Ligand phosphatidylcholine

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Basic Ligand Information

Molecular Structure
Picture of phosphatidylcholine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C16H30NO8PR2
phosphatidylcholine
VWDFPPVHQPESCX-AWEZNQCLSA-O
Synonyms:
1,2-diacyl-sn-glycero-3-phosphocholine, 1,2-diacylglycero-3-phosphocholine, 1.organyl-2-acyl-sn-glycero-3-phosphocholine, 3-sn-phosphatidylcholine, a phosphatidylcholine, diacyl-sn-glycero-3-phosphorylcholine, egg phosphatidylcholine, lecithin, Lecithins, phosphatidyl choline, phosphatidylcholines, plant lecithins, soybean lecithin


Show all pahtways known for Show all BRENDA pathways known for phosphatidylcholine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (44 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oleoyl-[CoA] + phosphatidylcholine + O2 + H+ = ?
show the reaction diagram
-
phosphatidylcholine + reduced cytochrome b5 + O2 = ? + cytochrome b5 + 2 H2O
show the reaction diagram
-
CMP + phosphatidylcholine = ?
show the reaction diagram
-
phosphatidylcholine + H2O = lysophosphatidylcholine + a carboxylate
show the reaction diagram
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phosphatidylcholine/out = phosphatidylcholine/in
show the reaction diagram
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ATP + H2O + phosphatidylcholine/in = ADP + phosphate + phosphatidylcholine/out
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acyl-CoA + 1-acyl-sn-glycero-3-phosphocholine = CoA + 1,2-diacyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
acyl-CoA + 2-acyl-sn-glycero-3-phosphocholine = CoA + phosphatidylcholine
show the reaction diagram
-
CDP-choline + 1,2-diacyl-sn-glycerol = CMP + a phosphatidylcholine
show the reaction diagram
-
-
CDP-diacylglycerol + choline = CMP + phosphatidylcholine
show the reaction diagram
-
phosphatidylcholine/out = phosphatidylcholine/in
show the reaction diagram
-
-
ATP + H2O + phosphatidylcholine/in = ADP + phosphate + phosphatidylcholine/out
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (141 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
lecithin + NADH + H+ + O2 = ?
show the reaction diagram
-
oleoyl-[CoA] + phosphatidylcholine + O2 + H+ = ?
show the reaction diagram
-
phosphatidylcholine + 1,2-diacylglycerol = 2-lysophosphatidylcholine + triacylglycerol
show the reaction diagram
-
acetyl-CoA + phosphatidylcholine = ?
show the reaction diagram
-
3-sn-phosphatidylcholine + dolichol = 1-acyl-sn-glycero-3-phosphocholine + acyldolichol
show the reaction diagram
-
phosphatidylcholine + CMP = CDP-choline + diacylglycerol
show the reaction diagram
-
phosphatidylcholine + H2O = ?
show the reaction diagram
-
phosphatidylcholine + H2O = ?
show the reaction diagram
-
phosphatidylcholine + H2O = ?
show the reaction diagram
-
phosphatidylcholine + H2O = diacylglycerol + choline phosphate
show the reaction diagram
-
ATP + H2O + phosphatidylcholine/in = ADP + phosphate + phosphatidylcholine/out
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (30 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-acylglyceryl phosphorylcholine + lecithin = lecithin + 1-acylglyceryl phosphorylcholine
show the reaction diagram
-
acyl-CoA + 2-acyl-sn-glycero-3-phosphocholine = CoA + phosphatidylcholine
show the reaction diagram
-
CDP-diacylglycerol + choline = CMP + phosphatidylcholine
show the reaction diagram
-
sphingomyelin + diacylglycerol = ceramide + phosphatidylcholine
show the reaction diagram
-
-
phosphatidylcholine + 2-acylglycerophosphocholine = 2-acylglycerophosphocholine + phosphatidylcholine
show the reaction diagram
-
sn-2-arachidonyl phosphatidylcholine + H2O = phosphatidylcholine + arachidonate
show the reaction diagram
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-
lysophosphatidylcholine + lysophosphatidylcholine = glycerophosphocholine + phosphatidylcholine
show the reaction diagram
-
sn-1,2-dipalmitoylphosphatidylcholine + H2O = palmitate + phosphatidylcholine
show the reaction diagram
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ATP + H2O + phosphatidylcholine/in = ADP + phosphate + phosphatidylcholine/out
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (109 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
micelles, activation, in presence of Triton X-100, slight stimulation at low concentrations
-
lipid micelles increases activity about 2fold
-
stimulates
-
125% activity at 0.05 mg
-
incorporation of P450 into liposomal membranes composed of phosphatidylcholine increases activity
-
saturated acyl chains such as dipalmitoyl/dimyristoyl phosphatidylcholine
