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3.5.1.4: amidase

This is an abbreviated version!
For detailed information about amidase, go to the full flat file.

Word Map on EC 3.5.1.4

Reaction

a monocarboxylic acid amide
+
H2O
=
a monocarboxylate
+
NH3

Synonyms

4-guanidinobutyramide hydrolase, A-amidase, acetamidase, acid transferase, acylamidase, acylase, AMI1, amidase, amidase 1, amide hydrolase, amide transferase, amidohydrolase, AmiE, Ana, anandamide hydrolase, AtFAAH, Azl13, C-amidase, deaminase, ester transferase, FAAH, FAAH-1, FAAH-2, fatty acid amide hydrolase, fatty acid amide hydrolase 1, fatty acylamidase, half-amidase, indole-3-acetamide amidohydrolase, K1, mHG, Mhpg, More, murein peptide amidase A, mycothiol-S-conjugate amidase, N-acetylaminohydrolase, N-acylethanolamine acid amidase, N-acylethanolamine-hydrolyzing acid amidase, N-acylethanolaminehydrolyzing acid amidase, NAAA, NAE-hydrolyzing acid amidase, PamH, PYCH_10400, R-stereospecific amidase, RhAmidase, signature amidase, SsAH, SSAM, SSO2122, tissue kallikrein, Wide spectrum amidase

ECTree

     3 Hydrolases
         3.5 Acting on carbon-nitrogen bonds, other than peptide bonds
             3.5.1 In linear amides
                3.5.1.4 amidase

