Ligand oxidized 2,6-dichlorophenolindophenol

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Basic Ligand Information

Molecular Structure
Picture of oxidized 2,6-dichlorophenolindophenol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H7ClNO2
oxidized 2,6-dichlorophenolindophenol
CCBICDLNWJRFPO-UHFFFAOYSA-N
Synonyms:
2,6-dichlorohenol-indophenol, 2,6-dichlorophenolindolephenol, dichloroindophenol, oxidised 2,6-dichlorophenol indophenol, oxidized 2,6-dichlorindophenol, oxidized 2,6-dichloroindophenol, oxidized 2,6-dichlorophenol-indophenol, oxidized 2,6-dichlorophenolindolphenol, oxidized 2,6-dichlorophenol indophenol, oxidized dichloroindophenol, oxidized dichlorophenol-indophenol, Tillmann's reagent

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
L-lactate + oxidized 2,6-dichlorophenolindophenol = pyruvate + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
D-gluconate + oxidized 2,6-dichlorophenolindophenol = 2-dehydro-D-gluconate + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
3,4-dehydro-DL-proline + oxidized 2,6-dichloroindophenol = ?
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Substrate in Enzyme-catalyzed Reactions (184 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol = NADP+ + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
ethanol + oxidized 2,6-dichlorophenolindophenol = ethanal + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
ecdysone + oxidized 2,6-dichloroindophenol = 3-dehydroecdysone + reduced 2,6-dichloroindophenol
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show the reaction diagram
D-lactate + oxidized 2,6-dichloroindophenol = pyruvate + reduced 2,6-dichloroindophenol
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show the reaction diagram
D-glucose + oxidized 2,6-dichlorophenolindophenol = D-glucono-1,5-lactone + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
DL-glycerol 3-phosphate + oxidized 2,6-dichlorophenolindophenol = dihydroxyacetone phosphate + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
(S)-malate + oxidized 2,6-dichlorophenol indophenol = oxaloacetate + reduced 2,6-dichlorophenol indophenol
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show the reaction diagram
n-propanol + oxidized 2,6-dichlorophenolindophenol = n-propanal + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
ethanol + oxidized 2,6-dichlorophenolindophenol = ethanal + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
L-sorbose + oxidized 2,6-dichlorophenolindophenol = 5-dehydro-D-fructose + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
D-fructose + oxidized 2,6-dichlorophenolindophenol = 5-dehydro-D-fructose + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
D-gluconate + oxidized 2,6-dichlorophenolindophenol = 2-dehydro-D-gluconate + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
(R)-2-hydroxyglutarate + oxidized 2,6-dichlorophenolindophenol = 2-oxoglutarate + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
H2 + oxidized dichloroindophenol = H+ + ?
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show the reaction diagram
H2 + oxidized dichloroindophenol = H+ + reduced dichloroindophenol
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show the reaction diagram
NAD(P)H + H+ + oxidized 2,6-dichlorophenolindophenol = NAD(P)+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADH + H+ + oxidized 2,6-dichlorophenolindophenol = NAD+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADH + H+ + oxidized 2,6-dichlorophenolindophenol = NAD+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
pyruvate + CoA + oxidized 2,6-dichlorophenolindophenol = acetyl-CoA + CO2 + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
formaldehyde + dichloroindophenol = formate + reduced dichloroindophenol
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show the reaction diagram
benzaldehyde + H2O + oxidized 2,6-dichlorophenolindophenol = benzoate + reduced 2,6-dichlorophenol-indophenol
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show the reaction diagram
arsenite + oxidized 2,6-dichlorophenolindophenol = arsenate + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
