADH + H+
N,N-dimethyl-p-phenylenediamine and 2-aminobenzoic acid + NAD+
show the reaction diagram
F0PC48
-
-
-
?
methyl red + NADH + H+
o-aminobenzoic acid + N,N'-dimethyl-p-phenylenediamine + NAD+
show the reaction diagram
-
-
-
ir
methyl red + NADPH + H+
?
show the reaction diagram
methyl red + NADPH + H+
? + NADP+
show the reaction diagram
Mordant black 9 + NADH
?
show the reaction diagram
-
38% of activity
-
-
?
Mordant brown 96 + NADH
?
show the reaction diagram
-
28% of activity
-
-
?
N,N-dimethyl-1,4-phenylenediamine + aniline + 2 NADP+
4-(dimethylamino)azobenzene + 2 NADPH + 2 H+
show the reaction diagram
NADPH + 9,10-phenanthrenequinone
NADP+ + 9,10-phenanthrenequinol
show the reaction diagram
-
-
-
?
NADPH + H+ + 1,4-benzoquinone
NADP+ + 1,4-benzoquinol
show the reaction diagram
-
-
-
?
NADPH + H+ + 1,4-naphthoquinone
NADP+ + 1,4-naphthoquinol
show the reaction diagram
-
-
-
?
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol
NADP+ + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
-
-
?
NADPH + oxidized cytochrome c
NADP+ + reduced cytochrome c
show the reaction diagram
-
in the presence of menadione as electron carrier
-
?
naphthalene fast orange 2G + ?
?
show the reaction diagram
Navitan fast blue S5R + NADH
metanilic acid + 1,4-diamino naphtalene + peri acid + NAD+
show the reaction diagram
-
-
-
-
?
neoprontosil + ?
?
show the reaction diagram
new coccine + NADPH
?
show the reaction diagram
new cossin + NADH + H+
?
show the reaction diagram
-
-
-
?
nitrofurazone + NAD(P)H + H+
?
show the reaction diagram
-
-
-
-
?
o-methyl red + NADPH + H+
? + NADP+
show the reaction diagram
-
-
-
-
?
olsalazine + NADPH + H+
?
show the reaction diagram
less than 10% specific activity compared to balsalazide
-
-
?
Orange G + NADH
?
show the reaction diagram
Orange I + NADH
?
show the reaction diagram
orange I + NADH + H+
?
show the reaction diagram
-
-
-
?
orange I + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
ir
Orange I + NADPH
?
show the reaction diagram
orange II + ?
?
show the reaction diagram
orange II + NAD(P)H + H+
?
show the reaction diagram
-
-
-
?
orange II + NADH + H+
?
show the reaction diagram
-
-
-
?
orange II + NADH + H+
? + NAD+
show the reaction diagram
orange II + NADH + H+
sulfanilic acid + 1-amino-2-naphthol + NAD+
show the reaction diagram
-
-
-
-
?
Orange II + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
oxidized methyl red + NADH + H+
reduced methyl red + NAD+
show the reaction diagram
-
-
-
-
?
p-aminoazobenzene + ?
aniline + p-phenylenediamine + ?
show the reaction diagram
-
-
-
-
?
p-methyl red + NADH + H+
?
show the reaction diagram
-
-
-
-
?
Ponceau BS + NAD(P)H + H+
?
show the reaction diagram
-
-
-
?
Ponceau BS + NADH
?
show the reaction diagram
-
-
-
-
?
ponceau BS + NADH + H+
? + NAD+
show the reaction diagram
Ponceau BS + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
Ponceau S + NADH
?
show the reaction diagram
-
-
-
-
?
Ponceau S + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
ponceau SX + NAD(P)H
?
show the reaction diagram
Ponceaux SX + NAD(P)H
?
show the reaction diagram
-
-
-
-
?
Red dye I + NADH
?
show the reaction diagram
Red dye II + NADH
?
show the reaction diagram
-
-
-
?
