Information on EC 3.1.4.3 - phospholipase C

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
3.1.4.3
-
RECOMMENDED NAME
GeneOntology No.
phospholipase C
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a phosphatidylcholine + H2O = 1,2-diacyl-sn-glycerol + phosphocholine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of phosphoric ester
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
plasmalogen degradation
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plasmalogen biosynthesis
-
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phospholipases
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Inositol phosphate metabolism
-
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Glycerophospholipid metabolism
-
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Ether lipid metabolism
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Metabolic pathways
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
phosphatidylcholine cholinephosphohydrolase
The bacterial enzyme, which is a zinc protein, also acts on sphingomyelin and phosphatidylinositol; that from seminal plasma does not act on phosphatidylinositol.
CAS REGISTRY NUMBER
COMMENTARY hide
9001-86-9
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
NPC4; gene NPC4
UniProt
Manually annotated by BRENDA team
strain 569/H
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Manually annotated by BRENDA team
strain 7004
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-
Manually annotated by BRENDA team
strain SBUG318
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-
Manually annotated by BRENDA team
strain SBUG516
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-
Manually annotated by BRENDA team
cow
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Manually annotated by BRENDA team
(L) G. Don., two isoforms
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Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
Clostridium welchii
-
-
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Manually annotated by BRENDA team
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-
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Manually annotated by BRENDA team
two isozymes
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Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
six genes NPC1-6
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Manually annotated by BRENDA team
gene lpg0012 or plcC
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
six genes NPC1-6
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Manually annotated by BRENDA team
six genes NPC1-6
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Manually annotated by BRENDA team
single NPC1-like gene
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-
Manually annotated by BRENDA team
NPC1-, NPC2- and NPC6-like gene, no NPC3-5
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-
Manually annotated by BRENDA team
six genes NPC1-6
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Manually annotated by BRENDA team
J937
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Manually annotated by BRENDA team
strain KS3.2
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Manually annotated by BRENDA team
strain KS3.2
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Manually annotated by BRENDA team
single NPC1-like gene
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-
Manually annotated by BRENDA team
six genes NPC1-6
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-
Manually annotated by BRENDA team
strain NT-1
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-
Manually annotated by BRENDA team
strain W
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-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
six genes NPC1-6
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
malfunction
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,2-diacyl-sn-glycero-3-phosphatide + H2O
1,2-diacylglycerol + phosphorylalcohol
show the reaction diagram
-
-
-
?
1,2-dicaproylphosphatidylcholine + H2O
1,2-dicaproylglycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1,2-dihexanoyl-sn-glycero-3-phospho-L-serine + H2O
1,2-dihexanoyl-sn-glycerol + phosphorylserine
show the reaction diagram
-
-
?
1,2-dihexanoyl-sn-glycero-3-phosphocholine + H2O
1,2-dihexanoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
-
-
?
1,2-dihexanoyl-sn-glycero-3-phosphoethanolamine + H2O
1,2-dihexanoyl-sn-glycerol + phosphoethanolamine
show the reaction diagram
-
-
?
1,2-dilauroylphosphatidylcholine + H2O
1,2-dilaureoylglycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1,2-dimyristoylphosphatidylcholine + H2O
1,2-dimyristoylglycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1,2-dioleoylphosphatidylcholine + H2O
1,2-dioleoylglycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1,2-dioleoylphosphatidylethanolamine + H2O
1,2-dioleoylglycerol + phosphorylethanolamine
show the reaction diagram
1,2-dipalmitoylphosphatidylcholine + H2O
1,2-dipalmitoylglycerol + phosphorylcholine
show the reaction diagram
1,2-dipalmitoylphosphatidylethanolamine + H2O
1,2-dipalmitoylglycerol + phosphorylethanolamine
show the reaction diagram
-
-
-
?
1-acyl-2-linoleoyl-glycerophosphocholine
?
show the reaction diagram
1-arachidonoyl-2-lysophosphatidylcholine + H2O
1-arachidonoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
best substrate
-
-
?
1-arachidoyl-2-lysophosphatidylcholine + H2O
1-arachidoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
poor substrate
-
-
?
1-lauroyl-lysophosphatidylcholine + H2O
1-lauroyl-sn-glycerol + phosphorylcholine
show the reaction diagram
potent substrate
-
-
?
1-linoleoyl-lysophosphatidylcholine + H2O
1-linoleoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
second best substrate
-
-
?
1-myristoyl-lysophosphatidylcholine + H2O
1-myristoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
potent substrate
-
-
?
