Ligand cumene hydroperoxide

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Basic Ligand Information

Molecular Structure
Picture of cumene hydroperoxide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H12O2
cumene hydroperoxide
GNKZMNRKLCTJAY-UHFFFAOYSA-N
Synonyms:
cumene-hydroperoxide, Cumylhydroperoxide

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
cumene hydroperoxide + GSH = ?
show the reaction diagram
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cumene hydroperoxide + 2 GSH = cumene hydroxide + GSSG + H2O
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (55 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cumene hydroperoxide + NADPH + H+ = ? + NADP+ + H2O
show the reaction diagram
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cumene hydroperoxide + reduced glutaredoxin = 2-phenylpropan-2-ol + oxidized glutaredoxin
show the reaction diagram
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cumene hydroperoxide + GSH = 2-phenylpropan-2-ol + GSSG
show the reaction diagram
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myristic acid + cumene hydroperoxide = ?
show the reaction diagram
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dithiothreitol + cumene hydroperoxide = ?
show the reaction diagram
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cumene hydroperoxide + 2 GSH = cumene hydroxide + GSSG + H2O
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
considerable amount of the putative Cpd II species accumulates, even at pH 7.4. By contrast, reactions with meta-chloroperbenzoic acid at pH 7.4 yield very little of the ca. 420 nm species, unless methanol is included
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Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1% residual activity after treatment with 17 mM cumene hydroperoxide at 50°C and pH 7 for 2 h
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competitive inhibition of prostamide F synthase activity
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2.5 mM, 43.3% inhibition of wild-type enzyme, 27% of mutant enzyme H144A, 50.6% of mutant enzyme V147A, 41.5% of mutant enzyme V147L, 48.1% of mutant enzyme R96A
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1% residual activity after treatment with 17 mM cumene hydroperoxide at 50°C and pH 7 for 2 h
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1% residual activity after treatment with 17 mM cumene hydroperoxide at 50°C and pH 7 for 2 h
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (24 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.9
-
-

KM Value (38 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.12
-
-

References & Links

Links to other databases for cumene hydroperoxide

ChEBI
PubChem
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PubChem