Red dye III + NADH
?
show the reaction diagram
-
-
-
?
red RB + NADH + H+
?
show the reaction diagram
remazol orange + NADH + H+
?
show the reaction diagram
remazol red + NADH + H+
?
show the reaction diagram
remazol yellow + NADH + H+
?
show the reaction diagram
Rocceline + NADPH
?
show the reaction diagram
-
-
-
-
?
Solar Orange + NADPH
?
show the reaction diagram
sulfasalazine + NADPH + H+
?
show the reaction diagram
about 20% specific activity compared to balsalazide
-
-
?
sulfasalazine + NADPH + H+
? + NADP+
show the reaction diagram
-
-
-
-
?
Sumifix Black B + NADPH
?
show the reaction diagram
-
-
-
-
?
sunset yellow + ?
?
show the reaction diagram
sunset yellow FCF + NADH + H+
?
show the reaction diagram
-
-
-
?
tartrazine + ?
?
show the reaction diagram
tartrazine + NAD(P)H
?
show the reaction diagram
-
-
-
-
?
Tropaeolin + NADH
?
show the reaction diagram
-
-
-
-
?
Trypan blue + NADH
?
show the reaction diagram
-
50% of the activity with Methyl red
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1-(4'-carboxyphenylazo)-2-naphthol + NAD(P)H
4-amino-1-benzoic acid + NAD(P)+ + 1-amino-2-hydroxynaphthalene
show the reaction diagram
1-(4'-carboxyphenylazo)-4-naphthol + NAD(P)H
4-amino-1-benzoic acid + NAD(P)+ + 1-amino-4-hydroxynaphthalene
show the reaction diagram
4-(dimethylamino)azobenzene + 2 NADPH
N,N-dimethyl-1,4-phenylenediamine + aniline + 2 NADP+ + 2 H+
show the reaction diagram
additional information
?
-
-
important for the conversion of azo dyes in the gastrointestinal tract
-
-
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
flavin
riboflavin
additional information
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Zn2+
stimulates activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3,3'-methylene-bis(4-hydroxycoumarin)
-
dicoumarol
4-Dimethylaminoazobenzene
-
-
Ag+
-
1 mM, 92% inhibition
Al3+
-
2 mM, 47.9% residual activity
Cd2+
-
IC50: 0.13 mM
CO
-
noncompetitive vs. amaranth
dicoumarol
fatty acids
-
oxidized unsaturated
Fe3+
-
1 mM, 85% inhibition
ferric chloride
-
1 mM leads to 80% inhibition, 2.5 mM leads to 98% inhibition
Methyl red
-
substrate inhibition above 0.08 mM
Mg2+
-
2 mM, 81% residual activity
NaCl
-
more than 40% of maximum activity up to 2.5 M
Orange I
-
substrate inhibition
Orange II
-
substrate inhibition at high concentration
oxygen
-
presence of oxygen in the assay reduces the activity
SDS
-
1 mM, 50% inhibition
sodium dodecylsulfate
-
1 mM, 53% residual activity
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-methylhydroquinone
-
0.5 mM, increase in expression of azoR mRNA relative to the expression at zero time before stress is applied, at 10 min 46.0, at 20 min 129.1
-
catechol
-
6 mM, increase in expression of azoR mRNA relative to the expression at zero time before stress is applied, at 10 min 15.6, at 20 min 31.9
Diamide
-
1 mM, increase in expression of azoR mRNA relative to the expression at zero time before stress is applied, at 10 min 11.4, at 20 min 8.1
furazolidone
-
-
H2O2
-
1 mM, increase in expression of azoR mRNA relative to the expression at zero time before stress is applied, at 10 min 0.9, at 20 min 0.6, 10 mM, 10 min 3.0, 20 min 1.9
