3.1.4.54: N-acetylphosphatidylethanolamine-hydrolysing phospholipase D
This is an abbreviated version!
For detailed information about N-acetylphosphatidylethanolamine-hydrolysing phospholipase D, go to the full flat file.
Word Map on EC 3.1.4.54
Reaction
Synonyms
anandamide-generating phospholipase D, N-acyl phosphatidylethanolamine phospholipase D, N-acyl-phosphatidylethanolamine-specific phospholipase D, N-acylphosphatidylethanolamine-specific phospholipase D, NAPE-hydrolysing phospholipase D, NAPE-PLD, NAPEPLD
ECTree
3.1.4.54 N-acetylphosphatidylethanolamine-hydrolysing phospholipase DAdvanced search results
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results (Substrates Products
Substrates Products on EC 3.1.4.54 - N-acetylphosphatidylethanolamine-hydrolysing phospholipase D
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
1,2-dihexadecyl-sn-glycerol-3-phospho-(N-palmitoyl)ethanolamine + H2O
N-palmitoylethanolamine + 1,2-dihexadecyl-sn-glycerol-3-phosphate
-
-
-
?
1,2-dioleoyl-sn-glycero-3-phospho(N-palmitoyl)ethanolamine + H2O
1,2-dioleoyl-sn-glycero-3-phosphate + N-palmitoyl-phosphatidylethanolamine
1-O-octadecenyl-2-oleoyl-sn-glycero-3-phospho(N-palmitoyl)ethanolamine + H2O
1-O-octadecenyl-2-oleoyl-sn-glycerol-3-phosphate + N-palmitoyl-phosphatidylethanolamine
-
-
-
-
?
N-arachidonoyl-1,2-dioleoyl-phosphatidylehanolamine + H2O
N-arachidonoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
hydrolysis rate with 0.1 mM N-arachidonoyl-1,2-dioleoyl-phosphatidylehanolamine is about 50% of that with 0.1 mM N-palmitoyl-1,2-dioleoyl-phosphatidylethanolamine
-
-
?
N-arachidonoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-arachidonoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-arachidonoyl-1,2-dioleoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-arachidonoyl-1-oleoyl-2-lysophosphatidylethanolamine + H2O
N-arachidonoylethanolamine + 1-oleoyl-2-lyso-sn-glycerol 3-phosphate
-
-
-
?
N-arachidonoyl-phosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
the enzyme is involved in the biosynthesis of anandamide, an endocannabinoid that belongs to the class of bioactive, long-chain N-acylethanolamines. Analysis of NAPE-PLD-deficient mice reveals the presence of NAPE-PLD independent pathways for the anandamide formation
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
N-butanoyl-1-palmitoyl-2-linoleoylphosphatidylethanolamine + H2O
N-butanoylethanolamine + 1-palmitoyl-2-linoleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-decanoyl-1-palmitoyl-2-linoleoylphosphatidylethanolamine + H2O
N-decanoylethanolamine + 1-palmitoyl-2-linoleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-hexanoyl-1-palmitoyl-2-linoleoylphosphatidylethanolamine + H2O
N-hexanoylethanolamine + 1-palmitoyl-2-linoleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-lauroyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-lauroylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-myristoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-myristoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-octanoyl-1-palmitoyl-2-linoleoylphosphatidylethanolamine + H2O
N-octanoylethanolamine + 1-palmitoyl-2-linoleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-oleoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-oleoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-oleoyl-1,2-dioleoylphosphatidylethanolamine + H2O
N-oleoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoyl-1,2-dilauroylphosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1,2-dilauroyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
N-palmitoyl-1-palmitoyl-2-linoleoylphosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1-palmitoyl-2-linoleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoyl-1-palmitoyl-2-lysophosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1-palmitoyl-2-lyso-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoyl-1-palmitoyl-2-oleoylphosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1-palmitoyl-2-oleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoylphosphatidylethanolamine + H2O
N-palmitoylethanolamine + phosphatidic acid
-
-
-
?
N-stearoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-stearoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-stearoyl-1,2-dioleoylphosphatidylethanolamine + H2O
N-stearoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
1,2-dioleoyl-sn-glycero-3-phospho(N-palmitoyl)ethanolamine + H2O
1,2-dioleoyl-sn-glycero-3-phosphate + N-palmitoyl-phosphatidylethanolamine
-
-
-
-
?
1,2-dioleoyl-sn-glycero-3-phospho(N-palmitoyl)ethanolamine + H2O
1,2-dioleoyl-sn-glycero-3-phosphate + N-palmitoyl-phosphatidylethanolamine
-
-
-
-
?
N-acylphosphatidylethanolamine + H2O
N-acylethanolamine + phosphatidate
N-acylethanolamines constitute a family of endogenous bioactive lipids that includes arachidonoylethanolamide, i.e. anandamide, palmitoylethanolamide, and oleoylethanolamide. These lipids are formed from their respective N-acylated ethanolamine phospholipid precursor by the action of a phospholipase D enzyme, NAPE-PLD. The bioactive lipids may influence, amongst others: neuroinflammation, food intake, and oocyte implantation
-
-
?
