Ligand sphingomyelin

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Basic Ligand Information

Molecular Structure
Picture of sphingomyelin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C27H54N2O6PR
sphingomyelin
VFWAJUWRFCPRMX-RSXGXAQESA-O
Synonyms:
an N-acyl-sphingosylphosphorylcholine, a sphingomyelin

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sphingomyelin + H2O = ceramide + phosphorylcholine
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cytidine diphosphate choline + N-acyl-threo-trans-sphingosine = CMP + sphingomyelin
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sphingomyelin + diacylglycerol = ceramide + phosphatidylcholine
show the reaction diagram
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sphingomyelin + H2O = ?
show the reaction diagram
-
sphingomyelin + H2O = ?
show the reaction diagram
-
sphingomyelin + H2O = N-acylsphingosylphosphate + choline
show the reaction diagram
-
sphingomyelin + H2O = ?
show the reaction diagram
-
ATP + H2O + sphingomyelin/out = ADP + phosphate + sphingomyelin/in
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + sphingomyelin/out = ADP + phosphate + sphingomyelin/in
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates
-
almost indispensable activator of GlcAT-P as to glycoprotein acceptors
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activates
-
activation
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activation of phospholipids in the order of decreasing efficiency: phosphatidylcholine, lysophosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, sphingomyelin
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stimulates
-
stimulates
-
activates hydrolysis of phosphatidylethanolamine
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activates
-
dietary sphingomyelin increases the alk-Smase activity in the colon by 65%, the increased activity is associated with increased protein and mRNA expression
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inhibition or activation depends on substrate
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Inhibitor in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibition alone, synergistic activation with the protein peak eluted from hydroxylapatite by 25 mM phosphate
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causes inhibition when present in multilamellar vesicles
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weak
-
0.5 MM, 21% inhibition at pH 5.0, 29% inhibition at pH 7.0, LPL1; 0.5 mM, 35% inhibition of phospholipase B activity, 45% inhibition of lysophospholipase at pH 5.0, 28% inhibition of lysophospholipase at pH 7.0
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72% inhibition at equimolar concentration with pure phosphatidic acid. No effect with equimolar concentrations of phosphatidic acid mixed with phosphatidylcholine
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competitive
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strong
-
inhibition or activation depends on substrate
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

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

KM Value (46 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0356
-
-
0.56
-
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References & Links

Links to other databases for sphingomyelin

ChEBI
PubChem
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PubChem