menadione
-
0.3 mM, increase in expression of azoR mRNA relative to the expression at zero time before stress is applied, at 10 min 25.5, at 20 min 13.3
methylviologen
-
activation
Nitrofurantoin
-
-
nitrofurazone
-
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.12
1,2-dimethyl-4-(p-carboxyphenylazo)-5-hydroxy-benzene
-
-
0.0013
1-(2'-methyl-4-sulfophenylazo)-2-naphthol
-
-
0.0137
1-(2'-sulfophenylazo)-2-naphthol
-
-
0.0015
1-(3'-carboxyphenylazo)-2-naphthol
-
-
0.0105
1-(3'-phosphophenylazo)-2-naphthol
-
-
0.0018
1-(3'-sulfophenylazo)-2-naphthol
-
-
0.013
1-(4'-carboxyphenylazo)-2-hydroxy-6-carboxynaphthalene
-
-
0.0198
1-(4'-carboxyphenylazo)-2-hydroxy-6-sulfonaphthalene
-
-
0.008
1-(4'-carboxyphenylazo)-2-naphthol
-
-
0.0024
1-(4'-carboxyphenylazo)-4-naphthol
-
-
0.0018
1-(4'-nitrophenylazo)-2-hydroxy-6-sulfonaphthalene
-
-
0.0052
1-(4'-phosphophenylazo)-2-naphthol
-
-
0.0148
1-(4'-sulfoaminophenylazo)-2-naphthol
-
-
0.04
1-(4'-sulfophenyl-N-methylhydrazo)-4-naphthol
-
-
0.0132
1-(4'-sulfophenylazo)-2-hydroxy-6-carboxynaphthalene
-
-
0.017
1-(4'-sulfophenylazo)-2-hydroxy-6-sulfonaphthalene
-
-
0.001
1-(4'-sulfophenylazo)-2-naphthol
-
-
0.204
1-(4'-sulfophenylazo)-4-anthranol
-
-
0.0026
1-(4'-sulfophenylazo)-4-naphthol
-
-
0.0014
1-phenylazo-2-hydroxy-6-carboxynaphthalene
-
-
0.0009
1-phenylazo-2-hydroxy-6-sulfonaphthalene
-
-
0.0346 - 0.0873
2-Hydroxy-1,4-naphthoquinone
1.704
2-methyl-1,4-benzoquinone
-
-
0.0162
2-methyl-1,4-naphthoquinone
-
-
0.024 - 0.42
2-[4-(dimethylamino)phenylazo]benzoic acid
0.0102 - 0.101
4'-dimethylaminoazobenzene-2-carboxylic acid
0.0146
9,10-dioxo-9,10-dihydroanthracene-2,6-disulfonic acid
-
-
0.0081
9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
-
-
0.001
acid Orange 7
-
after induction with Acid Orange 7
0.093 - 0.45
Acid Orange 8
0.004
Acid Red 151
-
after induction with Acid Orange 7
0.003 - 0.009
acid Red 88
0.034
Amaranth
-
-
0.0161
anthraquinone-2,6-disulfonate
-
-
0.0133
anthraquinone-2-sulfonate
-
-
0.0986 - 0.1029
balsalazide
0.055 - 2.447
balsalzide
0.059
BHQ-10
-
pH not specified in the publication, 22C
0.00645
CO
-
-
0.005
Direct blue 15
-
pH not specified in the publication, temperature not specified in the publication
0.00018
FAD
-
pH not specified in the publication, temperature not specified in the publication
0.51
flame orange
-
pH not specified in the publication, 22C
0.3
Methyl orange
-
pH not specified in the publication, 22C
0.00053 - 1.21
Methyl red
0.003 - 4.35
NADH
0.001 - 15
NADPH
0.063
Navitan fast blue S5R
-
pH 7.0, room temperature
0.1 - 0.65
nitrofurazone
0.0097
o-methyl red
-
pH not specified in the publication, 22C
0.003 - 0.17
Orange I
0.1006 - 0.867
p-methyl red
0.004 - 0.005
ponceau SX
0.22 - 1.118
sulfasalazine
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5.8 - 345
2-Hydroxy-1,4-naphthoquinone
72
2-methyl-1,4-benzoquinone
Escherichia coli
-
-
3278
2-methyl-1,4-naphthoquinone
Rhodobacter sphaeroides
-
-
2.6
9,10-dioxo-9,10-dihydroanthracene-2,6-disulfonic acid
Escherichia coli
-
-
1.1
9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
Escherichia coli
-
-
211.2
anthraquinone-2,6-disulfonate
Rhodobacter sphaeroides