Substrates Products

Substrates Products on EC 3.5.1.4 - amidase

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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
(R)-(+)-2-chloropropionamide + H2O
(+)-2-chloropropionic acid + NH3
show the reaction diagram
(R)-2,2-dimethyl cyclopropanecarboxamide + hydroxylamine
(R)-2,2-dimethylcyclopropane hydroxamic acid + NH3
show the reaction diagram
(R)-2-chloromandelamide + H2O
(R)-2-chloromandelic acid + NH3
show the reaction diagram
(R)-lactamide + H2O
lactate + NH3
show the reaction diagram
about 30% of the activity with (S)-lactamide
-
-
?
(R,S)-2-(3-benzoylphenyl)propanamide + H2O
(S)-2-(3-benzoylphenyl)propanoic acid + NH3
show the reaction diagram
-
enantioselective for the S-enantiomer
-
-
?
(R,S)-2-phenylpropionamide + H2O
(S)-2-phenylpropionic acid + (R)-2-phenylpropionamide + NH3
show the reaction diagram
(R,S)-2-phenylpropionamide + H2O
(S)-2-phenylpropionic acid + NH3
show the reaction diagram
-
the enzyme is highly S-stereoselective for 2-phenylpropionamide, and the racemic amide is converted to the corresponding S-acid with an enantiomeric excess of over 95% at 50% conversion of the substrate
-
-
?
(R,S)-ketoprofen amide + H2O
(S)-ketoprofen + NH3
show the reaction diagram
-
the enzyme hydrolyzes S-ketoprofen amide to its corresponding acid in an absolutely enantioselective manner
-
-
?
(R/S)-2,2-dimethylcyclopropanecarboxamide + H2O
(R)-2,2-dimethylcyclopropanecarboxylic acid + (S)-2,2-dimethylcyclopropanecarboxyamide
show the reaction diagram
-
-
-
-
?
(R/S)-piperazine-2-carboxamide + H2O
(S)-piperazine-2-carboxylic acid + (R)-piperazine-2-carboxamide
show the reaction diagram
-
-
-
-
?
(S)-(-)-2-chloropropionamide + H2O
(-)-2-chloropropionic acid + NH3
show the reaction diagram
(S)-(-)-2-hydroxy-2-(trifluoromethyl)-butanamide + H2O
(R)-(+)-2-hydroxy-2-(trifluoromethyl)-butanoic acid + NH3
show the reaction diagram
-
stereospecific reaction
enantiomerically pure product
-
?
(S)-(-)-3,3,3-trifluoro-2-amino-2-methylpropanamide + H2O
(R)-(+)-3,3,3-trifluoro-2-amino-2-methylpropanoic acid + NH3
show the reaction diagram
-
stereospecific reaction
enantiomerically pure product
-
?
(S)-(-)-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide + H2O
(R)-(+)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoic acid + NH3
show the reaction diagram
-
stereospecific reaction
enantiomerically pure product
-
?
(S)-2,2-dimethyl cyclopropanecarboxamide + hydroxylamine
(S)-2,2-dimethylcyclopropane hydroxamic acid + NH3
show the reaction diagram
(S)-2-(3-benzoylphenyl)propanamide + H2O
(S)-2-(3-benzoylphenyl)propanoic acid + NH3
show the reaction diagram
-
ketoprofen amide, R-amide is not converted
ketoprofen
-
?
(S)-2-phenylpropionamide + H2O
(S)-2-phenylpropionate + NH3
show the reaction diagram
no activity with (R)-2-phenylpropionamide
-
-
?
(S)-ibuprofen amide + H2O
(S)-ibuprofen + NH3
show the reaction diagram
-
-
-
-
?
(S)-lactamide + H2O
lactate + NH3
show the reaction diagram
1-naphthalene-acetamide + H2O
1-naphthaleneacetic acid + NH3
show the reaction diagram
-
about 60% of the activity with indole-3-acetamide
-
-
?
1-naphthaleneacetamide + H2O
1-naphthaleneacetic acid + NH3
show the reaction diagram
-
-
-
?
2 indole-3-acetonitrile + 3 H2O
indole-3-acetamide + indole-3-acetic acid + NH3
show the reaction diagram
-
-
-
?
2',6'-dimethylacetanilide + H2O
2,6-dimethylaniline + acetate
show the reaction diagram
-
-
-
?
2,2-dimethylcyclopropanecarboxamide + H2O
(R)-2,2-dimethylcyclopropanecarboxylic acid + NH3
show the reaction diagram
2-aminobenzamide + H2O
2-aminobenzoic acid + NH3
show the reaction diagram
2-arachidonoylglycerol + H2O
?
show the reaction diagram
2-arachidonoylglycerol + H2O
arachidonic acid + glycerol
