Ligand phosphocholine

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Basic Ligand Information

Molecular Structure
Picture of phosphocholine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H14NO4P
phosphocholine
YHHSONZFOIEMCP-UHFFFAOYSA-O
Synonyms:
choline-O-phosphate, choline O-phosphate, choline phosphate, crude soy bean phosphocholine, O-phosphocholine, phosphorylcholine, phosphoryl choline


Show all pahtways known for Show all BRENDA pathways known for phosphocholine

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phosphatidylcholine + H2O = diacylglycerol + phosphorylcholine
show the reaction diagram
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CDP-choline + H2O = CMP + phosphocholine
show the reaction diagram
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CDP-choline + H2O = CMP + phosphocholine
show the reaction diagram
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CDP-choline + H2O = CMP + phosphorylcholine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phosphorylcholine + O2 = ?
show the reaction diagram
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phosphocholine + 2-oxoglutarate + O2 = glycine betaine aldehyde + phosphate + succinate + CO2
show the reaction diagram
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CTP + phosphocholine = diphosphate + CDP-choline
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CTP + choline phosphate = CDP-choline + diphosphate
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phosphocholine + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (143 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phosphatidylcholine + H2O = diacylglycerol + phosphorylcholine
show the reaction diagram
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p-nitrophenyl phosphorylcholine + H2O = p-nitrophenol + phosphorylcholine
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p-nitrophenylphosphocholine + H2O = p-nitrophenol + phosphocholine
show the reaction diagram
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choline sulfate + H2O = phosphorylcholine
show the reaction diagram
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CDP-choline + H2O = CMP + phosphocholine
show the reaction diagram
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CDP-choline + H2O = CMP + phosphorylcholine
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
phosphocholine in combination with Ca2+ markedly stimulate the formation of leukotrienes by wild-type 5-LO and mutant C159S/C300S/C416S/C418S, whereas their effect on the 5-LO W13A/W75A/W102A mutant is small
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from soy bean, activation
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phospholipid vesicles containing phosphatidyl-L-serine and phosphocholine are required for enzyme-mediated thrombin production in platelet-free plasma, potentially due to protection of lipid bound enzyme from inhibition
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2fold stimulation of MsbA
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Inhibitor in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
dead-end inhibitor, competitive inhibition with choline, linear mixed type inhibitor with respect to PAPS
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25% inhibition at 0.05 mM
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competitive inhibition
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Metals and Ions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
best in lipid vesicles with up to 25% phosphatidyl-L-serine and at least 75% phosphocholine
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3D Structure of Enzyme-Ligand-Complex (PDB) (37 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (14 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
33.24
-
pH 37C, pH 5.6, 1 mM MgCl2, Vmax: 89.58 micromol/min/mg
0.027
-
wild-type, pH 7.6, 25C

KM Value (60 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
6.2
-
pH 7.8, 37C
1.02
-
pH 7.5, 37C
2.1
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wild-type, pH 7.6, 25C

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.45
-
in 100 mM Tris/HCl, 6 mM MgCl2, 5 mM ATP, pH 8.8, at 37C
52.9
-
pH 7.8, 37C
1
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pH 5.0, 37C

References & Links

Links to other databases for phosphocholine

ChEBI
PubChem
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PubChem