Information on EC 2.3.1.23 - 1-acylglycerophosphocholine O-acyltransferase

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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
2.3.1.23
-
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RECOMMENDED NAME
GeneOntology No.
1-acylglycerophosphocholine O-acyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
acyl-CoA + 1-acyl-sn-glycero-3-phosphocholine = CoA + 1,2-diacyl-sn-glycero-3-phosphocholine
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
arachidonate biosynthesis I (6-desaturase, lower eukaryotes)
-
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dimorphecolate biosynthesis
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docosahexaenoate biosynthesis I (lower eukaryotes)
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hydroxylated fatty acid biosynthesis (plants)
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icosapentaenoate biosynthesis I (lower eukaryotes)
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linoleate biosynthesis I (plants)
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phosphatidylcholine acyl editing
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phosphatidylcholine biosynthesis VII
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phospholipid remodeling (phosphatidylcholine, yeast)
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phospholipid remodeling (phosphatidylethanolamine, yeast)
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ricinoleate biosynthesis
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Glycerophospholipid metabolism
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SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
Acts preferentially with unsaturated acyl-CoA derivatives. 1-Acyl-sn-glycero-3-phosphoinositol can also act as acceptor.
top
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CAS REGISTRY NUMBER
COMMENTARY hide
9027-64-9
-
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
L. cv jet Neuf
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-
Manually annotated by BRENDA team
isozymes LPCAT1 and LPCAT2
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
female BALb/c
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-
Manually annotated by BRENDA team
C57BL/10J
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-
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
rainbow trout
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-
Manually annotated by BRENDA team
potato
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-
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
-
the LPCAT genes are highly conserved, suggesting that the duplicated LPCAT genes were derived from a segmental duplication event. The segmental duplication is the result of a recent whole-genome duplication event in flax
malfunction
metabolism
physiological function
additional information
-
the specific activity of flax LPCAT1-catalyzed forward reaction is about 1000 times higher than that of flax DGAT1-catalyzed reaction when the coexpressed recombinant enzymes are assessed in yeast microsomes under in vitro enzyme assays, overview
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-acyl-2-lysophosphatidylethanolamine + oleoyl-CoA
1-acyl-2-oleoylphosphatidylethanolamine + CoA
show the reaction diagram
-
-
-
?
1-lauroyl-2-lysophosphatidylcholine + oleoyl-CoA
CoA + 1-lauroyl-2-oleoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-lauroyl-2-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1-lauroyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-lauroyl-2-lysophosphatidylcholine + stearoyl-CoA
CoA + 1-lauroyl-2-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-myristoyl-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1-myristoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-oleoyl-2-lysophosphatidylcholine + oleoyl-CoA
CoA + 1,2-dioleoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-oleoyl-2-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1-oleoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-oleoyl-2-lysophosphatidylcholine + stearoyl-CoA
CoA + 1-oleoyl-2-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-oleoyl-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1-oleoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + alpha-linolenoyl-CoA
1-palmitoyl-2-alpha-linolenoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + arachidonoyl-CoA
1-palmitoyl-2-arachidonoylphosphatidylcholine + CoA
show the reaction diagram
1-palmitoyl-2-lysophosphatidylcholine + linolenoyl-CoA
1-palmitoyl-2-alpha-linolenoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + linoleoyl-CoA
1-palmitoyl-2-linoleoylphosphatidylcholine + CoA
show the reaction diagram
1-palmitoyl-2-lysophosphatidylcholine + oleoyl-CoA
1-palmitoyl-2-oleoylphosphatidylcholine + CoA
show the reaction diagram
1-palmitoyl-2-lysophosphatidylcholine + oleoyl-CoA
CoA + 2-oleoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + palmitoyl-CoA
1,2-dipalmitoylphosphatidylcholine + CoA
show the reaction diagram
1-palmitoyl-2-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1,2-dipalmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + stearoyl-CoA
1-palmitoyl-2-stearoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + stearoyl-CoA
CoA + 1-palmitoyl-2-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylethanolamine + arachidonoyl-CoA
1-palmitoyl-2-arachidonoylphosphatidylethanolamine + CoA
show the reaction diagram
-
-
-
?
1-palmitoyl-2-lysophosphatidylglycerol + palmitoyl-CoA
1,2-dipalmitoylphosphatidylglycerol + CoA
show the reaction diagram
-
activity observed only in the presence of phosphatidylcholine (1 mg/ml)
-
-
?
