Information on EC 3.5.1.13 - aryl-acylamidase

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

EC NUMBER
COMMENTARY hide
3.5.1.13
-
RECOMMENDED NAME
GeneOntology No.
aryl-acylamidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an anilide + H2O = a carboxylate + aniline
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
carboxylic acid amide hydrolysis
hydrolysis
-
rate determining step of hydrolysis of this substrate is acylation
SYSTEMATIC NAME
IUBMB Comments
aryl-acylamide amidohydrolase
Also acts on 4-substituted anilides.
CAS REGISTRY NUMBER
COMMENTARY hide
9025-18-7
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain DV1
-
-
Manually annotated by BRENDA team
strain DV1
-
-
Manually annotated by BRENDA team
strain MAB2 and strain BCL
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
a soil bacterium, might be a Pseudomonas species
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Krait
-
-
Manually annotated by BRENDA team
strain DAK12
-
-
Manually annotated by BRENDA team
strain DAK12
-
-
Manually annotated by BRENDA team
Russells viper
-
-
Manually annotated by BRENDA team
zebrafish
-
-
Manually annotated by BRENDA team
Saw scaled viper
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
ATCC 12123
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Oryza collina
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Oryza malabarensis
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
; gene pamH
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain RA2 and RB4
-
-
Manually annotated by BRENDA team
strain RA2 and RB4
-
-
Manually annotated by BRENDA team
NCIB 12273
-
-
Manually annotated by BRENDA team
gene azl13
UniProt
Manually annotated by BRENDA team
gene azl13
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
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
2',3'-dichloropropionanilide + H2O
2,3-dichloroaniline + propionate
show the reaction diagram
-
14% of the activity with 3',4'-dichloropropionanilide
-
-
?
2',4'-dichloropropionanilide + H2O
2,4-dichloroaniline + propionate
show the reaction diagram
-
49% of the activity with 3',4'-dichloropropionanilide
-
-
?
2',6'-dimethylacetanilide + H2O
?
show the reaction diagram
2'-chloropropionanilide + H2O
2-chloroaniline + propionate
show the reaction diagram
-
37% of the activity with 3',4'-dichloropropionanilide
-
-
?
2,5-dimethylfuran-3-carboxanilide + H2O
?
show the reaction diagram
-
-
-
-
?
2-nitroacetanilide + H2O
2-nitroacetate + aniline
show the reaction diagram
2-nitroacetanilide + H2O
2-nitroaniline + acetate
show the reaction diagram
3',4'-dichloro-2-methacrylanilide + H2O
3,4-dichloroaniline + 2-methyl-2-propenoate
show the reaction diagram
-
8% of the activity with 3',4'-dichloropropionanilide
-
-
?
3',4'-dichloroacetanilide + H2O
3,4-dichloroaniline + acetate
show the reaction diagram
-
49% of the activity with 3',4'-dichloropropionanilide
-
-
?
3',4'-dichlorobutyranilide + H2O
3,4-dichloroaniline + butyrate
show the reaction diagram
-
37% of the activity with 3',4'-dichloropropionanilide
-
-
?
3',4'-dichloropropionanilide + H2O
3,4-dichloroaniline + propionate
show the reaction diagram
3',4'-dichlorovaleranilide + H2O
3,4-dichloroaniline + pentanoate
show the reaction diagram
-
12% of the activity with 3',4'-dichloropropionanilide
-
-
?
3'-chloropropionanilide + H2O
3-chloroaniline + propionate
show the reaction diagram
-
51% of the activity with 3',4'-dichloropropionanilide
-
-
?
3,4-dichloropropionanilide + H2O
?
show the reaction diagram
-
plants with significant amounts of aryl acylamidase are able to hydrolyze acylanilide herbicides quickly and thereby avoid the toxic effects of these compounds
-
-
?
3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea + H2O
3,4-dichloroaniline + ?
show the reaction diagram
-
i.e. linuron
-
?