1-O-(6-(p-methyl red)-amino-hexanoyl)-2-O-(12-(p-methyl red)-amino-dodecanoyl)-sn-glyceryl-N-(3-(5-BODIPY-pentanoyl)-amino-propyl)-N,Ndimethyl-phosphatidylethanolamine + H2O
?
show the reaction diagram
-
fluorogenic analogue of phosphatidylcholine, direct substrate for real-time measurement of enzyme activity
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-
?
1-oleoyl-lysophosphatidylcholine + H2O
1-oleoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1-palmitoyl-2-acyl-glycerophosphocholine
?
show the reaction diagram
1-palmitoyl-2-linoleoyl-glycerophosphocholine
?
show the reaction diagram
1-palmitoyl-lysophosphatidylcholine + H2O
1-palmitoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + H2O
monopalmitoylglycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
1-stearoyl-lysophosphatidylcholine + H2O
1-stearoyl-sn-glycerol + phosphorylcholine
show the reaction diagram
poor substrate
-
-
?
cardiolipin + H2O
phosphatidylglycerophosphate + 1,2-diacylglycerol
show the reaction diagram
ceramide aminoethylphosphonate
N-acylsphingosine + aminoethylphosphonate
show the reaction diagram
-
-
-
?
ceramide phosphorylethanolamine
N-acylsphingosine + phosphorylethanolamine
show the reaction diagram
-
-
-
?
choline plasmalogen
?
show the reaction diagram
-
-
-
-
?
diacylglycerylphosphoryl monomethylethanolamine + H2O
?
show the reaction diagram
diheptanoylphosphatidylcholine + H2O
diheptanoylglycerol + phosphorylcholine
show the reaction diagram
-
-
-
?
dihexanoylphosphatidic acid + H2O
?
show the reaction diagram
-
-
-
-
?
dihexanoylphosphatidylcholine + H2O
dihexanoylglycerol + phosphorylcholine
show the reaction diagram
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-
-
?
dimyristoylphosphatidylcholine + H2O
dimyristoylglycerol + phosphorylcholine
show the reaction diagram
-
substrate in mixed micelles with sodium deoxycholate
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-
?
egg lysophosphatidylcholine + H2O
monoacylglycerol + phosphorylcholine
show the reaction diagram
NPP6 is a choline-specific glycerophosphodiester phosphodiesterase. In marked difference to NPP2 (lysoPLD/autotaxin), which equally hydrolyzes lysophosphatidylcholine, 1-oleoyl lysophosphatidylethanolamine, 1-oleoyl lysophosphatidylserine, and porcine liver lysophosphatidylinositol to form lysophosphatidic acid, NPP6 hydrolyzes only lysophosphatidylcholine
-
-
?
glucosaminylphosphatidylglycerol + H2O
?
show the reaction diagram
-
-
-
-
?
glycan-phosphatidylinositol + H2O
?
show the reaction diagram
glycerophosphorylcholine + H2O
glycerol + phosphorylcholine
show the reaction diagram
enzyme hydrolyzes GPC efficiently, measurement of GDE activity
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-
?
lysocholinephospholipid + H2O
?
show the reaction diagram
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-
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?
lysoPAF + H2O
?
show the reaction diagram
lyso platelet activating factor, partially hydrolyzed
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-
?
lysophosphatidylcholine
?
show the reaction diagram
lysophosphatidylcholine + H2O
?
show the reaction diagram
-
-
-
?
lysophosphatidylcholine + H2O
monoacylglycerol + phosphorylcholine
show the reaction diagram
membrane form variant surface glycoproteins + H2O
soluble variant surface glycoprotein + sn-1,2-dimyristoylglycerol
show the reaction diagram
p-nitrophenyl phenylphosphate + H2O
?
show the reaction diagram
pNPPP, classical NPP substrate
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-
?
p-nitrophenyl phenylphosphate + H2O
p-nitrophenol + phenylphosphate
show the reaction diagram
pNPPP, classical NPP substrate
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-
?
p-nitrophenyl phosphorylcholine + H2O
?
show the reaction diagram
recombinant NPP6 efficiently hydrolyzes the classical substrate for phospholipase C
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-
?
p-nitrophenyl phosphorylcholine + H2O
? + p-nitrophenol
show the reaction diagram
pNPPC, classical NPP substrate
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-
?
p-nitrophenyl phosphorylcholine + H2O
p-nitrophenol + phosphorylcholine
show the reaction diagram
pNPPC, classical NPP substrate, recombinant NPP6 efficiently hydrolyzes the classical substrate for phospholipase C
-
-
?