1-palmitoyl-2-lysophosphatidylserine + arachidonoyl-CoA
1-palmitoyl-2-arachidonoylphosphatidylserine + CoA
show the reaction diagram
1-palmitoyl-2-lysophosphatidylserine + linoleoyl-CoA
1-palmitoyl-2-linoleoylphosphatidylserine + CoA
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + arachidonoyl-CoA
CoA + 1-palmitoyl-2-arachidonoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + lauroyl-CoA
CoA + 1-palmitoyl-2-lauroylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + linoleoyl-CoA
CoA + 1-palmitoyl-2-linoleoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + n-octanoyl-CoA
CoA + 1-palmitoyl-2-octanoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + oleoyl-CoA
CoA + 2-oleoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1,2-dipalmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-palmitoyl-lysophosphatidylcholine + stearoyl-CoA
CoA + 1-palmitoyl-2-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-stearoyl-2-lysophosphatidylcholine + oleoyl-CoA
CoA + 2-oleoyl-1-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-stearoyl-2-lysophosphatidylcholine + palmitoyl-CoA
CoA + 2-palmitoyl-1-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-stearoyl-2-lysophosphatidylcholine + stearoyl-CoA
CoA + 1,2-distearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
1-stearoyl-lysophosphatidylcholine + palmitoyl-CoA
CoA + 1-stearoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
acyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1,2-diacyl-sn-glycero-3-phosphocholine
show the reaction diagram
acyl-CoA + 1-acyl-sn-glycero-3-phosphoryldimethylethanolamine
CoA + 1,2-diacyl-sn-glycero-3-phosphoryldimethylethanolamine
show the reaction diagram
-
preferred acyl acceptors in descending order: 1-acyl-sn-glycero-3-phosphocholine, 1-acyl-sn-glycero-3-phosphoryldimethylethanolamine, 1-acyl-sn-glycero-3-phosphorylmonomethylethanolamine, 1-acyl-sn-glycero-3-phosphorylethanolamine
-
?
acyl-CoA + 1-acyl-sn-glycero-3-phosphorylethanolamine
CoA + 1,2-diacyl-sn-glycero-3-phosphorylethanolamine
show the reaction diagram
-
-
-
?
acyl-CoA + 1-acyl-sn-glycero-3-phosphorylmonomethylethanolamine
CoA + 1,2-diacyl-sn-glycero-3-phosphorylmonomethylethanolamine
show the reaction diagram
-
-
-
?
acyl-CoA + 1-decanoyl-sn-glycero-3-phosphocholine
CoA + 1-decanoyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
?
acyl-CoA + 1-lauroyl-sn-glycero-3-phosphocholine
CoA + 1-lauroyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
?
acyl-CoA + 1-myristoyl-sn-glycero-3-phosphocholine
CoA + 1-myristoyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
preferred acyl acceptors: 1-myristyl-sn-glycero-3-phosphocholine, 1-stearyl-sn-glycero-3-phosphocholine, 1-oleoyl-sn-glycero-3-phosphocholine and 1-linoleoyl-sn-glycero-3-phosphocholine, very little activity with 1-decanoyl-sn-glycero-3-phosphocholine
-
?
acyl-CoA + 1-O-alkyl-sn-glycero-3-phosphocholine
CoA + 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
?
acyl-CoA + 1-oleoyl-sn-glycero-3-phosphocholine
CoA + 1-oleoyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
acyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
acyl-CoA + 1-stearoyl-sn-glycero-3-phosphocholine
CoA + 1-stearoyl-2-acyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
no activity with 1-myristoyl-sn-glycero-3-phosphocholine
-
r
acyl-CoA + lysophosphatidylcholine
CoA + phosphatidylcholine
show the reaction diagram
-
-
-
?
arachidonoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-arachidonoyl-sn-glycero-3-phosphocholine
show the reaction diagram
arachidonoyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine
CoA + 1-acyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine
show the reaction diagram
arachidonoyl-CoA + 1-acyl-sn-glycero-3-phosphoinositol
CoA + 1-acyl-2-arachidonoyl-sn-glycero-3-phosphoinositol
show the reaction diagram
arachidonoyl-CoA + 1-acyl-sn-glycero-3-phosphoserine
CoA + 1-acyl-2-arachidonoyl-sn-glycero-3-phosphoserine
show the reaction diagram
arachidonoyl-CoA + 1-arachidoyl-2-lysophosphatidylcholine
CoA + 2-arachidonoyl-1-arachidoylphosphatidylcholine
show the reaction diagram
-
-
-
?