show the reaction diagram
2-arylpropionic amide + H2O
(S)-2-arylpropionic acid + NH3
show the reaction diagram
2-chloroacetamide + H2O
2-chloroacetate + NH3
show the reaction diagram
-
-
-
-
?
2-chloropropionamide + H2O
2-chloropropionate + NH3
show the reaction diagram
2-hydroxybenzamide + H2O
2-hydroxybenzoic acid + NH3
show the reaction diagram
2-nitroacetanilide
2-nitrophenylamine + acetate
show the reaction diagram
2-thiophenecarboxamide + H2O
2-thiophenecarboxylate + NH3
show the reaction diagram
-
-
-
?
2-toluamide + H2O
2-toluic acid + NH3
show the reaction diagram
2-tolylamide + H2O
? + NH3
show the reaction diagram
-
-
-
-
?
3',4'-dichloropropionanilide + H2O
3,4-dichloroaniline + propanoate
show the reaction diagram
-
-
-
?
3,3,3-trifluoro-2-hydroxy-2-methylpropanamide + H2O
3,3,3-trifluoro-2-hydroxy-2-methylpropanoic acid + NH3
show the reaction diagram
-
-
-
-
?
3-hydroxymyristoyl lipid A + H2O
?
show the reaction diagram
-
3-hydroxymyristoyl group linked to the proximal glucosamine residue of de-O-acylated lipid A, hydolysis by isozyme FAAI
-
-
?
3-indolacetamide + H2O
3-indolacetate + NH3
show the reaction diagram
-
-
-
?
3-indolylacetamide + H2O
3-indolylacetic acid + NH3
show the reaction diagram
-
-
-
-
?
3-phenyl-propionamide + H2O
3-phenyl-propionate + NH3
show the reaction diagram
-
-
-
-
?
3-phenylpropionamide + H2O
3-phenylpropionate + NH3
show the reaction diagram
3-toluamide + H2O
3-toluic acid + NH3
show the reaction diagram
-
-
-
?
3-tolylamide + H2O
? + NH3
show the reaction diagram
-
-
-
-
?
4'-methylacetanilide + H2O
4-methylaniline + acetate
show the reaction diagram
-
-
-
?
4-aminobenzamide + H2O
4-aminobenzoic acid + NH3
show the reaction diagram
4-chloro-3-hydroxybutyramide + H2O
4-chloro-3-hydroxybutyrate + NH3
show the reaction diagram
-
substrate of the soluble enzyme and of the immobilized, cross-linked enzyme
-
-
?
4-chloro-3-hydroxybutyramide + H2O
4-chloro-3-hydroxybutyric acid + NH3
show the reaction diagram
-
-
-
?
4-guanidinobutyramide + H2O
?
show the reaction diagram
4-hydroxybenzamide + H2O
4-hydroxybenzoate + NH3
show the reaction diagram
-
-
-
?
4-hydroxybenzamide + H2O
4-hydroxybenzoic acid + NH3
show the reaction diagram
4-methylbenzamide + H2O
4-methylbenzoic acid + NH3
show the reaction diagram
4-nitroacetanilide + H2O
4-nitroaniline + acetate
show the reaction diagram
4-nitroacetanilide + H2O
acetic acid + 4-nitroaniline
show the reaction diagram
4-nitrobenzamide + H2O
4-nitrobenzoate + NH3
show the reaction diagram
-
-
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
show the reaction diagram
4-toluamide + H2O
4-toluic acid + NH3
show the reaction diagram
4-tolylamide + H2O
? + NH3
show the reaction diagram
-
-
-
-
?
5-[(4-nitrophenyl)amino]-5-oxopentanoic acid + H2O
glutarate + 4-nitroaniline
show the reaction diagram
-
-
-
?
5-[(5-carboxypentanoyl)amino]-2-nitrobenzoic acid + H2O
2-nitrobenzoate + adipate
show the reaction diagram
-
-
-
?
acetamide + H2O
?
show the reaction diagram
acetamide + H2O
acetate + NH3
show the reaction diagram
acetamide + H2O
acetic acid + NH3
show the reaction diagram
acetamide + hydroxylamine
acetylhydroxamic acid + NH3
show the reaction diagram
acetanilide + H2O
acetate + aniline
show the reaction diagram
acetate-prelabeled chicken histones + H2O
deacetylated chicken histones + acetate
show the reaction diagram
acetohydrazide + H2O
hydrazine + acetate
show the reaction diagram
-
-
-
?
acetohydroxamate + H2O
hydroxylamine + acetate
show the reaction diagram
-
-
-
?
acetylcadaverine + H2O
acetate + cadaverine
show the reaction diagram
acetylputrescine + H2O
acetate + putrescine
show the reaction diagram
acetylspermidine + H2O
acetate + spermidine
show the reaction diagram
