Any feedback?
Information on EC 3.5.1.60 - N-(long-chain-acyl)ethanolamine deacylase
for references in articles please use BRENDA:EC3.5.1.60Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
3.5.1.60 N-(long-chain-acyl)ethanolamine deacylaseIUBMB Comments
This lysosomal enzyme acts best on palmitoyl ethanolamide, with lower activity on other N-(long-chain-acyl)ethanolamines. It is only active at acidic pH. Unlike EC 3.5.1.99, fatty acid amide hydrolase, it does not act on primary amides such as oleamide, and has only a marginal activity with anandamide. The enzyme is translated as an inactive proenzyme, followed by autocatalytic cleavage into two subunits that reassociate to form an active heterodimeric complex.
Specify your search results
The enzyme appears in viruses and cellular organisms
Reaction Schemes
Synonyms
hnaaa, 
more
topPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
acylethanolamine acid amidase
amidase, acylethanolamine
-
-
-
-
N-acylethanolamine acid amidase
N-acylethanolamine amidohydrolase
-
-
-
-
N-acylethanolamine-hydrolyzing acid amidase
NAAA
NAE-hydrolyzing acid amidase
N-acylethanolamine acid amidase
-
NAAA
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
N-(long-chain-acyl)ethanolamine + H2O = a long-chain carboxylate + ethanolamine
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of linear amides
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYSTEMATIC NAME
IUBMB Comments
N-(long-chain-acyl)ethanolamine amidohydrolase
This lysosomal enzyme acts best on palmitoyl ethanolamide, with lower activity on other N-(long-chain-acyl)ethanolamines. It is only active at acidic pH. Unlike EC 3.5.1.99, fatty acid amide hydrolase, it does not act on primary amides such as oleamide, and has only a marginal activity with anandamide. The enzyme is translated as an inactive proenzyme, followed by autocatalytic cleavage into two subunits that reassociate to form an active heterodimeric complex.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CAS REGISTRY NUMBER
COMMENTARY
99283-61-1
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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
(10Z)-heptadecenoylethanolamide + H2O
(10Z)-heptadec-10-enoic acid + ethanolamine
-
-
-
?
heptadecenoylethanolamide + H2O
heptadecenoate + ethanolamine
-
-
-
?
N-alpha-linolenoylethanolamide + H2O
alpha-linoleate + ethanolamine
-
-
-
?
N-dodecanoylethanolamine + H2O
dodecanoic acid + ethanolamine
-
110% of activity compared to N-oleoylethanolamine
-
?
N-eicosapentaenoylethanolamide + H2O
eicosapentanoate + ethanolamine
-
-
-
?
N-hexadecanoylethanolamine + H2O
hexadecanoic acid + ethanolamine
-
71% of activity compared to N-oleoylethanolamine
-
?
N-octadecanoylethanolamine + H2O
octadecanoic acid + ethanolamine
-
42% of activity compared to N-oleoylethanolamine
-
?
N-oleoylethanolamine + H2O
oleic acid + ethanolamine
-
best substrate in mixture of N-acylethanolamines
-
r
N-tetradecanoylethanolamine + H2O
tetradecanoic acid + ethanolamine
-
95% of activity compared to N-oleoylethanolamine
-
?
N-(4-methylcoumarin)palmitamide + H2O
palmitic acid + 7-amino-4-methylcoumarin
-
-
-
?
N-(4-methylcoumarin)palmitamide + H2O
palmitic acid + 7-amino-4-methylcoumarin
-
-
-
-
?
N-arachidonoylethanolamine + H2O
arachidic acid + ethanolamine
-
-
-
?
N-arachidonoylethanolamine + H2O
arachidic acid + ethanolamine
-
-
-
?
N-oleoylethanolamide + H2O
oleate + ethanolamine
-
-
-
?
N-palmitoylethanolamide + H2O
palmitate + ethanolamine
-
-
-
?
N-palmitoylethanolamide + H2O
palmitate + ethanolamine
-
-
-
?
palmitoylethanolamide + H2O
palmitic acid + ethanolamine
-
-
-
?
palmitoylethanolamide + H2O
palmitic acid + ethanolamine
-
-
-
?
additional information
?