arachidonoyl-CoA + 1-O-hexadecyl-sn-glycero-3-phosphocholine
CoA + 2-arachidonoyl-1-O-hexadecyl-sn-glycero-3-phosphocholine
show the reaction diagram
LPCAT3 acylates 1-O-alkyl-sn-glycero-3-phosphocholine with arachidonyl-CoA but not with acetyl-CoA
-
-
?
arachidonoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 2-arachidonoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
arachidonoyl-CoA + 1-palmitoyl-2-lysophosphatidylethanolamine
CoA + 2-arachidonoyl-1-palmitoylphosphatidylethanolamine
show the reaction diagram
lysophosphatidylethanolamine acylation is evident. But no significant activity of acylation is detected when 16:0-lysophosphatidylglycerol is used as substrate
-
-
?
arachidonoyl-CoA + 1-stearoyl-2-lysophosphatidylcholine
CoA + 2-arachidonoyl-1-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
?
arachidonoyl-CoA + palmitoyl-lysophosphatidylcholine
CoA + 2-arachidonoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
cis-11-eicosaenoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-cis-11-eicosaenoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
13% of activity with arachidonoyl-CoA
-
r
decanoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-decanoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
58% of activity with arachidonoyl-CoA
-
r
decanoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + 1-palmitoyl-2-decanoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
highest activity with 1-palmitoyl-sn-glycero-3-phosphocholine as acceptor, preferred acyl donors in descending order: decanoyl-CoA, oleoyl-CoA, arachidonoyl-CoA, stearoyl-CoA, linolenoyl-CoA, dodecanoyl-CoA, palmitoyl-CoA
-
?
eicosatrienoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-eicosatrienoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
20% of activity with arachidonoyl-CoA
-
r
linolenoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-linolenoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
8% of activity with arachidonoyl-CoA
-
r
linolenoyl-CoA + 1-linolenoyl-sn-glycero-3-phosphocholine
CoA + 1,2-dilinolenoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
-
?
linoleoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-linoleoyl-sn-glycero-3-phosphocholine
show the reaction diagram
linoleoyl-CoA + 1-linoleoyl-sn-glycero-3-phosphocholine
CoA + 1,2-dilinoleoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
-
?
linoleoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 1-palmitoyl-2-linoleoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
linoleoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 2-linoleoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
lyso-platelet-activating factor + acetyl-CoA
platelet-activating factor + CoA
show the reaction diagram
-
activity observed only in the presence of phosphatidylcholine (1 mg/ml)
-
-
?
lysophosphatidylcholine + acyl-CoA
phosphatidylcholine + CoA
show the reaction diagram
lysophosphatidylcholine + oleoyl-CoA
phosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
myristoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-myristoyl-sn-glycero-3-phosphocholine
show the reaction diagram
oleoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine
show the reaction diagram
oleoyl-CoA + 1-acyl-sn-glycero-3-phosphoinositol
CoA + 1-acyl-2-oleoyl-sn-glycero-3-phosphoinositol
show the reaction diagram
oleoyl-CoA + 1-azido-oleoyl-sn-lysophosphatidyl-(N-methyl)-choline
CoA + 1-azido-oleoyl-2-oleoyl-sn-lysophosphatidyl-(N-methyl)-choline
show the reaction diagram
-
-
-
?
oleoyl-CoA + 1-oleoyl-sn-glycero-3-phosphocholine
CoA + 1,2-dioleoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
-
?
oleoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 2-oleoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
oleoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
-
?
oleoyl-CoA + lyso-phosphatidylcholine
CoA + phosphatidylcholine
show the reaction diagram
-
-
-
-
?
oleoyl-CoA + lyso-platelet-activating factor
CoA + platelet-activating factor
show the reaction diagram
-
-
-
-
?
oleoyl-CoA + lysophosphatidyl choline
?