acrylamide + H2O
acrylate + NH3
show the reaction diagram
acrylamide + H2O
acrylic acid + NH3
show the reaction diagram
acrylamide + H2O
prop-2-enoic acid + NH3
show the reaction diagram
acrylamide + hydroxylamine
acrylhydroxamic acid + NH3
show the reaction diagram
acrylamide + hydroxylamine
acryloylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
acylamide + H2O
carboxylic acid + NH3
show the reaction diagram
-
-
-
?
adipoamide + H2O
adipic acid + NH3
show the reaction diagram
-
-
-
-
?
adipyl-4-nitro-aniline + H2O
?
show the reaction diagram
-
-
-
?
anandamide + H2O
?
show the reaction diagram
anandamide + H2O
arachidonic acid + ethanolamine
show the reaction diagram
anthranilamide + H2O
anthranilate + NH3
show the reaction diagram
-
-
-
?
arachidonoyl-ethanolamine + H2O
arachidonic acid + ethanolamine
show the reaction diagram
benzamide
benzoic acid + NH3
show the reaction diagram
Blastobacter sp.
-
-
-
?
benzamide + H2O
benzoate + NH3
show the reaction diagram
benzamide + H2O
benzoic acid + NH3
show the reaction diagram
benzamide + hydroxylamine
benzoylhydroxamic acid + NH3
show the reaction diagram
Boc-Lys(epsilon-acetyl)-(4-methyl-coumaryl-7-amide) + H2O
Boc-Lys-(4-methyl-coumaryl-7-amide) + acetate
show the reaction diagram
butyramide + H2O
butyrate + NH3
show the reaction diagram
butyramide + H2O
butyric acid + NH3
show the reaction diagram
-
-
-
?
butyramide + H2O
n-butyrate + NH3
show the reaction diagram
-
-
-
?
butyramide + hydroxylamine
butyrylhydroxamic acid + NH3
show the reaction diagram
carboxylic acid + hydroxylamine
N-hydroxy-carboxylic acid amide + H2O
show the reaction diagram
carboxylic acid amide + H2O
carboxylic acid + NH3
show the reaction diagram
carboxylic acid amide + hydroxylamine
N-hydroxy-carboxylic acid amide + NH3
show the reaction diagram
carboxylic acid ester + hydroxylamine
N-hydroxy-carboxylic acid amide + alcohol
show the reaction diagram
cinnamamide + H2O
cinnamic acid + NH3
show the reaction diagram
cis-(1S,4R)-N-(4-(hydroxymethyl)cyclopent-2-enyl)acetamide + H2O
cis-(1S,4R)-(4-(hydroxymethyl)cyclopent-2-enyl)amine + acetate
show the reaction diagram
used as enzymatic assay
-
-
?
crotonic acid + NH3
crotonamide + H2O
show the reaction diagram
-
5% of the activity with acetic acid. Reaction with crotonamide is 0.3% of the activity with acetamide
-
-
r
cyanoacetamide + H2O
cyanoacetate + NH3
show the reaction diagram
-
low activity
-
-
?
cyclohexanamide + H2O
cyclohexanoate + NH3
show the reaction diagram
-
-
-
?
cyclohexanoamide + H2O
cyclohexanoic acid + NH3
show the reaction diagram
-
-
-
-
?
D-lactamide + H2O
D-lactate + NH3
show the reaction diagram
-
17% of the activity with acetamide, D-selectivity towards lactamide
-
-
?
D-lactamide + hydroxylamine
?
show the reaction diagram
-
-
-
-
?
D-Val-L-Leu-L-Arg 4-nitroanilide + H2O
D-Val-L-Leu-L-Arg + 4-nitroaniline
show the reaction diagram
-
-
-
-
?
diacetamide + H2O
?
show the reaction diagram
-
14% of the activity with acetamide
-
-
?
DL-lactamide + H2O
DL-lactate + NH3
show the reaction diagram
DL-methioninamide + H2O
DL-methionine + NH3
show the reaction diagram
-
-
-
-
?
DL-tryptophanamide + H2O
DL-tryptophan + NH3
show the reaction diagram
-
-
-
-
?
ethyl acetate + H2O
acetic acid + ethanol
show the reaction diagram
ethyl acetate + H2O
ethanol + acetate
show the reaction diagram
-
-
-
?
ethyl acrylate + H2O
acrylate + ethanol
show the reaction diagram
-
-
-
?
ethyl propionate + H2O
ethanol + propionate
show the reaction diagram
-
-
-
?
fluoroacetamide + H2O
fluoroacetate + NH3
show the reaction diagram
-
165% of the activity with acetamide
-
-
?
formamide + H2O
formate + NH3
show the reaction diagram
glutaramic acid + H2O
glutaric acid + NH3
show the reaction diagram