-
-
218.4
anthraquinone-2-sulfonate
Rhodobacter sphaeroides
-
-
24.1 - 36.8
balsalazide
0.2 - 20
balsalzide
1 - 245
Methyl red
10 - 25.2
NADH
33.6 - 35.5
NADPH
0.5 - 2.6
sulfasalazine
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0019 - 14580
Methyl red
989
1.5 - 7030
NADH
8
30
NADPH
Shewanella oneidensis
Q8E990
pH 6.5, 25C
5
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.006
CO
-
-
0.00003 - 0.0876
dicoumarol
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.13
Cd2+
Pantoea agglomerans
-
IC50: 0.13 mM
0.11
Fe2+
Pantoea agglomerans
-
IC50: 0.11 mM
0.17
Hg2+
Pantoea agglomerans
-
IC50: 0.17 mM
0.43
Mn2+
Pantoea agglomerans
-
IC50: 0.43 mM
0.28
Zn2+
Pantoea agglomerans
-
IC50: 0.28 mM
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00191
-
activity in liver microsomes
0.0028
-
continuous assay for hepatic microsomal azo reductase
0.0035
-
activity in caecal suspension with amaranth; activity in liver microsomes with amaranth
0.004
-
activity in liver microsomes with carmoisine; activity in liver microsomes with Fast Red E
0.008
-
activity in liver microsomes with Ponceau 4R
0.011
-
activity in liver microsomes after flavin treatment
0.014
-
purification octyl-sepharose 4 fast flow
0.015
-
crude cell extract
0.045
-
activity in liver supernatant fraction
0.05
-
azoreductase II, with tartrazine
0.053
-
activity in liver supernatant fraction
0.054
-
activity in caecal suspension with carmoisine
0.06
-
activity in liver supernatant fraction
0.065
-
azoreductase II, with orange II
0.067
-
activity in liver supernatant fraction
0.07
-
azoreductase II, with amaranth
0.076
-
activity in caecal suspension with Fast Red E
0.087
-
activity in liver supernatant fraction
0.112
-
azoreductase I, with orange II
0.129
-
activity in caecal suspension with Ponceau 4R
0.14
-
after purification
0.19
-
azoreductase I, with amaranth
0.2
cosubstrate NADPH, pH 7.4, 30C
0.212
-
azoreductase I, with tartrazine
0.224
-
purification DEAE Bio gel
0.315
-
azoreductase II, with ponceau SX
0.32
-
azoreductase I, with ponceau SX
0.626
-
purification step affinity gel
0.65
extract from host strain with Methyl red and NADH as substrates, pH 8.0, 40C
1.1
purified recombinant enzyme with Red dye III and NADH as substrates, pH 8.0, 40C
2.8
purified enzyme, pH 7.1 with 1-(4'-carboxyphenylazo)-4-naphthol and NADH as substrates
2.9
crude extract, using Orange I as the substrate with NADH as proton donor, pH 6.8, 45C
3.575
substrate direct Blue 15, cofactor NADPH
3.58
substrate direct blue 15, cosubstrate NADPH, pH 7.0, 25C
3.699
substrate direct Blue 15, cofactor NADH
3.7
substrate direct blue 15, cosubstrate NADH, pH 7.0, 25C
5.8
-
crude cell extract
7.6
-
recombinant enzyme at 50C with roccelin
8.5
extract from Escherichia coli containing recombinant enzyme with Methyl red and NADH as substrates, pH 8.0, 40C
10.1
purified enzyme, using Orange I as the substrate with NADH as proton donor, pH 6.8, 45C
10.8
purified enzyme, pH 7.1 with 1-(4'-carboxyphenylazo)-2-naphthol and NADH as substrates
11.7
-
native enzyme at 70C with roccelin
12.6
purified recombinant enzyme with Red dye II and NADH as substrates, pH 8.0, 40C