3-(acetamido)N,N,N-trimethylanilinium + H2O
3-amino-N,N,N-trimethylanilinium + acetic acid
show the reaction diagram
-
-
-
-
?
4'-chloropropionanilide + H2O
4-chloroaniline + propionate
show the reaction diagram
-
54% of the activity with 3',4'-dichloropropionanilide
-
-
?
4-acetaminophenol + H2O
acetate + 4-aminophenol
show the reaction diagram
4-acetylaminobenzaldehyde thiosemicarbazone + H2O
4-aminobenzaldehyde thiosemicarbazone + acetic acid
show the reaction diagram
-
i.e. thiacetazone
-
?
4-chloroacetanilide + H2O
acetate + 4-chloroaniline
show the reaction diagram
-
-
-
r
4-nitroacetanilide + H2O
4-nitroaniline + acetate
show the reaction diagram
4-nitroacetanilide + H2O
acetate + 4-nitroaniline
show the reaction diagram
-
-
-
r
acetamide + H2O
acetic acid + NH3
show the reaction diagram
-
-
-
-
?
acetaminophen + H2O
4-aminophenol + acetate
show the reaction diagram
-
i.e. paracetamol
-
?
acetanilide + H2O
acetate + aniline
show the reaction diagram
adipic acid bishexylamide + H2O
adipic acid + dihexylamine
show the reaction diagram
-
-
-
-
?
Ala-NH2 + H2O
Ala + NH3
show the reaction diagram
-
-
-
-
?
Asp-p-nitroanilide + H2O
Asp + p-nitroaniline
show the reaction diagram
-
-
-
-
?
asparagine + H2O
aspartic acid + NH3
show the reaction diagram
-
-
-
-
?
benzamide + H2O
benzoate + NH3
show the reaction diagram
-
-
-
?
benzamide + H2O
benzoic acid + NH3
show the reaction diagram
-
-
-
-
?
butyramide + H2O
butanoic acid + NH3
show the reaction diagram
-
-
-
-
?
Gly-2-naphthylamide + H2O
Gly 2-naphthylamine
show the reaction diagram
Gly-p-nitroanilide + H2O
Gly + p-nitroaniline
show the reaction diagram
-
-
-
-
?
Gly-Phe-NH2 + H2O
Gly-Phe + NH3
show the reaction diagram
-
-
-
-
?
Gly-Pro-Leu-p-nitroanilide + H2O
Gly-Pro-Leu + p-nitroaniline
show the reaction diagram
-
-
-
-
?
hexanoamide + ?
hexanoic acid + NH3
show the reaction diagram
-
-
-
-
?
hydroxyacetanilide + H2O
hydroxyaniline + acetate
show the reaction diagram
-
-
-
-
-
L-Ala beta-naphthylamide + H2O
Ala + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
L-Ala-4-nitroanilide + H2O
Ala + p-nitroaniline
show the reaction diagram
-
-
-
-
?
L-Arg beta-naphthylamide + H2O
Arg + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
L-Glu-beta-naphthylamide + H2O
Glu + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
L-Leu beta-naphthylamide + H2O
Leu + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
L-Leu p-nitroanilide + H2O
Leu + p-nitroaniline
show the reaction diagram
L-Leu-beta-naphthylamide + H2O
Leu + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
L-Leu-L-Ala + H2O
Leu + Ala
show the reaction diagram
-
-
-
-
?
L-Leu-L-Phe + H2O
Leu + Phe
show the reaction diagram
-
-
-
-
?
L-Leu-L-Tyr + H2O
Leu + Tyr
show the reaction diagram
-
-
-
-
?
L-Leu-L-Val + H2O
Leu + Val
show the reaction diagram
-
-
-
-
?
L-Lys beta-naphthylamide + H2O
Lys + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
L-Met beta-naphthylamide + H2O
Met + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
Leu-Gly-NH2 + H2O
Leu-Gly + NH3
show the reaction diagram
-
-
-
-
?