-
N-acylethanolamine acid amidase is a cysteine amidase that hydrolyzes saturated or monounsaturated fatty acid ethanolamides, such as palmitoylethanolamide and oleoylethanolamide
-
-
?
additional information
?
-
-
N-acylethanolamine acid amidase is a cysteine amidase that hydrolyzes saturated or monounsaturated fatty acid ethanolamides, such as palmitoylethanolamide and oleoylethanolamide
-
-
?
additional information
?
-
-
N-acylsphingosine or N,O-diacylethanolamine are no substrates
-
-
?
additional information
?
-
N-acylethanolamine acid amidase is a cysteine amidase that hydrolyzes saturated or mono-unsaturated fatty acid ethanolamides, such as palmitoylethanolamide and oleoylethanolamide
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL 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
N-alpha-linolenoylethanolamide + H2O
alpha-linoleate + ethanolamine
-
-
-
?
N-eicosapentaenoylethanolamide + H2O
eicosapentanoate + ethanolamine
-
-
-
?
N-arachidonoylethanolamine + H2O
arachidic acid + ethanolamine
-
-
-
?
N-arachidonoylethanolamine + H2O
arachidic acid + ethanolamine
-
-
-
?
N-oleoylethanolamide + H2O
oleate + ethanolamine
-
-
-
?
N-palmitoylethanolamide + H2O
palmitate + ethanolamine
-
-
-
?
N-palmitoylethanolamide + H2O
palmitate + ethanolamine
-
-
-
?
palmitoylethanolamide + H2O
palmitic acid + ethanolamine
-
-
-
?
palmitoylethanolamide + H2O
palmitic acid + ethanolamine
-
-
-
?
additional information
?
-
N-acylethanolamine acid amidase is a cysteine amidase that hydrolyzes saturated or monounsaturated fatty acid ethanolamides, such as palmitoylethanolamide and oleoylethanolamide
-
-
?
additional information
?
-
-
N-acylethanolamine acid amidase is a cysteine amidase that hydrolyzes saturated or monounsaturated fatty acid ethanolamides, such as palmitoylethanolamide and oleoylethanolamide
-
-
?
additional information
?
-
N-acylethanolamine acid amidase is a cysteine amidase that hydrolyzes saturated or mono-unsaturated fatty acid ethanolamides, such as palmitoylethanolamide and oleoylethanolamide
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(2E)-3-([1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)prop-2-en-1-one
a reversible and competitive NAAA inhibitor, that shows in vivo anti-inflammatory activity, the pyrrolidine ring of 4g occupies the enzyme catalytic center of NAAA, preventing the carbonyl group from forming a covalent bond with catalytic residues
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one
-
(S)-2-oxo-3-oxetanyl-carbamic acid benzyl ester
a serine-derived beta-lactone, weak inhibition of rat lung enzyme, structure-activity relationship studies confirm that the ability of the compound to inhibit the enzyme depends on the beta-lactone ring, rather than the carbamate fragment, because analogues lacking the beta-lactone moiety are devoid of inhibitory activity
3-[4-(2H-1,3-benzodioxol-5-yl)phenyl]-1-(pyrrolidin-1-yl)propan-1-one
-
4-cyclohexylbutyl [(3S)-2-oxoazetidin-3-yl]carbamate
a serine-derived beta-lactam CC-ABP, competitive
5,5'-dithiobis(2-nitrobenzoic acid)
-
0.5 mM: 50% inhibition of mitochondrial, 42% inhibition of microsomal enzyme
5-((biphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide
inhibits the enzyme in a covalent and irreversible manner
5-(4-(4-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)butyl)-1H-1,2,3-triazol-1-yl)pentyl ((2S,3S)-2-methyl-1-(4-(methylsulfonyl)phenoxy)-4-oxoazetidin-3-yl)carbamate
a N-O-substituted beta-lactam BODIPY-ABP, almost complete inhibition of enzyme NAAA
5-(norbornan-2-ylmethoxy)pentyl N-[(2S,3S)-2-methyl-1-(4-methylsulfonylphenoxy)-4-oxo-azetidin-3-yl]carbamate
a norbornene-derived beta-lactam
5-azidopentyl N-[(2S,3S)-2-methyl-1-(4-methylsulfonylphenoxy)-4-oxo-azetidin-3-yl]carbamate
an azide-beta-lactam