p-nitrophenylphosphoryl-choline + H2O
p-nitrophenol + phosphorylcholine
show the reaction diagram
p-nitrophenylphosphorylcholine + H2O
p-nitrophenol + phosphorylcholine
show the reaction diagram
p-nitrophenylphosphorylcholine + H2O
p-nitrophenylglycerol + phosphorylcholine
show the reaction diagram
phosphatidic acid + H2O
1,2-diacyl-sn-glycerol + phosphate
show the reaction diagram
-
specific for
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-
?
phosphatidic acid + H2O
1,2-sn-diacylglycerol + phosphate
show the reaction diagram
-
-
-
?
phosphatidic acid + H2O
?
show the reaction diagram
phosphatidylcholine + H2O
1,2-diacyl-sn-glycerol + choline phosphate
show the reaction diagram
phosphatidylcholine + H2O
1,2-diacylglycerol + choline phosphate
show the reaction diagram
-
-
-
-
?
phosphatidylcholine + H2O
1,2-diacylglycerol + phosphorylcholine
show the reaction diagram
phosphatidylcholine + H2O
1,2-sn-diacylglycerol + phosphocholine
show the reaction diagram
phosphatidylethanolamine + H2O
1,2-diacyl-sn-glycerol + ethanolamine phosphate
show the reaction diagram
phosphatidylethanolamine + H2O
1,2-sn-diacylglycerol + phosphoethanolamine
show the reaction diagram
-
-
-
?
phosphatidylethanolamine + H2O
phosphorylethanolamine + 1,2-diacylglycerol
show the reaction diagram
phosphatidylethanolamine + H2O
phosphorylethanolamine + diacylglycerol
show the reaction diagram
phosphatidylglycerol + H2O
1,2-diacylglycerol + phosphate
show the reaction diagram
phosphatidylglycerol + H2O
1,2-sn-diacylglycerol + phosphatidate
show the reaction diagram
phosphatidylinositol + H2O
1,2-sn-diacylglycerol + phosphoinositol
show the reaction diagram
phosphatidylinositol + H2O
inositol + phosphatidate
show the reaction diagram
-
Ca2+-dependent activity
-
?
phosphatidylinositol + H2O
inositol monophosphate + diacylglycerol
show the reaction diagram
phosphatidylinositol 4,5-bisphosphate + H2O
inositol 4,5-bisphosphate + phosphatidate
show the reaction diagram
phosphatidylinositol-bisphosphate + H2O
inositol 1,4,5-trisphosphate + 1,2-diacylglycerol
show the reaction diagram
phosphatidylserine + H2O
phosphorylserine + diacylglycerol
show the reaction diagram
plasmalogen + H2O
?
show the reaction diagram
-
-
-
-
?
platelet activating factor + H2O
?
show the reaction diagram
PAF, partially hydrolyzed
-
-
?
sphingomyelin + H2O
ceramide + phosphocholine
show the reaction diagram
-
-
-
?
sphingomyelin + H2O
ceramide + phosphorylcholine
show the reaction diagram
sphingomyelin + H2O
N-acylsphingosine + choline phosphate
show the reaction diagram
sphingosylphosphorylcholine + H2O
?
show the reaction diagram
SPC, measurement of lysoPLC activity of NPP6 toward choline-containing phospholipids
-
-
?
triolein + H2O
?
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1,2-diacyl-sn-glycero-3-phosphatide + H2O
1,2-diacylglycerol + phosphorylalcohol
show the reaction diagram
-
-
-
?
glycan-phosphatidylinositol + H2O
?
show the reaction diagram
lysophosphatidylcholine
?
show the reaction diagram
membrane form variant surface glycoproteins + H2O
soluble variant surface glycoprotein + sn-1,2-dimyristoylglycerol
show the reaction diagram
phosphatidylcholine + H2O
1,2-diacyl-sn-glycerol + choline phosphate
show the reaction diagram
phosphatidylcholine + H2O
1,2-diacylglycerol + phosphorylcholine
show the reaction diagram
phosphatidylcholine + H2O
1,2-sn-diacylglycerol + phosphocholine
show the reaction diagram
phosphatidylethanolamine + H2O
1,2-sn-diacylglycerol + phosphoethanolamine
show the reaction diagram
O81020, Q8H965, Q8L7Y9, Q9S816, Q9SRQ6
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-
-
?