show the reaction diagram
oleoyl-CoA + palmitoyl-lysophosphatidylcholine
CoA + 2-oleoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
oleoyl-CoA + sn-1-myristoyl-lysophosphatidylcholine
CoA + 1-myristoyl-2-oleoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
oleoyl-CoA + sn-1-stearoyl-lysophosphatidylcholine
CoA + 2-oleoyl-1-stearoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
oleyl-CoA + sn-1-oleoyl-lysophosphatidylcholine
CoA + 1,2-dioleoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-palmitoyl-sn-glycero-3-phosphocholine
show the reaction diagram
palmitoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 1,2-dipalmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 2-palmitoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
palmitoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + 1,2-dipalmitoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
preferred substrate
-
-
?
palmitoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + 1,2-dipalmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + dipalmitoylphosphatidylcholine
show the reaction diagram
i.e. 1-palmitoyl-lysophosphatidylcholine
-
-
?
palmitoyl-CoA + lysophosphatidylcholine
CoA + ?
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + sn-1-myristoyl-lysophosphatidylcholine
CoA + 1-myristoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + sn-1-oleoyl-lysophosphatidylcholine
CoA + 1-oleoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + sn-1-stearoyl-lysophosphatidylcholine
CoA + 1-stearoyl-2-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
-
?
stearoyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1-acyl-2-stearoyl-sn-glycero-3-phosphocholine
show the reaction diagram
stearoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine
CoA + 2-stearoyl-1-palmitoylphosphatidylcholine
show the reaction diagram
-
-
-
?
stearoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine
CoA + 1-palmitoyl-2-stearoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
-
?
stearoyl-CoA + 1-stearoyl-sn-glycero-3-phosphocholine
CoA + 1,2-distearoyl-sn-glycero-3-phosphocholine
show the reaction diagram
-
-
-
-
?
additional information
?
-
top print hide
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-palmitoyl-2-lysophosphatidylcholine + arachidonoyl-CoA
1-palmitoyl-2-arachidonoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + linoleoyl-CoA
1-palmitoyl-2-linoleoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + oleoyl-CoA
1-palmitoyl-2-oleoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + palmitoyl-CoA
1,2-dipalmitoylphosphatidylcholine + CoA
show the reaction diagram
-
-
-
-
?
acyl-CoA + 1-acyl-sn-glycero-3-phosphocholine
CoA + 1,2-diacyl-sn-glycero-3-phosphocholine
show the reaction diagram
additional information
?
-
top print hide
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
required
additional information
-
Ca2+ is not required
top print hide
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-acyl-sn-glycero-3-phosphocholine
1-alkenylglycerophosphocholine
-
-
1-azido-oleoyl-sn-lysophosphatidyl-N-methyl
-
0.2 mM, 50% inactivation after photolysis
-
1-decyl propanediol-3-phosphorylcholine
-
-
-
1-dodecyl propanediol-3-phosphorylcholine
-
-
-
1-hexadecyl propanediol-3-phosphorylcholine
-
-
-
1-octadecyl propanediol-3-phosphorylcholine
-
-
-
1-tetradecyl propanediol-3-phosphorylcholine
-
-
-
18-(4'-azido-2'-hydroxybenzoylamino)-oleic acid
-
0.4 mM; 73% inhibition, reversible inhibition in the dark, irreversible inactivation after photolysis, used as photoaffinity label
2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)-dodecanamide
-
-
2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide
-
-
2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone
-
potent inhibitor
2-[5-(thiophen-3-yl)pyridin-3-yl]ethanol
-
non-competitive
3,4-dihydroxy-1,2-dimethoxy-5-methylbenzene
-
-
3-acetoxy-2-methoxy-5-methyl-1,4-benzoquinone
-
-
3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
-
potent inhibitor
3-hexanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
-
-
acyl-CoA
-
-
