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BRENDA support

Ligand cardiolipin

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Basic Ligand Information

Molecular Structure
Picture of cardiolipin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C25H42O17P2R4
cardiolipin
Synonyms:
a cardiolipin, diphosphatidylglycerol, diphosphatidyl glycerol


Show all pahtways known for Show all BRENDA pathways known for cardiolipin

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
a phosphatidylglycerol + a phosphatidylglycerol = a cardiolipin + glycerol
show the reaction diagram
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a phosphatidylglycerol + a phosphatidylethanolamine = a cardiolipin + ethanolamine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glutathione + cardiolipin = ?
show the reaction diagram
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S-adenosyl-L-methionine + cardiolipin = S-adenosyl-L-homocysteine + ?
show the reaction diagram
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cardiolipin + [apolipoprotein]-S-1,2-diacyl-sn-glyceryl-L-cysteine = 1-lyso-cardiolipin + [lipoprotein]-N-acyl-S-1,2-diacyl-sn-glyceryl-L-cysteine
show the reaction diagram
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cardiolipin + H2O = ?
show the reaction diagram
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cardiolipin + H2O = ?
show the reaction diagram
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cardiolipin + H2O = phosphatidylglycerophosphate + 1,2-diacylglycerol
show the reaction diagram
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cardiolipin + H2O = sn-glycero-1-phosphate + diacylglycerophosphate
show the reaction diagram
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cardiolipin + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
a phosphatidylglycerol + a phosphatidylethanolamine = a cardiolipin + ethanolamine
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (211 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
when functioning with hydrophobic electron acceptor essential in both leaflets of the membrane
-
stimulates in presence of Triton X-100
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2.2fold activation at 0.5 mg/ml
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10fold stimulation of partially purified enzyme with Escherichia coli cardiolipin
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cardiolipin liposomes induce nitrite reductase activity of Fe(II)-cytc. The values observed can be compared with the kinetics of the NO2-mediated conversion of other ferrous heme-proteins. Cardiolipins facilitate the NO2-mediated nitrosylation of cytc-Fe(II) in a dose-dependent manner inducing the penta-coordination of the heme-Fe(II) atom
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activation of reconstituted mitochondrial enzyme
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inhibits conversion of palmitoylcarnitine to palmitoyl-CoA, stimulates palmitoylcarnitine formation
-
236% activation
-
SIRT5 electrostatically binds to cardiolipin, an N-terminal amphipathic helix mediates SIRT5 binding to cardiolipin, cardiolipin activates desuccinylation of membrane proteins
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activation, 35% as effective as phosphatidylethanolamine
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the activity of MurG is increased in the presence of cardiolipin
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stimulation
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activation
-
presence of 1 mM in assay, enhances activity
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activation
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other phospholipids including phosphatidylethanolamine, phosphatidylserine, phosphatidylcholine and phosphatidylglycerol are not as effective as cardiolipin
-
activates isozyme PKNalpha
-
activates
-
activates, phosphorylation of beta2-AR
-
stimulates 6fold at 0.36 mM
-
stimulates activity of enzyme in endoplasmic membrane vesicles, due to better solubilization of the dolichol phosphate
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stimulates
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from bovine liver, activates by 68% at 1 mM
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enhances DegP proteolytic activity at high temperatures
-
activates the enzyme with the optimum concentration at 0.04 mg/ml
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the hydrolytic activity of CopA is stimulated by phosphoholipid cardiolipin and to some extent by phosphatidylglycerol. The amphipathic platform helix MBC of CopA shows a significant preference for interaction with cardiolipin
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binds the co-purified EpsE/cyto-EpsL complex and stimulates its ATPase activity 30-130fold, whereas the activity of EpsE alone is unaffected. Removal of the last 11 residues, residues 243-253, from cyto-EpsL prevents cardiolipin binding as well as stimulation of the ATPase activity of EpsE
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Inhibitor in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
lower inhibitry potency, about 25% inhibition at 0.0025 mM
-
IC50: 0.00005 mM, interaction with acidic phospholipids is most efficient at pH values below pH 6.5
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cardiolipin, dipalmitoyl phasphatidylcholine vesicles, 50% inhibition with 4-5 mol%, complete inhibition at 15 mol%
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3 mM, 15% inhibition
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noncompetitive vs. NAD+ and NADPH
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inhibits conversion of palmitoylcarnitine to palmitoyl-CoA, stimulates palmitoylcarnitine formation
-
effectiveness of various ligands in protection against inhibition, effect of pH and temperature
-
inhibitory if included as aqueous sonicated dispersions at 2.5 mg/ml
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negatively charged phospholipid, inhibits the cytosolic isozyme noncompetitively, specific ionic and probably also hydrophobic interaction
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cardiolipin-containing liposomes specifically inhibit both the proteolytic and ATPase activities of Lon in a dose-dependent manner. Cardiolipin-containing liposomes selectively bind to Lon. The interaction between cardiolipin-containing liposomes and Lon changes with the order of addition of Mg2+/ATP. When cardiolipin-containing liposomes are added after the addition of Mg2+/ATP to Lon, the binding of cardiolipin-containing liposomes to Lon is significantly decreased as compared with the reversed order
-
associates with the enzyme at the cell surface and inhibits by 92%
-
inhibits the ceramide synthesis activity: total inhibition at 2.5-5 mol%, activates the ceramidase activity, mechanism
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irreversible, inclusion of Mg2+ or MgATP2- in the incubation mixture prevent inactivation
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ATP-binding subunit HisP with a carboxy-terminal extension of 8 amino acids
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3D Structure of Enzyme-Ligand-Complex (PDB) (350 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.006
-
cytosolic isozyme, pH 7.2, 25°C

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00005
-
IC50: 0.00005 mM, interaction with acidic phospholipids is most efficient at pH values below pH 6.5
0.0006
-
pH 8.0, 25°C

References & Links

Links to other databases for cardiolipin

ChEBI
PubChem
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