Ligand 2,3-dihydroxybenzoic acid

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Basic Ligand Information

Molecular Structure
Picture of 2,3-dihydroxybenzoic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H6O4
2,3-dihydroxybenzoic acid
GLDQAMYCGOIJDV-UHFFFAOYSA-N
Synonyms:
2,3-Dihydroxybenzoate, 3-hydroxysalicylate


Show all pahtways known for Show all BRENDA pathways known for 2,3-dihydroxybenzoic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2,3-dihydroxybenzoate + O2 = CO2 + alpha-hydroxymuconic semialdehyde
show the reaction diagram
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2,3-dihydroxybenzoate + O2 = 2-carboxy-cis,cis-muconate
show the reaction diagram
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ATP + 2,3-dihydroxybenzoate = diphosphate + (2,3-dihydroxybenzoyl)adenylate
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2,3-Dihydroxybenzoate = Catechol + CO2
show the reaction diagram
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2,3-Dihydroxybenzoate = ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
anthranilate + NADPH + O2 = 2,3-dihydroxybenzoate + NADP+ + NH3
show the reaction diagram
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3-hydroxybenzoate + electron donor + O2 = 2,3-dihydroxybenzoate + oxidized electron donor + H2O
show the reaction diagram
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(2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate + NAD+ = 2,3-dihydroxybenzoate + NADH + H+
show the reaction diagram
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catechol + CO2 = 2,3-dihydroxybenzoate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (30 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2,3-dihydroxybenzoic acid + O2 = ?
show the reaction diagram
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2,3-dihydroxybenzoic acid + O2 = ?
show the reaction diagram
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2,3-dihydroxybenzoate + O2 = CO2 + alpha-hydroxymuconic semialdehyde
show the reaction diagram
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2,3-dihydroxybenzoate + O2 = CO2 + alpha-hydroxymuconic semialdehyde
show the reaction diagram
-
2,3-dihydroxybenzoate + O2 = 2-carboxy-cis,cis-muconate
show the reaction diagram
-
2,3-dihydroxybenzoate + O2 = ?
show the reaction diagram
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2,3-dihydroxybenzoic acid + NAD(P)H + O2 + H2O = ?
show the reaction diagram
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2,3-dihydroxybenzoate + NADH + O2 = pyrogallol + CO2 + H2O + NAD+
show the reaction diagram
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2,3-dihydroxybenzoate + NADPH + O2 = ? + NADP+ + H2O
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2,3-dihydroxybenzoate + NADPH + O2 = ?
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2,3-dihydroxybenzoate = 1,2-dihydroxybenzene + CO2
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Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-hydroxybenzoate + electron donor + O2 = 2,3-dihydroxybenzoate + oxidized electron donor + H2O
show the reaction diagram
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2,3-dihydroxybenzaldehyde + H2O + O2 = 2,3-dihydroxybenzoate + H2O2
show the reaction diagram
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2,3-dihydroxybenzaldehyde + H2O + 2,6-dichlorophenol-indophenol = 2,3-dihydroxybenzoate + reduced 2,6-dichlorophenol-indophenol
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itoic acid + H2O = 2,3-dihydroxybenzoic acid + glycine
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2-hydroxy-6-oxo-6-(2,3-dihydroxyphenyl)-hexa-2,4-dienoate + H2O = 2,3-dihydroxybenzoate + 2-oxopent-4-enoate + H+
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catechol + CO2 = 2,3-dihydroxybenzoate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
47.7% inhibition at 0.015 mM, active site binding structure
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20% inhibition at 0.05 mM
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slight inhibition at 2 mM
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0.8 mM, about 50% inhibition
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competitive
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (11 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.28
-
in 50 mM Tris/HCl, pH 7.2, 25°C
10
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in 50 mM Tris-SO4 (pH 8.0), at 25°C
5.5
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pH 9.0, 37°C
0.47
-
pH 7.0, 30°C
2.8
-
pH 7.8, 25°C, recombinant EntE

KM Value (22 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.7
-
in 50 mM Tris/HCl, pH 7.2, 25°C
0.06
-
cosubstrate NADPH
0.051
-
in 50 mM Tris-SO4 (pH 8.0), at 25°C
0.0027
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pH 9.0, 37°C
0.0025
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pH 7.8, 25°C, recombinant EntE

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.07
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
3.7
-
-

References & Links

Links to other databases for 2,3-dihydroxybenzoic acid

ChEBI
PubChem
ChEBI
PubChem