ADP
-
-
Ag+
-
0.000005 mM, almost complete inhibition, noncompetitive, irreversible, probably due to formation of a thiolate
AMP
-
-
arachidonic acid
-
0.045 mM, 50% inhibition
Arachidonoyl-CoA
-
high concentration
Berol-043
-
0.25%, 90% inhibition
-
bovine serum albumin
-
3 mg/ml, 50% inhibition
-
Brij 35
-
0.1%
Brij 98
-
0.1%
cholate
-
1%, 90% inhibition
CI-976
Clofibric acid
-
inhibition of mitochondrial enzyme
Cu2+
-
0.00001 mM, 50% inhibition, noncompetitive, irreversible, probably due to formation of a thiolate
Cyclic nucleotide phosphodiesterase inhibitors
-
deoxycholate
-
0.25%, 90% inhibition
Dibucaine
-
-
dihydrofumigatin
-
i.e. 2-methoxy-1,3,4- trihydroxy-5-methylbenzene
dipalmitoylphosphatidylcholine
-
-
ethanol
-
integral membrane enzyme, 10%, 20% inhibition
fumigatin
-
i.e. 3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone
glycocholate
-
0.2%, 90% inhibition
Hg2+
-
0.00001 mM, 50% inhibition, noncompetitive, irreversible, probably due to formation of a thiolate
iodoacetate
lipopolysaccharide
suppresses the enzyme activity of isozyme LPCAT3 toward linoleoyl-CoA and arachidonoyl-CoA in phorbol 12-myristate 13-acetate-treated U-937 cells
Lubrol WX
-
0.1%
-
lysolecithin
-
-
lysolecithin analogs
-
above 0.1 mM, C10-C16, competitive inhibition
methanol
-
oleoyl-CoA as substrate
Methyllidocaine
-
inhibition of heart enzyme
Mg2+
-
-
N-ethylmaleimide
Nonidet P-40
-
0.25%, 90% inhibition
o-phenanthroline
-
2 mM, 82% inhibition, 1 mM, 73% inhibition
oleic acid
-
0.08 mM, 50% inhibition
p-chloromercuribenzoate
-
partially restorable by dithiothreitol
p-Chloromercuriphenyl sulfonic acid
palmitic acid
-
0.15 mM, 50% inhibition
palmitoyl-CoA
palmitoyltrifluoromethylketone
-
0.15 mM, 50% inhibition
Pb2+
-
0.00002 mM, 50% inhibition, noncompetitive, irreversible, probably due to formation of a thiolate
Phosphorylhomocholine
photooxidized phospholipids
-
0.0001-0.01 mM photoxoidized phospholipids preincubated with 0.1 mg microsomal membranes, approx. 45% loss of initial activity
-
procaine
-
-
Pronase
-
T0901317
a liver X recpeotr agonist
Tetracaine
-
-
thimerosal
-
-
Triton X-100
Trypsin
-
Tween 20
-
0.1%
Tween 80
-
0.1%
WY-14643
-
inhibition of mitochondrial enzyme
Zn2+
-
0.1 mM, 67% inhibition, 1 mM, 93% inhibition
additional information
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ca2+-ionophore A23187
-
0.3 units/ml, approx. 5fold activation in endothelial cells in the presence of low-density lipoprotein
cardiolipin
-
236% activation
Chloroquine
-
activation
dioleoylphosphatidylcholine
-
incorporation in membrane elevates acyltransferase activity
egg yolk phosphatidylcholine
-
incorporation in membrane elevates acyltransferase activity
-
ethanol
-
integral membrane enzyme, 2% (v/v), 30% increase in activity
iodoacetate
-
activation
low-density lipoprotein
-
1 mg/ml, approx. 10fold activation in endothelial cells, 7fold activation in the presence of both ionomycin and 1-oleoyl-2-acetyl glycerol
-
methanol
-
activation, arachidonoyl-CoA as substrate
phosphatidic acid
-
182% activation
phosphatidylethanolamine
-
incorporation in membrane elevates acyltransferase activity
phosphatidylinositol
phosphatidylserine
-
incorporation in membrane elevates acyltransferase activity
thimerosal
-
i.e. sodium ethylmercurithiosalicylate, activation
thrombin
-
0.3 units/ml, approx. 5fold activation in endothelial cells in the presence of low-density lipoprotein
-
additional information
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.012 - 0.058
1-acyl-glycero-3-phosphocholine
0.0017 - 0.107
1-acyl-sn-glycero-3-phosphocholine
0.0138
1-acyl-sn-glycero-3-phosphoinositol
-
-
0.092
1-alkenyl-sn-glycero-3-phosphocholine
-
enzyme from heart mitochondria
0.0023 - 0.7219
1-palmitoyl-lysophosphatidylcholine
0.00105 - 0.0057
acyl-CoA
-
saturated and unsaturated acyl donors, human platelets
0.214
alpha-linolenoyl-CoA
-
28°C, no cooperativity: Hill number 1.0
0.0032 - 0.7156
Arachidonoyl-CoA
0.0035 - 0.2014
linoleoyl-CoA
0.0131 - 0.027
lysophosphatidylcholine
0.08
lysophosphatidylethanolamine
-
0.00045 - 0.152
oleoyl-CoA