(S)-dihydroorotate + oxidized 2,6-dichloroindophenol = orotate + reduced 2,6-dichloroindophenol
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show the reaction diagram
N,N-dimethylglycine + H2O + oxidized 2,6-dichlorophenolindophenol = sarcosine + formaldehyde + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
NADH + oxidized 2,6-dichlorophenolindophenol = NAD+ + H+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol = NADP+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADH + H+ + oxidized 2,6-dichlorophenolindophenol = NAD+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol = NADP+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADH + H+ + oxidized 2,6-dichlorophenolindophenol = NAD+ + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol = NADP+ + reduced 2,6-dichlorophenolindophenol
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show the reaction diagram
dimethyl sulfide + oxidized 2,6-dichlorophenolindophenol + H2O = dimethyl sulfoxide + reduced 2,6-dichlorophenolindophenol
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Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
2,6-dichloroindophenol + O2 = oxidized 2,6-dichloroindophenol + H2O
-
-
show the reaction diagram
4-chlorophenylacetate + reduced 2,6-dichlorophenolindophenol + O2 = 3,4-dihydroxyphenylacetate + chloride + oxidized 2,6-dichlorophenolindophenol
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-
show the reaction diagram
reduced 2,6-dichlorophenolindophenol + NAD+ = oxidized 2,6-dichlorophenolindophenol + NADH + H+
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-
show the reaction diagram
reduced 2,6-dichlorophenolindophenol + NADP+ = oxidized 2,6-dichlorophenolindophenol + NADPH + H+
-
-
show the reaction diagram
nitrite + reduced 2,6-dichlorophenolindophenol = NH3 + oxidized 2,6-dichlorophenolindophenol + H2O
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-
show the reaction diagram
dimethyl sulfoxide + reduced 2,6-dichloroindophenol = dimethyl sulfide + oxidized 2,6-dichloroindophenol + H2O
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (16 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
mutant K387A, pH 7.5, 25°C
408
-
mutant K409A, pH 7.5, 25°C
377
-
mutant N384A, pH 7.5, 25°C
358
-
mutant R310A, pH 7.5, 25°C
617
-
mutant R310E, pH 7.5, 25°C
283
-
mutant R339A, pH 7.5, 25°C
288
-
mutant R65A, pH 7.5, 25°C
203
-
wild-type, pH 7.5, 25°C
385
-
pH 7.2, 30°C
0.011
-
20°C, pH 7.4
290
-
pH 7.6, 30°C
1.83
-
mutant H109R, pH 7.8, 25°C
1.52
-
wild-type, pH 7.8, 25°C
0.73
-
-
7.63
-
recombinant NAD(P)H:quinone acceptor oxidoreductase 1
600
-
recombinant NAD(P)H:quinone acceptor oxidoreductase 2
46.7
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KM Value (40 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
pH 7.1, temperature not specified in the publication
0.023
-
recombinant enzyme, pH 8.2, 25°C, with Fe(CN)63-
0.068
-
recombinant enzyme, pH 8.2, 25°C, with 2,6-dichlorophenolindophenol
0.083
-
diaphorase activity enzyme II
0.047
-
diaphorase activity enzyme I
0.036
-
mutant K387A, pH 7.5, 25°C
0.083
-
mutant K409A, pH 7.5, 25°C
0.091
-
mutant N384A, pH 7.5, 25°C
0.083
-
mutant R310A, pH 7.5, 25°C
0.125
-
mutant R310E, pH 7.5, 25°C
0.2
-
mutant R339A, pH 7.5, 25°C
0.125
-
mutant R65A, pH 7.5, 25°C
0.029
-
wild-type, pH 7.5, 25°C
0.097
-
pH 7.2, 30°C
2.5
-
pH 6.5, 55°C
0.0654
-
pH 6.8, 50°C
0.089
-
with D-alanine
0.63
-
coenzyme Q mediated
0.01
-
mutant H109R, pH 7.8, 25°C
4.7
-
wild-type, pH 7.8, 25°C
0.3
-
pH 6.5, 50°C
0.14
-
-
0.83
-
at pH 6.4 and 25°C
0.328
-
grown on alkanes
0.077
-
grown on glycerol
0.055
-
recombinant NAD(P)H:quinone acceptor oxidoreductase 1
0.018
-
recombinant NAD(P)H:quinone acceptor oxidoreductase 2
0.007
-
-
0.0233
-
maltose-binding protein-monodehydroascorbate reductase fusion protein
0.052
-
ionic strength: 200 mM
0.056
-
ionic strength: 50 mM
0.053
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References & Links

Links to other databases for oxidized 2,6-dichlorophenolindophenol

ChEBI
PubChem
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PubChem