N-acylphosphatidylethanolamine + H2O
N-acylethanolamine + phosphatidate
biosynthetic enzyme of anandamide and its related bioactive congeners, the N-acylethanolamines
-
-
?
N-acylphosphatidylethanolamine + H2O
N-acylethanolamine + phosphatidate
the enzyme is involved in formation of N-acylethanolamines, membrane-derived lipids that are utilized as signaling molecules in the nervous system (e.g., the endocannabinoid anandamide)
-
-
?
N-acylphosphatidylethanolamine + H2O
N-acylethanolamine + phosphatidate
-
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidate
Km values and Vmax values for N-palmitoylphosphatidylethanolamine, N-arachidonoylphosphatidylethanolamine, N-oleoylphosphatidylethanolamine, and N-stearoylphosphatidylethanolamine are similar. The enzyme does not have selectivity for N-acyl groups of N-acylphosphatidylamines
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidate
-
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
-
-
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
-
the enzyme is involved in the biosynthesis of anandamide (N-arachidonoylethanolamine). NAPE-PLD is responsible for the conversion of N-acylphosphatidylethanolamines to N-acylethanolamines in vivo, but other enzyme(s) or pathway(s) are also involved in it, especially in the formation of polyunsaturated N-acylethanolamines, including anandamide. Unlike classical neurotransmitters and neuropeptides, endocannabinoids are not stored in vesicles in the cell, rather they are produced on demand from membrane phospholipids by a series of intracellular enzymes and released from cells, followed by immediate action as signaling molecules. Binding of endocannabinoids as well as cannabinoids to cannabinoid receptors results in the decrease in intracellular cyclic AMP level and the activation of mitogen-activated protein kinase through the coupled Gi/o proteins. The activation of cannabinoid receptors modulates ion channels through Gi/o proteins, leading to the activation of A-type and inwardly rectifying potassium channels and the inhibition of N-type and P/Q-type calcium channels. The endocannabinoid system is involved in a broad range of physiological functions, such as emotion, cardiovascular regulation, energy metabolism, and reproduction, and in a growing number of pathophysiological conditions
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
-
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
the enzyme is involved in the biosynthesis of anandamide (N-arachidonoylethanolamine). NAPE-PLD is responsible for the conversion of N-acylphosphatidylethanolamines to N-acylethanolamines in vivo, but other enzyme(s) or pathway(s) are also involved in it, especially in the formation of polyunsaturated N-acylethanolamines, including anandamide. Unlike classical neurotransmitters and neuropeptides, endocannabinoids are not stored in vesicles in the cell, rather they are produced on demand from membrane phospholipids by a series of intracellular enzymes and released from cells, followed by immediate action as signaling molecules. Binding of endocannabinoids as well as cannabinoids to cannabinoid receptors results in the decrease in intracellular cyclic AMP level and the activation of mitogen-activated protein kinase through the coupled Gi/o proteins. The activation of cannabinoid receptors modulates ion channels through Gi/o proteins, leading to the activation of A-type and inwardly rectifying potassium channels and the inhibition of N-type and P/Q-type calcium channels. The endocannabinoid system is involved in a broad range of physiological functions, such as emotion, cardiovascular regulation, energy metabolism, and reproduction, and in a growing number of pathophysiological conditions
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
-
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
-
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
the enzyme is involved in the biosynthesis of anandamide (N-arachidonoylethanolamine). NAPE-PLD is responsible for the conversion of N-acylphosphatidylethanolamines to N-acylethanolamines in vivo, but other enzyme(s) or pathway(s) are also involved in it, especially in the formation of polyunsaturated N-acylethanolamines, including anandamide. Unlike classical neurotransmitters and neuropeptides, endocannabinoids are not stored in vesicles in the cell, rather they are produced on demand from membrane phospholipids by a series of intracellular enzymes and released from cells, followed by immediate action as signaling molecules. Binding of endocannabinoids as well as cannabinoids to cannabinoid receptors results in the decrease in intracellular cyclic AMP level and the activation of mitogen-activated protein kinase through the coupled Gi/o proteins. The activation of cannabinoid receptors modulates ion channels through Gi/o proteins, leading to the activation of A-type and inwardly rectifying potassium channels and the inhibition of N-type and P/Q-type calcium channels. The endocannabinoid system is involved in a broad range of physiological functions, such as emotion, cardiovascular regulation, energy metabolism, and reproduction, and in a growing number of pathophysiological conditions
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
the enzyme is involved in the biosynthesis of anandamide, an endocannabinoid that belongs to the class of bioactive, long-chain N-acylethanolamines
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
-
-
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
the enzyme is involved in the biosynthesis of anandamide (N-arachidonoylethanolamine). NAPE-PLD is responsible for the conversion of N-acylphosphatidylethanolamines to N-acylethanolamines in vivo, but other enzyme(s) or pathway(s) are also involved in it, especially in the formation of polyunsaturated N-acylethanolamines, including anandamide. Unlike classical neurotransmitters and neuropeptides, endocannabinoids are not stored in vesicles in the cell, rather they are produced on demand from membrane phospholipids by a series of intracellular enzymes and released from cells, followed by immediate action as signaling molecules. Binding of endocannabinoids as well as cannabinoids to cannabinoid receptors results in the decrease in intracellular cyclic AMP level and the activation of mitogen-activated protein kinase through the coupled Gi/o proteins. The activation of cannabinoid receptors modulates ion channels through Gi/o proteins, leading to the activation of A-type and inwardly rectifying potassium channels and the inhibition of N-type and P/Q-type calcium channels. The endocannabinoid system is involved in a broad range of physiological functions, such as emotion, cardiovascular regulation, energy metabolism, and reproduction, and in a growing number of pathophysiological conditions
N-arachidonoylethanolamine i.e. anandamide
-
?