Leu-NH2 + H2O
Leu + NH3
show the reaction diagram
-
-
-
-
?
mandelamine + H2O
mandelic acid + NH3
show the reaction diagram
-
-
-
-
?
methacrylamide + H2O
methacrylic acid + NH3
show the reaction diagram
-
-
-
-
?
N-(2,4-dinitrophenyl)acetamide + H2O
N-(2,4-dinitrophenyl)aniline + acetate
show the reaction diagram
-
-
-
-
?
N-(2-nitrophenyl)-trifluoroacetamide + H2O
2-nitroaniline + trifluoroacetic acid
show the reaction diagram
N-(2-nitrophenyl)acetamide + H2O
N-(2-nitrophenyl)aniline + acetate
show the reaction diagram
N-(2-nitrophenyl)acetamide + H2O
N-(2-nitrophenyl)heptananiline + heptanoate
show the reaction diagram
-
-
-
-
?
N-(2-nitrophenyl)acetamide + H2O
N-(2-nitrophenyl)octananiline + octanoate
show the reaction diagram
-
-
-
-
?
N-(2-nitrophenyl)benzamide + H2O
N-(2-nitrophenyl)aniline + benzoic acid
show the reaction diagram
-
no activity with acetylcholinesterase
-
-
?
N-(2-nitrophenyl)butanamide + H2O
N-(2-nitrophenyl)aniline + butyrate
show the reaction diagram
N-(2-nitrophenyl)hexanacetamide + H2O
N-(2-nitrophenyl)aniline + hexanoate
show the reaction diagram
N-(2-nitrophenyl)pentanacetamide + H2O
N-(2-nitrophenyl)aniline + pentanoate
show the reaction diagram
N-(2-nitrophenyl)phenylacetamide + H2O
N-(2-nitrophenyl)aniline + phenylacetate
show the reaction diagram
-
-
-
-
?
N-(2-nitrophenyl)propanamide + H2O
N-(2-nitrophenyl)aniline + propionate
show the reaction diagram
N-(2-nitrophenyl)trifluoroacetamide + H2O
N-(2-nitrophenyl)aniline + trifluoroacetate
show the reaction diagram
N-(3,4-dichlorophenyl) propanamide + H2O
3,4-dichloroaniline + propanoic acid
show the reaction diagram
i.e. propanil
-
-
?
N-(3,4-dichlorophenyl)propanamide + H2O
3,4-dichloraniline + propanoate
show the reaction diagram
no activity with butachlor, acetochlor, 4-nitroacetanilide, p-chloracetanilide
-
-
?
N-(3-methoxy-2-nitrophenyl)acetamide + H2O
N-(3-methoxy-2-nitrophenyl)aniline + acetate
show the reaction diagram
N-(3-nitrophenyl)acetamide + H2O
N-(3-nitrophenyl)aniline + acetate
show the reaction diagram
-
-
-
-
?
N-(4-nitrophenyl)acetamide + H2O
N-(4-nitrophenyl)aniline + acetate
show the reaction diagram
-
-
-
-
?
N-(5-methoxy-2-nitrophenyl)acetamide + H2O
N-(5-methoxy-2-nitrophenyl)aniline + acetate
show the reaction diagram
N-(o-nitrophenyl)trifluoroacetamide + ?
2-nitroaniline + trifluoracetic acid
show the reaction diagram
-
aryl acylamidase activity of fatty acid-free human serum albumin
-
-
?
N-phenylacetamide + H2O
N-phenylaniline + acetate
show the reaction diagram
-
-
-
-
?