0.0027 - 0.04129
palmitoyl-CoA
0.0065
palmitoyl-glycero-3-phosphocholine
-
-
-
0.0021 - 0.232
stearoyl-CoA
additional information
additional information
-
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02
alpha-linolenoyl-CoA
-
28°C, no cooperativity: Hill number 1.0
0.005 - 0.16
Arachidonoyl-CoA
0.12 - 0.27
oleoyl-CoA
0.02 - 0.16
stearoyl-CoA
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.4
1-decyl propanediol-3-phosphorylcholine
-
-
-
0.375
1-dodecyl propanediol-3-phosphorylcholine
-
-
-
0.08
1-hexadecyl propanediol-3-phosphorylcholine
-
-
-
0.27
1-octadecyl propanediol-3-phosphorylcholine
-
-
-
0.275
1-tetradecyl propanediol-3-phosphorylcholine
-
-
-
0.93
lysolecithin
-
-
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02
2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone
Rattus norvegicus
-
at pH 6.9 and 37°C
0.166
3,4-dihydroxy-1,2-dimethoxy-5-methylbenzene
Rattus norvegicus
-
at pH 6.9 and 37°C
0.391
3-acetoxy-2-methoxy-5-methyl-1,4-benzoquinone
Rattus norvegicus
-
at pH 6.9 and 37°C
0.003
3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
Rattus norvegicus
-
at pH 6.9 and 37°C
0.139
3-hexanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
Rattus norvegicus
-
at pH 6.9 and 37°C
0.015
CI-976
Rattus norvegicus
-
complete inhibition at 0.05 mM, IC50: 0.015 mM, inhibition of Golgi complex-associated LPAT activity by the drug CI-976 stimulates Golgi tubule formation and subsequent redistribution of resident Golgi proteins to the endoplasmic reticulum, overview
0.101
dihydrofumigatin
Rattus norvegicus
-
at pH 6.9 and 37°C
0.109
fumigatin
Rattus norvegicus
-
at pH 6.9 and 37°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0001
-
activity in freshly prepared erythrocyte membranes with palmitoyl-CoA as acyl donor
0.0006
-
activity in stored erythrocyte membranes with palmitoyl-CoA as acyl donor
0.0007
-
activity in freshly prepared erythrocyte membranes with oleoyl-CoA as acyl donor
0.0008
-
activity in stored erythrocyte membranes with oleoyl-CoA as acyl donor
0.002
-
at 5°C
0.0028
-
crude extract, TLC assay
0.0029
-
crude extract, silic acid microcolumn assay
0.0038
-
at 20°C
0.006
-
substrate: stearoyl-CoA, 37°C, cooperativity: Hill number 3.7
0.01
-
partially purified enzyme, 1-palmitoyl-glycero-3-phosphocholine as substrate
0.013
-
acyl donor oleoyl-CoA, heart enzyme
0.028
-
-
0.042
-
integral membrane enzyme, 1-palmitoyl-glycero-3-phosphocholine as substrate
0.05
-
substrate: stearoyl-CoA, 28°C, cooperativity: Hill number 2.7
0.058
-
acyl donor oleoyl-CoA, liver enzyme
0.06
-
1-azido-oleoyl-sn-lysophosphatidyl-N-methyl as substrate
0.079
-
acyl donor oleoyl-CoA
0.082
-
substrate: arachidonoyl-CoA, 37°C, cooperativity: Hill number 2.0
0.087
-
substrate: oleoyl-CoA, 37°C, cooperativity: Hill number 1.6
0.134
-
acyl donor linoleoyl-CoA
0.268
-
substrate: alpha-linolenoyl-CoA, 28°C, no cooperativity: Hill number 1.0
0.323
-
substrate: stearoyl-CoA, 37°C, cooperativity: Hill number 1.4
0.486
-
substrate: lysophosphatidylcholine, cooperativity: Hill number 1.7
0.529
-
substrate: arachidonoyl-CoA, 28°C, cooperativity: Hill number 2.0
0.61
-
acyl donor arachidonoyl-CoA
0.68
-
acyl donor arachidonoyl-CoA
0.759
-
substrate: oleoyl-CoA, 28°C, cooperativity: Hill number 2.0
2.3
-
acyl donor arachidonoyl-CoA
4.125
-
1-acylglycerophosphoinositol O-acyltransferase
13.33
-
acyl donor oleoyl-CoA
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8
-
-
7.2
-
assay at, forward and reverse reaction
7.4 - 10
-
recombinant enzyme
7.5
-
assay at
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 10
-
approx. half-maximal activity at pH 5.0 and 10.0
5.5 - 8.5
-
approx. half-maximal activity at pH 5.5 and 8.5
6 - 9
-
almost no activity at pH 6.0 and pH 9.0
6 - 10
-
pH 6.0: about 55% of maximal activity, pH 10.0: about 80% of maximal activity, Golgi-associated enzyme
6 - 9
-
approx. half-maximal activity at pH 6.0 and 9.6
6.5 - 8
-
pH 6.5: about 80% of maximal activity, pH 8.0: about 70% of maximal activity
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
39
-
assay at
additional information
