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BRENDA support

Ligand phosphatidic acid

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Basic Ligand Information

Molecular Structure
Picture of phosphatidic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H19O8PR2
phosphatidic acid
Synonyms:
1,2-diacyl-sn-glycero-3-phosphatide, 1,2-diacyl-sn-glycerol-3-phosphate, 1,2-diacyl-sn-glycerol 3-phosphate, 1,2-diacylglycerophosphate, 3-sn-phosphatidate, a 1,2-diacylglycerol 3-phosphate, a 3-sn-phosphatidate, acyl-glycerolphosphate, a phosphatidate, a sn-3-phosphatidate, diacyl-glycerophosphate, Diacylglycerol-3-phosphate, diacylglycerol 1-phosphate, diacylglycerol 3-phosphate, diacylglycerol phosphate, diacylglycerophosphate, phosphatidate, phosphatidylglycero 3-phosphate, PtdOH


Show all pahtways known for Show all BRENDA pathways known for phosphatidic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,2-diacyl-sn-glycero-3-phosphatide + H2O = ?
show the reaction diagram
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1,2-diacyl-sn-glycero-3-phosphatide + H2O = 1,2-diacylglycerol + phosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acyl-CoA + 2-acyl-sn-glycerol 3-phosphate = CoA + 1,2-diacyl-sn-glycerol 3-phosphate
show the reaction diagram
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CTP + 1,2-diacyl-sn-glycerol = CDP + 1,2-diacyl-sn-glycerol 3-phosphate
show the reaction diagram
-
ATP + diacylglycerol = ADP + phosphatidic acid
show the reaction diagram
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diphosphate + CDP-diacylglycerol = CTP + phosphatidate
show the reaction diagram
-
diacylglycerol diphosphate + H2O = phosphatidate + phosphate
show the reaction diagram
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CDPdiacylglycerol + H2O = CMP + phosphatidate
show the reaction diagram
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diacylglycerol diphosphate + H2O = phosphatidate + phosphate
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phosphatidic acid + H2O = lysophosphatidic acid + a fatty acid
show the reaction diagram
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phosphatidic acid + H2O = ?
show the reaction diagram
-
phosphatidic acid + H2O = ?
show the reaction diagram
-
phosphatidic acid + H2O = ?
show the reaction diagram
-
diacyl-glycerophosphate + H2O = dialkylglycerol + phosphate
show the reaction diagram
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doxorubicin + phosphatidate = phosphatidyl-doxorubicin + H2O
show the reaction diagram
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phosphatidic acid + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (67 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acyl-CoA + 2-acyl-sn-glycerol 3-phosphate = CoA + 1,2-diacyl-sn-glycerol 3-phosphate
show the reaction diagram
-
ATP + diacylglycerol = ADP + diacylglycerol 1-phosphate
show the reaction diagram
-
ATP + diacylglycerol = ADP + phosphatidic acid
show the reaction diagram
-
diacylglycerol diphosphate + alpha-D-Kdo-(2->4)-alpha-D-Kdo-(2->6)-lipid A = diacylglycerol phosphate + alpha-D-Kdo-(2->4)-alpha-D-Kdo-(2->6)-lipid A 1-diphosphate
show the reaction diagram
-
diphosphate + CDP-diacylglycerol = CTP + phosphatidate
show the reaction diagram
-
CDP-diacylglycerol + H2O = CMP + phosphatidic acid
show the reaction diagram
-
diacylglycerol diphosphate + H2O = phosphatidate + phosphate
show the reaction diagram
-
phosphatidylinositol 4,5-bisphosphate + H2O = inositol 4,5-bisphosphate + phosphatidate
show the reaction diagram
-
phosphatidylcholine + H2O = phosphatidic acid + choline
show the reaction diagram
-
CDPdiacylglycerol + H2O = CMP + phosphatidate
show the reaction diagram
-
diacylglycerol diphosphate + H2O = diacylglycerol phosphate + phosphate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (51 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates
-
182% activation
-
activation
-
enhances activity more markedly for PI 3-kinase II than for PI 3-kinase I
-
activates, phosphorylation of beta2-AR
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activating at low concentrations, inhibitory at high concentrations
-
highly activating
-
activates mutant form lacking START domain
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at a relative concentration of 30 mol% the lipid stimulates the reaction rate by a factor of 3.1
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activates
-
slight activation of the DGPP phosphatases activity
-
binding to nonsubstrate anionic interfaces enhances the catalytic activity of PI-PLC, interfacial binding studies, activation mechanism
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Inhibitor in Enzyme-catalyzed Reactions (43 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
3 mM, 20% inhibition
-
slight
-
at high concentrations, activates at low concentrations
-
MgCl2 partially offsets inhibition by phosphatidate
-
slight inhibition
-
most effective inhibitor among acidic phospholipids, followed by phosphatidylserine and phosphatidylinositol, phosphorylated myosin as substrate
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38% inhibition in presence of 0.2 mM 1-alkyl-2-acetyl-sn-glycero-3-phosphate, mitochondrial fraction
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monomeric and micellar, poor substrate, inhibitor
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0.45 mM, 43% inhibition
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from bovine brain
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70% inhibition at 60 mM
-
competitive versus diacylglycerol diphosphate
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addition of 0.05 mM phosphatidic acid decreases PEPC activity to approximately 40% of the control activity. Inclusion of D-glucose 6-phosphate or L-malate do not change the effect of phosphatidic acid on PEPC, preincubation of the enzyme with 5 mM phosphoenolpyruvate prior to the addition of phosphatidic acid did not prevent inactivation either. The incubation of phosphatidic acid-inactivated PEPC with protein kinase A does not restore PEPC activity
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ATP-binding subunit HisP with a carboxy-terminal extension of 8 amino acids
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.92
-
pH 6.5, 30°C
630
-
pH 7.2, 50°C, recombinant enzyme
61
-
pH 7.5, 37°C, recombinant enzyme

KM Value (36 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.38
-
pH 7.2, 50°C, recombinant enzyme
1.7
-
pH 7.5, 37°C, recombinant enzyme

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00006
-
-

References & Links

Links to other databases for phosphatidic acid

ChEBI
PubChem
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