Nalpha-benzoyl-DL-Arg beta-naphthylamide + H2O
Nalpha-benzoyl-DL-Arg + beta-naphthylamine
show the reaction diagram
-
-
-
-
?
nicotinamide + H2O
nicotinic acid + NH3
show the reaction diagram
-
-
-
-
?
o-nitroacetanilide + H2O
2-nitroaniline + acetate
show the reaction diagram
o-nitroacetanilide + H2O
2-nitroaniline + acetic acid
show the reaction diagram
o-nitroacetanilide + H2O
o-nitroaniline + acetate
show the reaction diagram
-
-
-
-
?
o-nitrotrifluoroacetanilide + H2O
o-nitroaniline + trifluoroacetic acid
show the reaction diagram
-
reaction is performed by human serum albumin, substrate is more reactive than o-nitroacetanilide
-
-
?
p-acetotoluidide + H2O
?
show the reaction diagram
p-nitroacetanilide + H2O
4-nitroaniline + acetate
show the reaction diagram
p-nitroacetanilide + H2O
4-nitroaniline + acetic acid
show the reaction diagram
-
-
-
-
?
p-nitroacetanilide + H2O
p-nitroaniline + acetate
show the reaction diagram
p-nitrophenyl acetate + H2O
p-nitrophenol + acetate
show the reaction diagram
-
-
-
-
r
Phe-NH2 + H2O
Phe + NH3
show the reaction diagram
-
-
-
-
?
phenacetin + H2O
acetate + 4-ethoxyaniline
show the reaction diagram
Pro-NH2 + H2O
Pro + NH3
show the reaction diagram
-
-
-
-
?
propanamide + H2O
propanoic acid + NH3
show the reaction diagram
-
-
-
?
propionamide + H2O
propanoic acid + NH3
show the reaction diagram
-
-
-
-
?
stearamide + H2O
stearic acid + NH3
show the reaction diagram
-
-
-
-
?
Val-beta-naphthylamide + H2O
Val + beta-naphthylamine
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
3,4-dichloropropionanilide + H2O
?
show the reaction diagram
-
plants with significant amounts of aryl acylamidase are able to hydrolyze acylanilide herbicides quickly and thereby avoid the toxic effects of these compounds
-
-
?
4-acetaminophenol + H2O
acetate + 4-aminophenol
show the reaction diagram
C3UWD1
i.e. Tylenol
-
-
r
4-chloroacetanilide + H2O
acetate + 4-chloroaniline
show the reaction diagram
C3UWD1
-
-
-
r
4-nitroacetanilide + H2O
acetate + 4-nitroaniline
show the reaction diagram
C3UWD1
-
-
-
r
acetanilide + H2O
acetate + aniline
show the reaction diagram
C3UWD1
-
-
-
r
phenacetin + H2O
acetate + 4-ethoxyaniline
show the reaction diagram
C3UWD1
-
-
-
r
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
activates at 1 mM
KI
-
activates
Mg2+
activates 1.1fold at 1 mM; activates 1.3fold at 1 mM
Mn2+
activates 1.1fold at 1 mM; activates 1.3fold at 1 mM
NaI
-
activates
additional information
no requirement for metal ions
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+/-)-huperzine A
1,10-phenanthroline
1,2,3,4-tetrahydro-beta-carboline
1,5-bis(4-allyl-dimethylammonium-phenyl)pentan-3-one-dibromide
-
i.e. BW284c51, inhibition is more pronounced at older developmental stages
1-aminohexane
-
-
2-bromo-lysergic acid diethylamide
2-Hydroxy-5-nitrobenzyl bromide
2-mercaptoethanol
2-methyl-serotonin
3,4-dichloroaniline
-
-
4-chloromercuribenzoate
-
4-chloromercurybenzoate
-
-
5-methoxytryptamine
-
slight
6-hydroxy-tetrahydroharman
-
slight inhibition of enzyme form AAA-1 and AAA-2
8-hydroxyquinoline
-
-
Acetic anhydride
acetyl-beta-methylcholine bromide