-
assay carried out at room temperature
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 50
-
20°C: about 55% of maximal activity, 50°C: 65% of maximal activity
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
high expression of both isoforms LCAT1 and LCAT2; high expression of both isoforms LCAT1 and LCAT2
Manually annotated by BRENDA team
-
by retrieving LPCAT3 expression pattern from Genevestigator
Manually annotated by BRENDA team
-
determined by RT-PCR analysis
Manually annotated by BRENDA team
-
Ehrlich ascites
Manually annotated by BRENDA team
-
endothelial cells
Manually annotated by BRENDA team
-
very low level of expression
Manually annotated by BRENDA team
low expression of isoform LCAT1
Manually annotated by BRENDA team
-
priming of Mono-Mac-6 cells by IFNgamma appears to involve LPCAT
Manually annotated by BRENDA team
-
highly expressed, detected by Northern blot analysis
Manually annotated by BRENDA team
additional information
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
in addition to endoplasmic reticulum, both isoforms LCAT1 and LCAT2 localize to lipid droplets, which consist of a core of neutral lipids surrounded by a monolayer of phospholipid, mainly phosphatidylcholine. This dual localization is enabled by the monotopic topology of the enzymes with both termini facing the cytoplasm, irrespective of supplementation with oleic acid. Lipid droplets have the ability to locally synthesize phosphatidylcholine and this activity correlates with the LPCAT1 and -2 expression levels; in addition to endoplasmic reticulum, both isoforms LCAT1 and LCAT2 localize to lipid droplets, which consist of a core of neutral lipids surrounded by a monolayer of phospholipid, mainly phosphatidylcholine. This dual localization is enabled by the monotopic topology of the enzymes with both termini facing the cytoplasm, irrespective of supplementation with oleic acid. Lipid droplets have the ability to locally synthesize phosphatidylcholine and this activity correlates with the LPCAT1 and -2 expression levels
-
Manually annotated by BRENDA team
-
plastid membrane
Manually annotated by BRENDA team
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
56100
x * 56100, calculated
57200
x * 57200, calculated
58900
x * 58900, calculated
59000
-
x * 59000, recombinant enzyme, SDS-PAGE
60000
-
x * 60000, recombinant enzyme, SDS-PAGE
63000
x * 63000, recombinant enzyme, SDS-PAGE
64000
-
x * 64000, heart enzyme, SDS-PAGE
225000
-
gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
phosphoprotein
-
lipopolysaccharide-induced phosphorylation at residue S34 leads to activation of enzyme. Phosphorylation is triggered through lipopolysaccharide-Toll like receptor 4 signalling and may directly depend on MAPK-activated protein kinase2
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
oleoyl-CoA specific activity loses 50% of activity after 90 min, arachidonoyl-CoA specific activity loses 45% of activity after 90 min
43
-
half-life: 12 min
45
-
10% loss of activity after 1 min
48
-
half-life: 1 min, oleoyl-CoA specific activity
50
-
50% loss of activity after 1 min
52
-
half-life: 1 min, arachidonoyl-CoA specific activity
55
-
70% loss of activity after 3 min, t1/2 about 2 min
additional information
-
thermal stability of microsomal preparation
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
glycerol, 50%, stabilizes
-
low ionic strength stabilizes during purification
-
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, at least 2 weeks
-
-20°C, liposome-bound enzyme, at least 10 h
-
-20°C, multiple freeze-thawing cycles, 6 weeks, 20% loss of activity
-
-20°C, partially purified enzyme, several months
-
-20°C, purified enzyme, at least 3 weeks
-
-20°C, soluble enzyme, less than 10 h
-
-60°C, 2 months
-
-70°C, several weeks, no loss of activity
-
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cibacron blue agarose, DEAE cellulose, Matrex green A, 1-acylglycerophosphoinositol O-acyltransferase; solubilized with CHAPS
-
copurification of His-tagged or GST-tagged enzyme with His-tagged StarD10 protein from Escherichia coli by affinity chromatography
