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BRENDA support

Ligand lysophosphatidic acid

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Basic Ligand Information

Molecular Structure
Picture of lysophosphatidic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H14O7PR
lysophosphatidic acid
Synonyms:
1(or 2)-acyl-sn-glycero-3-phosphoglycerol, 1-acyl-sn-glycero-3-phosphate, 1-acyl-sn-glycero-3-phosphatide, 1-acyl-sn-glycero 3-phosphate, 1-acyl-sn-glycerol 3-phosphate, 1-acyl glycerol 3-phosphate, 1-acylglycerol 3-phosphate, 1-acylglycerophosphate, 2-lysophosphatidate, a 1-acyl-sn-glycerol 3-phosphate, acyl-sn-glycerol 3-phosphate, acyllyso-sn-glycero-3-phosphate, L-alpha-phosphatidylglycerol, lyso-phosphatidate, lyso-phosphatidic acid, lysophosphatic acid, lysophosphatidate


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
lysophosphatidic acid + H2O = monoacylglycerol + phosphate
show the reaction diagram
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lysophosphatidic acid + H2O = monoacylglycerol + phosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acyldihydroxyacetone phosphate + NADPH = 1-acyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
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lysophosphatidylcholine + H2O = choline + 2-lysophosphatidate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (40 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-Alkyl-2-acetyl-sn-glycero-3-phosphocholine + acyllyso-sn-glycero-3-phosphate = ?
show the reaction diagram
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acetyl-CoA + 1-acyl-sn-glycero-3-phosphate = CoA + 2-acetyl-1-acyl-sn-glycero-3-phosphate
show the reaction diagram
-
L-alpha-phosphatidylglycerol + H2O = ?
show the reaction diagram
-
1-acyl-sn-glycero-3-phosphate + H2O = fatty acid + glyceryl phosphate
show the reaction diagram
-
lysophosphatidic acid + H2O = monoacylglycerol + phosphate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (36 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acyldihydroxyacetone phosphate + NADPH = 1-acyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
-
phosphatidic acid + H2O = lysophosphatidic acid + a fatty acid
show the reaction diagram
-
phosphatidic acid + H2O = lysophosphatidic acid + a carboxylate
show the reaction diagram
-
1-acyl-2-oleoyl-sn-glycerol 3-phosphate + H2O = 1-acylglycerol 3-phosphate + oleic acid
show the reaction diagram
-
lysophosphatidylcholine + H2O = choline + 2-lysophosphatidate
show the reaction diagram
-
2-lysophosphatidylcholine + H2O = choline + 2-lysophosphatidate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
highly activating
-
activates PI3KC2beta in SKOV3 cells
-
activates fyn
-
activates isozyme PKNalpha
-
weak activation
-
slight activation, less effective in stimulating PLC-beta1 activity than phosphatidic acid
-
weaker activator than sphingosine 1-phosphate
-
stimulates the enzyme to 120% at 0.01 nM. Protein kinase C mediates the modulation of Na+-ATPase activity by lysophosphatidic acid
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Inhibitor in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
product inhibition, all isozymes
-
high concentration
-
competitive inhibition for 1-alkyl-sn-glycero-3-phosphate
-
IC50: 0.04 mM
-
competitive
-
isoenzyme I only
-
addition of 0.05 mM phosphatidic acid decreases PEPC activity to approximately 45% of the control activity
-
preincubations for 30 min before assessments of atrial natriuretic peptide-induced cGMP generation reveals inhibitory effects, exerted in a dose-dependent manner, elicits GC-A desensitization, protein kinase A does not block lysophosphatidic acid-induced heterologous desensitization. MEK inhibitor PD 98059 does not protect against the lysophosphatidic acid-mediated decrease in GC-A hormone sensitivity
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ATP-binding subunit HisP with a carboxy-terminal extension of 8 amino acids
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Enzyme Kinetic Parameters

KM Value (12 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.011
-
-

Ki Value (2 results)

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

IC50 Value (7 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.04
-
IC50: 0.04 mM

References & Links

Links to other databases for lysophosphatidic acid

ChEBI
PubChem
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