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stimulates
-
the hydrophobic moieties of lecithin activate pyruvate oxidase whereas the hydrophilic portions of the molecule have no stimulatory effect
-
supports slow and incomplete de-epoxidation
-
liposomal phosphatidylcholine, egg yolk: 1.4fold activation
-
drastic activation of lipoyl dehydrogenase activity, no activation of asparagusate dehydrogenase activity, enzyme II
-
from egg yolk
-
stimulates
-
indispensable for activity
-
stimulates
-
activation
-
stimulation
-
activation
-
activation
-
optimal concentration: 2 mM
-
stimulated by after dialysis
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stimulation
-
6fold enhancement of activity at 0.025 mM; 6fold enhancement of activity at 0.025 mM
-
increases activity
-
stimulates 2.7fold 0.36 mM
-
0.001 mM/ml, 30-40% inhibition
-
activates
-
activates
-
enhances hydrolysis of chlorophyll
-
activates hydrolysis of phosphatidylethanolamine
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0.075 mM, slight activation upon incorporation into cholestryl oleate liquid crystals
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1fold stimulation of hydrophilic enzyme form
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vesicles of phosphatidylcholine only stimulate SHIP2 activity by 2fold. This effect is specific for di-C8 and di-C16 fatty acids of D-myo-phosphatidylinositol 3,4,5-trisphosphate as substrate
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stimulation
-
enhances hyrolysis of phosphatidylinositol 4,5-diphosphate, membrane bound enzyme
-
0.2 mM, 2fold activation
-
activates 2.75fold at 1 mM
-
inhibition or activation depends on substrate
-
activation, with acyl-chains of different lengths, above C-4
-
10fold stimulation at 0.002%
-
from 0.02 mg to 0.1 mg
-
activates
-
as phospholipid vesicles with 80% phosphatidylcholine and 20% phosphatidylserine, specific binding to the enzyme of anionic phospholipid vesicles passed over the protein C surface, defective phospholipid binding of mutant variants also resulted in severely impaired anticoagulant activity in protein C-deficient plasma
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activates at 2 mg/ml
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requirement, preferred lipid, phopshatidylserine and phopshatidylethanolamine substitute less effectively
-
mixture of 0.2 mg/ml phosphatidylserine and phosphatidylcholine leads to an 2.4fold increase in dynein activity
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absolute requirement, acyl-CoA synthetase II
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soybean
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Inhibitor in Enzyme-catalyzed Reactions (44 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at high concentrations
-
0.003 mM, 42% inhibition of chloroplastic form and 43% inhibition of cytosolic form
-
6% inhibition at 2%
-
unsaturated increasing dioleoyl/diphytanoyl phosphatidylcholine
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from egg and soybean
-
inhibits the incorporation of [3H]-methyl groups from S-adenosyl-L-methionine into phosphatidyl-N-monomethylethanolamine and phosphatidyl-N,N-dimethylethanolamine
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0.025%, 69% inhibition
-
enzyme form DGK-I, DGK-II and DGK-III
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inhibition alone, synergistic activation with the protein peak eluted from hydroxylapatite by 25 mM phosphate
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weak
-
from egg, long chain diacetyl type, slight
-
slight inhibition of cytosolic activity
-
inhibition or activation depends on substrate
-
36% inhibition at 1%, w/v
-
nearly full inhibition
-
weak
-
native PMCA from erythrocytes in mixed micelles of phosphatidylcholine-detergent has 30% of its maximal activity, while the recombinant PMCA enzyme is nearly inactive, increasing the phosphatidylcholine content of the micelles does not increase the activity of recombinant PMCA but the activity in the presence of phosphatidylcholine improves by partially removing the detergent
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3D Structure of Enzyme-Ligand-Complex (PDB) (43 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (16 results)

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

KM Value (48 results)

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

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
2
-
IC50: 2 mM

References & Links