Blastobacter sp.
-
-
-
?
glutaryl-2-naphthylamine + H2O
?
show the reaction diagram
-
-
-
?
glutaryl-aniline + H2O
?
show the reaction diagram
-
-
-
?
glutaryl-nitro-5-amino benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
hexanamide + H2O
hexanoate + NH3
show the reaction diagram
hexanamide + hydroxylamine
hexanoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
hexanoamide + H2O
hexanoic acid + NH3
show the reaction diagram
-
-
-
-
?
hydroxylamine + acylamide
acylhydroxamate + NH3
show the reaction diagram
-
acyltransferase activity
-
?
hydroxylamine hydrochloride + H2O
?
show the reaction diagram
ibuprofen amide + H2O
ibuprofen + NH3
show the reaction diagram
-
-
-
-
?
indole-3-acetamide + H2O
indole-3-acetate + NH3
show the reaction diagram
indole-3-acetamide + H2O
indole-3-acetic acid + NH3
show the reaction diagram
isobutyramide + H2O
isobutanoate + NH3
show the reaction diagram
-
16% of the activity with acetamide
-
-
?
isobutyramide + H2O
isobutyrate + NH3
show the reaction diagram
isobutyramide + H2O
isobutyric acid + NH3
show the reaction diagram
isobutyramide + hydroxylamine
isobutyrylhydroxamic acid + NH3
show the reaction diagram
isonicotinamide + H2O
isonicotinate + NH3
show the reaction diagram
isonicotinamide + H2O
isonicotinic acid + NH3
show the reaction diagram
ketoprofen amide
2-(3-benzoylphenyl)propionic acid + NH3
show the reaction diagram
L-alaninamide + H2O
L-Ala + NH3
show the reaction diagram
-
3% of the activity with acetamide
-
-
?
L-alaninamide + hydroxylamine
L-alaninoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
L-alanineamide + H2O
L-alanine + NH3
show the reaction diagram
-
-
-
-
?
L-alanyl-gamma-D-glutamyl-meso-diaminopimelic acid + H2O
L-alanyl-D-glutamic acid + diaminopimelic acid
show the reaction diagram
-
murein tripeptide
-
-
?
L-asparagine + H2O
L-aspartate + NH3
show the reaction diagram
L-glutamine + H2O
L-glutamate + NH3
show the reaction diagram
L-leucinamide + H2O
L-leucine + NH3
show the reaction diagram
L-leucinamide + hydroxylamine
L-leucinoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
L-leucineamide + H2O
L-leucine + NH3
show the reaction diagram
-
-
-
-
?
L-methioninamide + hydroxylamine
L-methioninoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
L-prolinamide + H2O
L-proline + NH3
show the reaction diagram
L-prolinamide + hydroxylamine
L-prolinoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
L-threoninamide + hydroxylamine
L-threoninoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
L-valineamide + H2O
L-valine + NH3
show the reaction diagram
-
-
-
-
?
lactamide + H2O
lactate + NH3
show the reaction diagram
malonamide + H2O
malonic acid + NH3
show the reaction diagram
-
-
-
-
?
mandelamide + H2O
mandelic acid + NH3
show the reaction diagram
methacrylamide + H2O
methacrylate + NH3
show the reaction diagram
methacrylamide + H2O
methacrylic acid + NH3
show the reaction diagram
monoamidated dicarboxylate + H2O
dicarboxylate + ammonia
show the reaction diagram
Blastobacter sp.
-
-
-
?
mycothiol bimane + H2O
?
show the reaction diagram
-
-
-
-
?
N-(4-hydroxy-2-methylphenyl)arachidonylamide + H2O
4-amino-3-cresol + arachidonic acid
show the reaction diagram
N-(4-hydroxyphenyl)arachidonylamide + H2O
4-aminophenol + arachidonic acid
show the reaction diagram
-
i.e. AM404
-
-
?
n-butyramide + H2O
n-butyric acid + NH3
show the reaction diagram
-
75% of the activity with acetamide. The activity of the reverse reaction is 2% of the activity with acetic acid
-
-
r
N-lauroylethanolamine + H2O
lauric acid + ethanolamine
show the reaction diagram
-
-
-
-
?
N-methylacetamide + H2O
acetic acid + methaneamine
show the reaction diagram
N-methylacetamide + H2O
methylamine + acetate