-
-
Acetylcholine
acetylcholine iodide
-
-
Acetylsalicylic acid
-
-
acetylthiocholine iodide
-
-
alpha-methyl-serotonin
benzoylcholine chloride
-
-
Bufotenine
-
slight
Butyrylcholine iodide
-
-
BW284c51
Ca2+
inhibits 21.1% at 1 mM and 21.5% at 10 mM
Carbaryl
-
i.e. 1-naphthyl-N-methylcarbamate, complete inhibition at 0.5 mM
catechol
Cd2+
complete inhibition at 1 mM
CdCl2
-
1.0 mM, complete inactivation
chlorimipramine
-
enzyme form AAA-1
choline chloride
-
-
CoCl2
-
1.0 mM, 16% inhibition
cyproheptadine
-
enzyme form AAA-1
d-lysergic acid diethylamide
decamethonium
-
-
diethyl dicarbonate
diisopropylfluorophosphate
-
complete inhibition of aryl acylacylamidase activity of fatty acid free human albumin at 2 mM, covalent binding to the catalytic site Tyr411
diisopropylphosphofluoridate
donepezil
-
an Alzheimer drug
eserine
ethopropazine
-
-
fasciculin-2
-
-
-
fatty acid
-
fatty acids block aryl acylamidase activity competing with amides for binding in the catalytic domain
FeCl3
-
1.0 mM, 6% inhibition
formaldehyde
-
-
harmalol
-
enzyme form of AAA-1
harminic acid
-
slight inhibition of enzyme form AAA-1 and AAA-2
heptyl-physostigmine
HgCl2
huperzine
-
an Alzheimer drug
Indoleamine
-
-
iodoacetamide
iso-ompa
malathion
-
0.06 mM, 75% loss of activity
methiothepin
-
enzyme form AAA-1
methysergide
-
-
N,N-Dimethyltryptamine
-
slight
N-Acetylimidazole
-
stimulation at low concentrations, inactivation at high concentration
N-benzyl-N-dodecyl-N,N-dimethylammonium chloride
-
inhibitor at low substrate concentrations
N-bromosuccinimide
N-methylserotonin
Neostigmine
neostigmine bromide
o-Iodosobenzoate
-
0.25 mM, 27% inhibition
p-benzoquinone
physostigmine
PMSF
; 10 mM: 9.8% activity; strong inhibition
propionylcholine chloride
-
-
puromycin
-
competitive inhibition of hydrolysis L-Ala-4-nitroanilide
pyridoxal 5'-phosphate
-
inactivates aryl acylamidase activity and acetylcholinesterase activity in absence of acetylcholine or 1,5-bis[4-(allyl-dimethylammonium)phenyl]pentan-3-one. Presence of acetylcholine or 1,5-bis[4-(allyl-dimethylammonium)phenyl]pentan-3-one prevents loss of acetylcholinesterase activity but not of aryl acylamidase activity
serotonin
serotonin creatinine sulfate
Sodium arsenate
-
-
Sodium thioglycolate
-
-
Succinylcholine chloride
-
-
tacrine
tetrahydroharman
-
-
tetraisopropyldiphosphoramide
Tetranitromethane
-
stimulation at low concentrations, inactivation at high concentration
Trinitrobenzenesulfonic acid
tryptamine
tryptamine hydrochloride
-
-
tyramine
-
inhibitor of hydrolysis for charged substrates
Urea
-
6 M, irreversible inactivation
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6-methoxy-harmalan
-
enhances activity of enzyme form AAA-1 and AAA-2
6-methoxy-harman
-
enhances activity of enzyme form AAA-1 and AAA-2
chlorimipramine
-
stimulates enzyme form AAA-2
cyproheptadine
-
stimulates enzyme form AAA-2
Harmaline
-
enhances activity of enzyme form AAA-1 and AAA-2
harmalol
-
enhances activity of enzyme form of AAA-2
methiothepin
-
stimulates enzyme form AAA-2
N-benzyl-N-dodecyl-N,N-dimethylammonium chloride
-
activator at high substrate concentrations
PMSF
