Ligand phthalic acid

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Basic Ligand Information

Molecular Structure
Picture of phthalic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H6O4
phthalic acid
XNGIFLGASWRNHJ-UHFFFAOYSA-N
Synonyms:
2-carboxybenzoate, 2-carboxybenzoic acid, 2-phthalic acid, benzene-1,2-dicarboxylate, benzene 1,2-dicarboxylate, o-phthalate, o-phthalic acid, Phthalate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Reactive Blue 5 + H2O2 = phthalate + 2,2'-disulfonyl azobenzene + 3-((4-amino-6-chloro-1,3,5-triazin-2-yl)amino)benzenesulfonate + H2O
show the reaction diagram
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2-carboxybenzaldehyde + NAD+ + H2O = o-phthalic acid + NADH + H+
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phthalate + ethanol = phthalic acid monoethyl ester + phthalic acid diethyl ester + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-carboxybenzaldehyde + acceptor = 2-carboxybenzoic acid + reduced acceptor
show the reaction diagram
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2-carboxybenzaldehyde + NAD+ + H2O = 2-carboxybenzoate + NADH + H+
show the reaction diagram
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2-phthalaldehyde + NAD+ + H2O = phthalate + NADH + H+
show the reaction diagram
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2-carboxybenzaldehyde + NAD+ + H2O = 2-carboxybenzoate + NADH + 2 H+
show the reaction diagram
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2-carboxybenzaldehyde + NAD+ + H2O = o-phthalic acid + NADH + H+
show the reaction diagram
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phthalaldehyde + H2O + O2 = phthalic acid + H2O2
show the reaction diagram
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phthalaldehyde + O2 + H2O = phthalic acid + H2O2
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates more strongly in absence of Mg2+ than in presence of Mg2+
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Inhibitor in Enzyme-catalyzed Reactions (33 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
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about 97% residual activity at 25 mM
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competitive
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competitive
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weak
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48.8% inhibition at 10 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (6 results)

Enzyme Kinetic Parameters

KM Value (8 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
10
-
value above
1.3
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competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate

References & Links

Links to other databases for phthalic acid

ChEBI
PubChem
ChEBI
PubChem