show the reaction diagram
-
-
-
?
N-methylpropionamide + H2O
methylamine + propionate
show the reaction diagram
-
-
-
?
N-oleoyl ethanolamine + H2O
oleic acid + ethanolamine
show the reaction diagram
N-oleoyl taurine + H2O
oleic acid + taurine
show the reaction diagram
FAAH-1
-
-
?
N-oleoylethanolamine + H2O
oleic acid + ethanolamine
show the reaction diagram
N-palmitolyl ethanolamine + H2O
palmitic acid + ethanolamine
show the reaction diagram
N-palmitoylethanolamine + H2O
palmitic acid + ethanolamine
show the reaction diagram
nicotinamide + H2O
nicotinate + NH3
show the reaction diagram
nicotinamide + H2O
nicotinic acid + NH3
show the reaction diagram
nicotinamide + hydroxylamine
nicotinoylhydroxamic acid + NH3
show the reaction diagram
-
-
-
-
?
oleamide + H2O
?
show the reaction diagram
oleamide + H2O
oleic acid + NH3
show the reaction diagram
p-nitroacetanilide + H2O
acetic acid + p-nitroaniline
show the reaction diagram
-
mutant T103I
-
-
?
p-nitroacetanilide + H2O
p-nitroaniline + acetate
show the reaction diagram
p-nitrophenylacetamide + H2O
p-nitrophenylacetic acid + NH3
show the reaction diagram
palmitoylethanolamide + H2O
palmitic acid + ethanolamine
show the reaction diagram
-
-
-
-
?
pentanamide + H2O
pentanoate + NH3
show the reaction diagram
phenetidine + acetate
phenacetin + H2O
show the reaction diagram
phenylacetamide
phenylacetic acid + NH3
show the reaction diagram
phenylacetamide + H2O
phenylacetate + NH3
show the reaction diagram
picolinamide + H2O
picolinate + NH3
show the reaction diagram
-
-
-
?
pivalamide + H2O
pivalate + NH3
show the reaction diagram
Pro-Phe-Arg benzylamide + H2O
Pro-Phe-Arg + benzylamine
show the reaction diagram
-
-
-
-
?
prolinamide + H2O
proline + NH3
show the reaction diagram
-
-
-
-
?
propainamide + H2O
? + NH3
show the reaction diagram
-
high activity
-
-
?
propanamide + H2O
propanoic acid + NH3
show the reaction diagram
propionamide + H2O
propanoate + NH3
show the reaction diagram
-
-
-
-
?
propionamide + H2O
propionate + NH3
show the reaction diagram
propionamide + H2O
propionic acid + NH3
show the reaction diagram
propionamide + hydroxylamine
propionylhydroxamic acid + NH3
show the reaction diagram
propionohydrazide + H2O
hydrazine + propionate
show the reaction diagram
-
-
-
?
propionohydroxamate + H2O
hydroxylamine + propionate
show the reaction diagram
-
-
-
?
pyrazinamide + H2O
? + NH3
show the reaction diagram
-
-
-
-
?
pyrazinamide + H2O
pyrazinate + NH3
show the reaction diagram
pyrazinamide + H2O
pyrazinoic acid + NH3
show the reaction diagram
-
-
-
?
R-lactamide + H2O
lactate + NH3
show the reaction diagram
about 65% of the activity with propionamide
-
-
?
RCONH2 + H2O
RCOOH + NH3
show the reaction diagram
salicylamide + H2O
salicylate + NH3
show the reaction diagram
-
-
-
?
short-chain amides + hydrazine
acid hydrazides + NH3
show the reaction diagram
-
-
-
-
?
succinamic acid + H2O
succinic acid + NH3
show the reaction diagram
Blastobacter sp.
-
-
-
?
succinamide + H2O
succinic acid + NH3
show the reaction diagram
-
-
-
-
?
sulfanilamide + H2O
sulfanilate + NH3
show the reaction diagram
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trimethylacetamide + H2O
trimethylacetic acid + NH3
show the reaction diagram
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urea + H2O
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show the reaction diagram
urea + H2O
carbamic acid + NH3
show the reaction diagram
urea + H2O
CO2 + 2 NH3
show the reaction diagram
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reaction of EC 3.5.1.5
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valeramide + H2O
valerate + NH3
show the reaction diagram
additional information
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