Ligand 3,4-Dihydroxyphenylacetate

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Basic Ligand Information

Molecular Structure
Picture of 3,4-Dihydroxyphenylacetate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H8O4
3,4-Dihydroxyphenylacetate
CFFZDZCDUFSOFZ-UHFFFAOYSA-N
Synonyms:
(3,4-dihydroxyphenyl)acetate, (3,4-dihydroxyphenyl)acetic acid, 3,4 dihydroxyphenylacetate, 3,4-dihydroxyphenyl acetate, 3,4-dihydroxyphenylacetic acid, 3,4-Dihydroxyphenyl acetic acid, Dihydroxyphenylacetate, dihydroxyphenylacetic acid, Homoprotocatechuate, Homoprotocatechuic acid


Show all pahtways known for Show all BRENDA pathways known for 3,4-Dihydroxyphenylacetate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4-dihydroxyphenylacetate + NAD(P)H + O2 = 2,4,5-trihydroxyphenylacetate + NAD(P)+ + H2O
show the reaction diagram
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homoprotocatechuic acid + S-adenosyl-L-methionine = ?
show the reaction diagram
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3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4-dihydroxyphenylacetaldehyde + NAD+ + H2O = 3,4-dihydroxyphenylacetic acid + NADH + H+
show the reaction diagram
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3,4-dihydroxyphenylacetyl-CoA + H2O = 3,4-dihydroxyphenylacetate + CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (56 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4-dihydroxyphenylacetate + O2 = ? + H2O
show the reaction diagram
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3,4-dihydroxyphenylacetic acid + H2O2 = ? + H2O
show the reaction diagram
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3,4-dihydroxyphenylacetic acid + H2O2 = ? + H2O
show the reaction diagram
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3,4-dihydroxyphenylacetate + O2 = ?
show the reaction diagram
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3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 3,4-dihydroxyphenylacetic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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(3,4-dihydroxyphenyl)acetate + H+ = 4-methylcatechol + CO2
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4-dihydroxyphenylacetaldehyde + NAD+ + H2O = 3,4-dihydroxyphenylacetate + NADH + H+
show the reaction diagram
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3,4-dihydroxyphenylacetyl-CoA + H2O = CoA + 3,4-dihydroxyphenylacetate
show the reaction diagram
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3,4-dihydroxyphenylacetyl-CoA + H2O = 3,4-dihydroxyphenylacetate + CoA
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.75 mM, 50% inhibition, noncompetitive
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1 mM, 48% inhibition, substrate analogue
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66% inhibition at 4.5 mM
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88% inhibition with tyrosine at 3 mM and dihydroxyphenylacetic acid at 3 mM
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90% residual activity at 0.5 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (67 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (27 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
15.6
-
-

KM Value (48 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.09
-
-
0.64
-
-
0.01
-
pH 5.8, 37°C
0.0209
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isoform Sult1d1, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.4
-
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IC50 Value (3 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.3
-
IC50: 0.3 mM
0.019
-
pH 7.4, 37°C
0.019
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at pH 7.8 and 37°C

References & Links

Links to other databases for 3,4-Dihydroxyphenylacetate

ChEBI
PubChem
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PubChem