Ligand 15-deoxy-DELTA12,14-prostaglandin J2

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Basic Ligand Information

Molecular Structure
Picture of 15-deoxy-DELTA12,14-prostaglandin J2 (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C20H28O3
15-deoxy-DELTA12,14-prostaglandin J2
VHRUMKCAEVRUBK-WKELIDJCSA-N
Synonyms:
15-deoxy-D-12,14-PGJ2, 15-deoxy-delta-12,14-PGJ2, 15-Deoxy-Delta12,14-PGJ2
Pathway Source
Pathways

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
15-deoxy-DELTA12,14-prostaglandin J2 + NADPH + H+ = 12,13-dihydro-15-deoxy-DELTA12,14-prostaglandin J2 + NADP+
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
treatment of with 30 mM of 15-deoxy-DELTA12,14-prostaglandin J2 increases the expression of heme oxygenase-1, which precedes the induction of matrix metalloproteinases. The 15-deoxy-DELTA12,14-prostaglandin J2-induced upregulation of MMP-1 is abrogated by the heme oxygenase-1 inhibitor zinc protoporphyrin IX as well as introduction of heme oxygenase-1 short interfering RNA
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Inhibitor in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.024 mM, 50% inhibition
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15d-PGJ2, the enzyme inhibitor attenuates proliferation, inhibits collagen gel contraction and induces activation of the apoptotic marker, caspase-3, in CRL1762 keloid fibroblasts
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0.06 mM, IC50: 0.00036 mM
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modification of UCH-L1 by cyclopentenone prostaglandins causes unfolding and aggregation. A single thiol group on Cys152 reacts with the alpha,beta-unsaturated carbonyl center in the cyclopentenone ring of prostaglandins, resulting in a covalent adduct, spectral analysis, overview
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.308
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pH 7.2

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0096
-
pH 7.2

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.000024
-
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IC50 Value (3 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00036
-
0.06 mM, IC50: 0.00036 mM
0.013
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pH 7.4, 37C, recombinant CES1
0.0003
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References & Links

Links to other databases for 15-deoxy-DELTA12,14-prostaglandin J2

ChEBI
PubChem
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PubChem