slight activation at 1 mM
tyramine
additional information
no effect by EDTA, 8-hydroxyquinoline, and 2-mercaptoethanol
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.03
2,5-dimethylfuran-3-carboxanilide
-
-
0.37 - 1.53
2-nitroacetanilide
0.02 - 25
3',4'-dichloropropionanilide
0.002
3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea
-
-
0.32
4-acetaminophenol
pH 9.0, 37C
-
1.42
4-acetylaminobenzaldehyde thiosemicarbazone
-
-
0.83
4-chloroacetanilide
pH 9.0, 37C
0.1 - 0.12
4-nitroacetanilide
0.11
acetaminophen
-
-
0.15 - 19
acetanilide
5.5
hexanoamide
-
-
0.0061
hydroxyacetanilide
-
-
0.09
L-Ala 4-nitroanilide
-
-
0.2
L-Leu 4-nitroanilide
-
-
0.81
N-(2-nitrophenyl)-trifluoroacetamide
-
-
0.6
N-(2-nitrophenyl)acetamide
-
pH 8.0, 23C, butyrylcholinesterase
0.36
N-(2-nitrophenyl)butanamide
-
pH 8.0, 23C, butyrylcholinesterase
0.38
N-(2-nitrophenyl)heptanamide
-
pH 8.0, 23C, butyrylcholinesterase
0.49
N-(2-nitrophenyl)hexanamide
-
pH 8.0, 23C, butyrylcholinesterase
0.14
N-(2-nitrophenyl)octanamide
-
pH 8.0, 23C, butyrylcholinesterase
0.56
N-(2-nitrophenyl)pentanamide
-
pH 8.0, 23C, butyrylcholinesterase
1.78
N-(2-nitrophenyl)propanamide
-
pH 8.0, 23C, butyrylcholinesterase
141
N-(2-nitrophenyl)trifluoroacetamide
-
pH 8.0, 23C, butyrylcholinesterase
0.158
N-(3,4-dichlorophenyl) propanamide
pH 7.0, 35C, recombinant enzyme
0.158
N-(3,4-dichlorophenyl)propanamide
pH 7.0, 35C
0.0578
Nalpha-benzoyl-DL-Arg 2-naphthylamide
-
-
15.22
o-nitroacetanilide
-
-
0.67
o-nitrotrifluoroacetanilide
-
assays performed at high albumin concentrations, spectrophotometric assay
0.012 - 0.07
p-nitroacetanilide
0.018
p-Nitrophenylacetate
-
25C, pH 8
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.8
3',4'-dichloropropionanilide
Paracoccus sp. M1-1
F6N111
pH 7.0, 35C, recombinant enzyme
19.1
4-nitroacetanilide
Nocardia farcinica
-
pH 7.0, 25C
3.5
hexanoamide
Nocardia farcinica
-
-
237
N-(2-nitrophenyl)-trifluoroacetamide
Bos taurus
-
-
0.05
N-(2-nitrophenyl)acetamide
Homo sapiens
-
pH 8.0, 23C, butyrylcholinesterase
0.58
N-(2-nitrophenyl)butanamide
Homo sapiens
-
pH 8.0, 23C, butyrylcholinesterase
3.3 - 4.98
N-(2-nitrophenyl)heptanamide
3.83
N-(2-nitrophenyl)hexanamide
Homo sapiens
-
pH 8.0, 23C, butyrylcholinesterase
3.3 - 5.43
N-(2-nitrophenyl)octanamide
2.87 - 6
N-(2-nitrophenyl)pentanamide
0.77
N-(2-nitrophenyl)propanamide
Homo sapiens
-
pH 8.0, 23C, butyrylcholinesterase
1672
N-(2-nitrophenyl)trifluoroacetamide
Homo sapiens
-
pH 8.0, 23C, butyrylcholinesterase
2.8
N-(3,4-dichlorophenyl) propanamide
Paracoccus sp. M1-1
F6N111
pH 7.0, 35C, recombinant enzyme
2.8
N-(3,4-dichlorophenyl)propanamide
Paracoccus sp. M1-1
F6N111
pH 7.0, 35C
208
o-nitroacetanilide
Bos taurus
-
-
5.8
p-nitroacetanilide
Nocardia farcinica
-
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
17.72
3',4'-dichloropropionanilide
Paracoccus sp. M1-1
F6N111
pH 7.0, 35C, recombinant enzyme
4932
17.72
N-(3,4-dichlorophenyl) propanamide
Paracoccus sp. M1-1
F6N111
pH 7.0, 35C, recombinant enzyme
42220
18
N-(3,4-dichlorophenyl)propanamide
Paracoccus sp. M1-1
F6N111
pH 7.0, 35C
42221
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.7