phosphatidylinositol-bisphosphate + H2O
inositol 1,4,5-trisphosphate + 1,2-diacylglycerol
show the reaction diagram
sphingomyelin + H2O
ceramide + phosphorylcholine
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
-
restores activity after EDTA treatment
Nal
-
activates enzyme activity
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium
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1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium
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1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium
-
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1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium
-
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1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxododecan-2-aminium
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1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxooctan-2-aminium
-
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1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium
-
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1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium
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1-[6-[[(17beta)-3-methoxyestra-1,3,5(10)-trien-17-yl]amino]hexyl]-1H-pyrrole-2,5-dione
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i.e. U-73122, a phospholipase C inhibitor
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium
-
uncompetitive inhibition
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium
-
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1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium
-
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1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium
-
-
1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium
-
mixed type inhibition
1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium
-
-
1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxododecan-2-aminium
-
-
1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxooctan-2-aminium
-
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2-mercaptoethanol
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylethanaminium
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-
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]hexadecanoyl]amino]-N,N,N-trimethylethanaminium
-
-
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]icosanoyl]amino]-N,N,N-trimethylethanaminium
-
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2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylethanaminium
-
-
3(S),4-dihexanoylbutyl-1-phosphonycholine
-
non-hydrolyzable, competitive inhibitor of bacterial PLC, analog of the natural phospholipid substrate, binds with its phosphonyl group to the three Zn-ions in the active site of the enzyme
3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylpropan-1-aminium
-
mixed type inhibition
3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylpropan-1-aminium
-
-
48/80
-
compound 48/80, oligomeric mixture of condensation products of N-methyl-p-methoxyphenethylamine and formaldehyde. Specific inhibition of phosphatidylinositol-specific phospholipase C, i.e. PI-PLC. Suppression of PI-PLC promotes apoptosis of vascular endothelial cells by inhibiting Akt phosphorylation, elevating p53 expression, and affecting cell cycle distribution
AlCl3
-
at 1 mM, about 60% inhibition of soluble isoform, 50% inhibition of membrane-associated isoform, inhibition of root growth
Cd2+
-
in absence of free Zn2+ in solution
cetylmethylammonium bromide
-
-
CoCl2
-
2 mM, 90% inhibition
CuSO3
-
2 mM, 96% inhibition
dithiothreitol
EGTA
enzyme activity against 1-myristoyl-lysophosphatidylcholine, glycerophosphorylcholine, and p-nitrophenyl phosphorylcholine are readily inhibited by EGTA. Indicates that a divalent cation is essential for catalytic activity
ethyl alcohol
-
at a concentration above 2%
FeCl2
-
2 mM, 94% inhibition
FeCl3
-
2 mM, 90% inhibition
ferricyanide
-
-
ganglioside GT1b
-
-
Guanidinium chloride
-
denaturation
HgCl2
-
2 mM, 92% inhibition
liponox DCH
-
at concentrations of 0.05% and above 0.2%
-
Lysophospholipids
-
-
-
MnCl2
-
2 mM, 92% inhibition
Ni2+
-
in absence of free Zn2+ in solution
o-phenanthroline
phenylmethylsulfonyl fluoride
-
2 mM, 94% inhibition
phosphatidic acid
-
monomeric and micellar, poor substrate, inhibitor
phosphatidylethanolamine
-
-
phosphinate analogue of lecithin
-
competitive inhibitor
-
phosphonate analogue of lecithin
-
competitive inhibitor
-
scyphostatin
-
50% inhibition of parasite-growth at 0.007 mM
sodium cholate
-
C-1, at concentrations above 0.02%
Sodium deoxycholate
sodium lauryl sulfate
-
C-1, at concentrations above 0.02%
Sodium vanadate
-
a lipid phosphate phosphohydrolase inhibitor
sphingomyelin
-
competitive
tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxododecan-2-yl)carbamate
-
noncompetitive inhibition
tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxooctan-2-yl)carbamate
-
-
thioglycolic acid
-
-
tricyclodecan-9-yl-potassium xanthate
-
The recovery of both variables to their original levels in serum-restimulated (or lysophosphatidic acid-restimulated) EOC cells is strongly delayed, for at least 24 h, in the presence of the PC-PLC inhibitor tricyclodecan-9-yl-potassium xanthate (D609). The S-phase of serum-restimulated EONT cells is not sensitive to D609
tricyclodecan-9-yl-xanthogenate
-
tricyclodecan-9-ylxanthogenate
Tris buffer
Triton X-100
U-73122
ZnCl2
-
2 mM, 89% inhibition
additional information
-