N-arachidonoylphosphatidylethanolamine + H2O
N-arachidonoylethanolamine + phosphatidic acid
the enzyme is involved in the biosynthesis of anandamide, an endocannabinoid that belongs to the class of bioactive, long-chain N-acylethanolamines
N-arachidonoylethanolamine i.e. anandamide
-
?
N-oleoylphosphatidylethanolamine + H2O
N-oleoylethanolamine + phosphatidate
Km values and Vmax values for N-palmitoylphosphatidylethanolamine, N-arachidonoylphosphatidylethanolamine, N-oleoylphosphatidylethanolamine, and N-stearoylphosphatidylethanolamine are similar. The enzyme does not have selectivity for N-acyl groups of N-acylphosphatidylamines
-
-
?
N-oleoylphosphatidylethanolamine + H2O
N-oleoylethanolamine + phosphatidate
-
-
-
?
N-palmitoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoyl-1,2-dioleoyl-phosphatidylethanolamine + H2O
N-palmitoylethanolamine + 1,2-dioleoyl-sn-glycerol 3-phosphate
-
-
-
?
N-palmitoylphosphatidylethanolamine + H2O
N-palmitoylethanolamine + phosphatidate
Km values and Vmax values for N-palmitoyl-phosphatidylethanolamine, N-arachidonoyl-phosphatidylethanolamine, N-oleoyl-phosphatidylethanolamine, and N-stearoyl-phosphatidylethanolamine are similar. The enzyme does not have selectivity for N-acyl groups of N-acylphosphatidylamines
-
-
?
N-palmitoylphosphatidylethanolamine + H2O
N-palmitoylethanolamine + phosphatidate
-
-
-
?
N-stearoylphosphatidylethanolamine + H2O
N-stearoylethanolamine + phosphatidate
Km values and Vmax values for N-palmitoylphosphatidylethanolamine, N-arachidonoylphosphatidylethanolamine, N-oleoylphosphatidylethanolamine, and N-stearoylphosphatidylethanolamine are similar. The enzyme does not have selectivity for N-acyl groups of N-acylphosphatidylamines
-
-
?
N-stearoylphosphatidylethanolamine + H2O
N-stearoylethanolamine + phosphatidate
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-
-
?
additional information
?
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lacks the ability to catalyze a transphosphatidylation
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?
additional information
?
-
the enzyme hydrolyzes N-acyl-2-lysophosphatidylamines at a much lower rate than N-acyl-phosphatidylethanolamines
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?
additional information
?
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-
recombinant NAPE-PLD catalyzes direct release of N-palmitoylethanolamine from N-palmitoylethanolamine plasmalogen, the reaction is also catalyzes in the brain in absence of NAPE-PLD, overview
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-
?
additional information
?
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-
substrate specificity of the brain enzyme, detailed overview
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-
?
additional information
?
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recombinant NAPE-PLD catalyzes direct release of N-palmitoylethanolamine from N-palmitoylethanolamine plasmalogen, the reaction is also catalyzes in the brain in absence of NAPE-PLD, overview
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-
?
additional information
?
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substrate specificity of the brain enzyme, detailed overview
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-
?
additional information
?
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lacks the ability to catalyze a transphosphatidylation
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-
?
additional information
?
-
low activity with N-acetylphosphatidylethanolamine or N-formylphosphatidylethanolamine. The specific activities with N-palmitoyl-lyso-phosphatidylethanolamine and glycerophospho(N-palmitoyl)ethanolamine are 4% and 1%, respectively, of that with N-palmitoylphosphatidylethanolamine. Furthermore, N-palmitoylethanolamine phosphate is totally inactive. N-Palmitoyl-phosphatidylserine, phosphatidylethanol, and phosphatidylbutanol are hydrolyzed at less than 0.4% of the activity as compared with N-palmitoylphosphatidylethanolamine
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?
additional information
?
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NAPE-PLD is not capable of catalysing a transphosphatidylation reaction
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?
additional information
?
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the enzyme is inactive with phosphatidylcholine and phosphatidylethanolamine. No transphosphatidation
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