-
gel filtration in the presence of 7.25 M urea, trypsin treatment
-
partial purification with palmitoyl-CoA-agarose affinity chromatography
-
partially purified
partially purified from vesicles
-
partially purified; solubilized with Triton X-100
-
partially purified; Ultrogel AcA 34
-
reactive blue 2-agarose, DEAE-Cellulose, Matrex green A; solubilized with CHAPS
-
solubilization and selective extraction with lysolecithin analogs at low concentration
-
solubilization with CHAPS
-
solubilized by detergent effect of substrates lysolecithin and oleoyl-CoA, ratio 1:1
-
solubilized with lysolecithin, reactive Blue-2-agarose, DEAE cellulose, Matrex Green A
-
solubilized with Triton X-100
-
Spharose 6B, Mono Q, severe loss of activity is partially avoided by incorporation of 20% glycerol in the elution buffer
-
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in COS-7 cell and SW-480 cell
-
expressed in Escherichia coli; expressed in Escherichia coli; expressed in Escherichia coli
expressed in Saccharomyces cerevisiae
-
expressed in Sf9 insect cell
-
expressed in yeast
-
expression in A-431 cell and COS-7 cell; expression in A-431 cell, COS-7 cell, and Hu-H7 cell
expression in COS-7 cells and in Sf9 insect cells
-
expression in Escherichia coli
-
FLAG-tagged version expressed in CHO-K1 cell; FLAG-tagged version expressed in CHO-K1 cell
FLAG-tagged version expressed in COS-7 cell
-
FLAG-tagged version expressed in HEK293T cell, expressed in Escherichia coli BL21 (DE3)
FLAG-tegged version expressed in CHO-K1 cell, expressed in HeLa cell
-
gene LPCAT1, recombinant expression of FLAG- and HA-tagged full-length and truncated enzyme in HEK-293 cell microsomes, recombinant coexpression of His-tagged or GST-tagged enzyme with His-tagged StarD10 protein in Escherichia coli
-
gene LPCAT3, quantitative real-time RT-PCR enzyme expression analysis
gene LPCAT3, real-time PCR enzyme expression analysis
His-tagged version expressed in Saccharomyces cerevisiae
-
LPCAT, DNA and amino acid sequence determination and analysis, functional expression in COS-7 cells and HEK-293 cells
LPCAT1, DNA and amino acid sequence determination and analysis
LPCAT1, DNA and amino acid sequence determination and analysis, quantitative expression analysis, expression of FLAG-tagged enzyme in CHO-K1 cells, subcellular distribution pattern analysis shows enzyme expression mainly in the endoplasmic reticulum-Golgi, but also in mitochondria, and lysosome of the transfected cells
-
two genes LPCAT, LPCAT1 and LPCAT2, containing eight exons and seven introns, respectively, DNA and amino acid seqquence determination and analysis, co-expression of flax genes LPCAT1 and diacylglycerol acyltransferase DGAT1-1 in the yeast quintuple mutant strain H1246 DELTAale1 significantly increasing 18-carbon polyunsaturated fatty acids in triacylglycerol with a concomitant decrease of 18-carbon polyunsaturated fatty acids in phospholipid. The specific activity of flax LPCAT1-catalyzed forward reaction is about 1000 times higher than that of flax DGAT1-catalyzed reaction when the expressed recombinant enzymes are assessed in yeast microsomes under in vitro enzyme assays
-
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
enzyme LPCAT3 is upregulated by liver X receptor LXR agonists, e.g. T0901317, in human macrophages
lipopolysaccharide significantly downregulates the mRNA expression of isozyme LPCAT3
upregulated in colorectal adenocarcinomas (compared to normal mucosas)
-
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
C211F
-
C211 is essential for activity
C211R
-
C211 is essential for activity
C211S
-
C211 is essential for activity
M427T
-
naturally occuring mutation, does not significantly affect the activity or function
N213A
-
putative N-glycosylation site
additional information
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pharmacology
the enzyme is a potential therapeutic targets for the regulation of immune and inflammatory disorders
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