Ligand 3,4-Dihydroxyphenylpropionate

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Basic Ligand Information

Molecular Structure
Picture of 3,4-Dihydroxyphenylpropionate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H10O4
3,4-Dihydroxyphenylpropionate
FUBBGQLTSCSAON-PBFPGSCMSA-N
Synonyms:
3,4-dihydroxy-hydrocinnamic acid, 3,4-dihydroxy-phenyl propionic acid, 3,4-dihydroxyhydrocinnamic acid, 3,4-dihydroxyphenylpropanoate, 3,4-dihydroxyphenyl propionic acid, 3,4-Dihydroxyphenylpropionic acid, 3-(3,4-dihydroxy)phenylpropionate, 3-(3,4-dihydroxyphenyl)-propanoic acid, 3-(3,4-dihydroxyphenyl)-propionic acid, 3-(3,4-dihydroxyphenyl)propanoate, 3-(3,4-dihydroxyphenyl)propanoic acid, 3-(3,4-dihydroxyphenyl)propionate, 3-(3,4-dihydroxyphenyl)propionic acid, 3-(3,4-dihydroxyphenyl) propionic acid, dihydrocaffeic acid, Hydrocaffeic acid
Pathway Source
Pathways

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4-dihydroxyphenylpropanoyl-CoA + (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate = 3,4-dihydroxyphenylpropanoate + (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl-CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3,4-dihydroxyphenylpropionate + O2 = 2-hydroxy-5-carboxyethylmuconate semialdehyde
show the reaction diagram
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3-(3,4-dihydroxyphenyl)-propanoic acid + FADH2 + O2 = 3-(3,4,5-trihydroxyphenyl)-propanoic acid + FAD + H2O
show the reaction diagram
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3-(3,4-dihydroxyphenyl)-propionic acid + 1-phenylethyl alcohol = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
methyl 3,4-dihydroxy-phenyl propionate + H2O = methanol + 3,4-dihydroxy-phenyl propionic acid
show the reaction diagram
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2',3,4,4',6'-pentahydroxy-dihydrochalcone 2'-beta-D-glucoside + H2O = phloroglucinol beta-D-glucoside + 3-(3,4-dihydroxyphenyl)propanoic acid
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.24 mM, 50% inhibition
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2.7% inhibition at 1 mM
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IC50 is above 14.0 mM
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86% residual activity at 0.5 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

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

KM Value (16 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0037
-
32°C
0.23
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isozyme I

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.018
-
-

IC50 Value (3 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.027
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pH and temperature not specified in the publication
14
-
IC50 is above 14.0 mM

References & Links

Links to other databases for 3,4-Dihydroxyphenylpropionate

ChEBI
PubChem
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PubChem