Ligand 4-methylcatechol

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Basic Ligand Information

Molecular Structure
Picture of 4-methylcatechol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H8O2
4-methylcatechol
ZBCATMYQYDCTIZ-UHFFFAOYSA-N
Synonyms:
1,2-dihydroxy-4-methylbenzene, 1,2-Dihydroxy-5-methylbenzene, 4-methyl-catechol, 4-methylbenzene-1,2-diol, 4-methyl catechol, 4-Methylpyrocatechol, 5-methylcatechol, homocatechol


Show all pahtways known for Show all BRENDA pathways known for 4-methylcatechol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-methylphenol + FADH2 + O2 = 4-methylcatechol + FAD + H2O
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (61 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-methylcatechol + H2O2 = ?
show the reaction diagram
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4-methylcatechol + H2O2 = ?
show the reaction diagram
-
4-methylcatechol = ?
show the reaction diagram
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4-methylpyrocatechol + O2 = 2-hydroxy-3-methylmuconic acid semialdehyde
show the reaction diagram
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4-methylcatechol + O2 = ?
show the reaction diagram
4-methylcatechol + NADH + H+ + O2 = ? + NAD+ + H2O
show the reaction diagram
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4-methylcatechol + ascorbate + O2 = 4-methyl-o-benzoquinone + dehydroascorbate + H2O
show the reaction diagram
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4-methylcatechol + Fe2+ + O2 = ?
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4-methylcatechol + acceptor + H2O = 3,4-dihydroxybenzaldehyde + reduced acceptor
show the reaction diagram
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S-adenosyl-L-methionine + 4-methylcatechol = S-adenosyl-L-homocysteine + ?
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S-adenosyl-L-methionine + homocatechol = S-adenosyl-L-homocysteine + 2-methoxy-4-methylphenol
show the reaction diagram
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3'-phosphoadenylylsulfate + 4-methylcatechol = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (36 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-methylphenol + FADH2 + O2 = 4-methylcatechol + FAD + H2O
show the reaction diagram
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(3,4-dihydroxyphenyl)acetate + H+ = 4-methylcatechol + CO2
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
effect of a range of diphenol treatments on the activation of latent red clover PPO tested. 23.0% activation
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Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
field bean PPO obeys Michaelis-Menten kinetics and exhibits the phenomenon of inhibition by excess substrate for catechol, 4-methylcatechol and 4-tert-butylcatechol
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0.0005 mM, 36% inhibition, competitive inhibitor

3D Structure of Enzyme-Ligand-Complex (PDB) (7 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (35 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
93.9
-
pH 3.8, 55°C

KM Value (110 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.014
-
pH 7.5, 38°C
0.16
-
-
0.0603
-
-
0.26
-
-
0.04
-
isozyme I

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.5
-
-
0.44
-
-
0.0095
-
pH and temperature not specified in the publication

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.004
-
pH 7.0, 37°C
0.05
-
pH 7.0, 37°C

References & Links

Links to other databases for 4-methylcatechol

ChEBI
PubChem
ChEBI
PubChem