Ligand lysophosphatidylcholine

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Basic Ligand Information

Molecular Structure

C₁₂H₂₅NO₇PR

lysophosphatidylcholine

Synonyms:

1-acrylglycerophosphocholine, 1-acyl-2-lysophosphatidycholine, 1-acyl-2-lysophosphatidylcholine, 1-acyl-glycero-3-phosphorylcholine, 1-acyl-glycerophosphocholine, 1-acyl-lysophosphatidylcholine, 1-acyl-sn-glycero-3-phosphocholine, 1-acyl-sn-glycero-3-phosphorylcholine, 1-acyl-sn-glycerol-3-phosphocholine, 1-acylglycerol-3-phosphorylcholine, 1-acylglycerophosphocholine, 1-acylglyceryl phosphorylcholine, 2-lyso-phosphatidylcholine, 2-lysolecithin, 2-lysophosphatidylcholine, lyso-phosphatidylcholine, lysocholinephospholipid, lysolecithin, lysolecithin analogs, lysophophatidylcholine, lysophosphatidyl choline, lysophosphatidylcholines

BRENDA

lipid metabolism

KEGG

Choline metabolism in cancer, Glycerophospholipid metabolism

MetaCyc

diacylglycerol and triacylglycerol biosynthesis, phosphatidylcholine acyl editing, phosphatidylcholine biosynthesis VII, phospholipases, phospholipid remodeling (phosphatidylcholine, yeast)

Show all BRENDA pathways known for lysophosphatidylcholine

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (15 results)

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lysophosphatidylcholine = ?

94309

3.1.4.38

lysophosphatidylcholine + H2O = choline + 2-lysophosphatidate

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

acyl-CoA + glycerophosphocholine = CoA + 1-acyl-sn-glycero-3-phosphocholine

3.1.1.4

phosphatidylcholine + H2O = 1-acylglycerophosphocholine + a carboxylate

3.1.1.5

phosphatidylcholine + H2O = lysophosphatidylcholine + a carboxylate

649683, 651693

Substrate in Enzyme-catalyzed Reactions (69 results)

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1.13.11.45

lyso-phosphatidylcholine + O2 = ?

743055, 741777

2.3.1.147

1-Acyl-glycerophosphocholine + diacylcholine glycerolipid = ?

acyl-CoA + lysophosphatidylcholine = CoA + acyllysophosphatidylcholine

1-acylglyceryl phosphorylcholine + lecithin = lecithin + 1-acylglyceryl phosphorylcholine

lysophosphatidylcholine + CMP = ?

644354

3.1.1.23

lysophosphatidylcholine + H2O = fatty acid + glycerophosphocholine

751860

3.1.1.26

lysophosphatidylcholine + H2O = ?

94299, 94293, 94292, 94294, 94291

2-lysophosphatidylcholine + H2O = choline + 2-lysophosphatidate

750858

7.6.2.1

ATP + H2O + lysophosphatidylcholine/out = ADP + phosphate + lysophosphatidylcholine/in

696476

Product in Enzyme-catalyzed Reactions (50 results)

3-sn-phosphatidylcholine + dolichol = 1-acyl-sn-glycero-3-phosphocholine + acyldolichol

487554

2.3.1.B36

acyl-CoA + glycerophosphocholine = CoA + 1-acyl-sn-glycero-3-phosphocholine

3.1.1.26

phosphatidylcholine + H2O = lysophosphatidylcholine + fatty acid

1-acyl-2-oleoyl-sn-glycerol-3-phosphocholine + H2O = 1-acylglycerol-3-phosphorylcholine + oleic acid

80967

3.1.8.1

1-palmitoyl-2-(5-oxo)valeroyl-sn-glycero-3-phosphocholine + H2O = lysophosphatidylcholine + ?

646532

5.4.1.1

3-Lysolecithin = 2-Lysolecithin

3207

7.6.2.1

ATP + H2O + lysophosphatidylcholine/out = ADP + phosphate + lysophosphatidylcholine/in

Activator in Enzyme-catalyzed Reactions (39 results)

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1.13.11.63

lysolecithin, stimulates

activation

aprrox. 0.3%, 150% activation of activity in chromatophore extracts

inhibition in presence of digitonin, stimulation in absence of digitonin within a certain concentration range

activation

activates

activation

C16-18 acyl derivatives of lysophosphatidylcholine stimulate the activity of enzyme form A more extensively than the C14 acyl derivative, and the C12 acyl derivative is without effect on enzyme form A

745253

2.7.1.107

activation of phospholipids in the order of decreasing efficiency: phosphatidylcholine, lysophosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, sphingomyelin

increases activity

stimulates at low subsolubilizing concentrations, membrane-solubilizing concentrations lead to nearly complete inactivation

644329

2.8.2.20

slight activation, 0.2 mM

activate

0.5 mM, activation of phospholipase B activity to 132% of control

activates

stimulation

stimulation

in heparin-capacitated spermatozoa, the addition of lysophosphatidylcholine produces a significant increase (about 7fold) in acrosin activity

stimulates

Inhibitor in Enzyme-catalyzed Reactions (43 results)

completely elimination of activity

non competitive

inhibits 68% of the enzyme activity at 30 microM

687752

2.3.1.67

inhibition at high concentrations due to its detergent effect

487381

2.4.1.34

inhibition in presence of digitonin, stimulation in absence of digitonin within a certain concentration range

increases Km and reduces Vmax of the enzyme with triaclyglyrol substrates, not with monoacylglycerols, the activity is completely restored by addition of taurodeoxycholine or phospholipid

664172

3.1.1.4

inhibitory plasma compounds, profile determination by mass spectroscopy, overview

693485