Ligand Toluene

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Basic Ligand Information

Molecular Structure
Picture of Toluene (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H8
Toluene
DZZWHBIBMUVIIW-DTORHVGOSA-N
Synonyms:
Phenylmethane, toluol, [d3-methyl]toluene


Show all pahtways known for Show all BRENDA pathways known for Toluene

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
toluene + O2 + NADH = ?
show the reaction diagram
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toluene + NADH + H+ + O2 = 2-methylphenol + NAD+ + H2O
show the reaction diagram
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3 toluene + 3 NADPH + 3 H+ + 3 O2 = 2-cresol + 3-cresol + 4-cresol + 3 NADP+ + 3 H2O
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
phenylacetate = toluene + CO2
show the reaction diagram
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benzylsuccinate = toluene + fumarate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (31 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
toluene + NAD(P)H + O2 = ?
show the reaction diagram
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toluene + NADH + H+ + O2 = 2-methylphenol + NAD+ + H2O
show the reaction diagram
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toluene + NADH + H+ + O2 = ?
show the reaction diagram
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toluene + O2 + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ = benzyl alcohol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
p-tolualdehyde + NADPH = toluol + NADP+
show the reaction diagram
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N-benzyloxycarbonyl-L-lysine benzyl ester + H2O = N-benzyloxycarbonyl-L-lysine + toluene
show the reaction diagram
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phenylacetate = toluene + CO2
show the reaction diagram
-
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benzylsuccinate = toluene + fumarate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates by 50% at 20%
-
39% activation at 5%, 19% at 10%
-
20% (v/v), 25°C, pH 8.5, 2 h, 1.5fold activation
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poly(ethylene glycol)-modified subtilisin
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enhances the enzyme activity up to 6fold upon permeabilization
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Inhibitor in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50% (v/v), 97% loss of activity
-
competitive
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20% (v/v), 18% loss of activity
-
inhibits at 20% v/v
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retards enzymatic activity
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20% (v/v), 2 h incubation, 86% loss of activity
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strong inhibition
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reversible
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toluene slightly reduced the activity down to 74%
-
slight inhibition
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toluene slightly reduces the activity down to 74%
-
about 80% residual activity at 25%(v/v)
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about 5% residual activity at 10% (w/v)
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10% DMSO decreases the activity to 85%. 30% DMSO reduces the activity to about 70%, and 50% DMSO reduces the activity to about 45%
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about 5% residual activity at 5% (v/v)
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at 12.5% (v/v) remaining activity, 89.70%, and 25% (v/v) remaining activity, 91.02%
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3D Structure of Enzyme-Ligand-Complex (PDB) (17 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (18 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.115
-
Pseudomonas pseudoalcaligenes strain 1072
0.15
-
25°C, recombinant enzyme

KM Value (10 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0117
-
Pseudomonas pseudoalcaligenes strain 1072
0.022
-
25°C, recombinant enzyme

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.75
-
pH 6.0, 24°C

References & Links

Links to other databases for Toluene

ChEBI
PubChem
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PubChem