1-aminohexane
-
-
0.2
AgNO3
-
-
3.2
CuSO4
-
-
0.2
HgCl2
-
-
0.00005 - 0.37
N-benzyl-N-dodecyl-N,N-dimethylammonium chloride
0.25
p-benzoquinone
-
-
0.09 - 7.9
serotonin
2.4 - 6.15
tyramine
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0001
1,5-bis(4-allyl-dimethylammonium-phenyl)pentan-3-one-dibromide
Gallus gallus
-
pH 7.0, 40-50C
0.0001
donepezil
Gallus gallus
-
pH 7.0, 40-50C
0.00001
huperzine
Gallus gallus
-
pH 7.0, 40-50C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00002
-
source tissue: cancerous gut
0.00007
-
source tissue: blood serum
0.00018
-
source tissue: healthy gut; source tissue: kidney
0.0024
-
source tissue: cancerous gut
0.0055
-
source tissue: healthy gut
0.006
-
source tissue: blood serum
0.0078
-
source tissue: kidney
0.016
-
-
0.046
-
liver enzyme
0.319
-
substrate: o-nitroacetanilide
0.328
-
control serum samples from patients with normal levels of butyrylcholinesterase
0.331
-
control serum samples from patients with normal levels of butyrylcholinesterase
0.455
-
control serum samples from patients with normal levels of butyrylcholinesterase
0.55
recombinant purified His-tagged enzyme, pH 8.0, 35C, substrate 3',4'-dichloropropionanilide
0.621
-
control serum samples from patients with normal levels of butyrylcholinesterase
0.649
-
serum samples of patients with liver dysfunction
0.665
-
serum samples of patients with liver dysfunction
0.69
recombinant purified His-tagged enzyme, pH 8.0, 35C, substrate 2',6'-dimethylacetanilide
0.741
-
serum samples of patients with liver dysfunction
0.804
-
serum samples of patients with liver dysfunction
0.806
-
serum samples of patients with liver dysfunction
0.81
-
-
0.87
recombinant purified His-tagged enzyme, pH 8.0, 35C, substrate p-acetotoluidide
0.904
-
serum samples of patients with liver dysfunction
0.981
-
control serum samples from patients with normal levels of butyrylcholinesterase
1.061
-
serum samples of patients with pathological liver dysfunction
1.116
-
serum samples of patients with pathological liver dysfunction
1.236
-
serum samples of patients with liver dysfunction
1.381
-
serum samples of patients with pathological liver dysfunction
1.41
-
serum enzyme
1.477
-
serum samples of patients with pathological liver dysfunction
1.503
-
serum samples of patients with pathological liver dysfunction
2.809
-
serum samples of patients with pathological liver dysfunction
3.244
-
serum samples of patients with pathological liver dysfunction
3.785
-
serum samples of patients with pathological liver dysfunction
4.068
-
serum samples of patients with pathological liver dysfunction
20
-
4-nitroacetanilide, pH 7.0, 25C
39.8
N-(3,4-dichlorophenyl)propanamide, pH 7.0, 35C; purified recombinant His6-tagged PamH, pH 7.0, 35C
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 7
reverse reaction
5.5
-
enzyme form AAA-2
7.5
-
enzyme form AAA-1
8.5
-
hydrolysis of Leu-beta-naphthylamine and Leu-p-nitroanilide
9
-
hydrolysis of Ala-NH2
9.5
-
hydrolysis of Leu-NH2
10
recombinant enzyme, forward reaction
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 10
6 - 9
activity range
6.2 - 8.8
-
pH 6.2: 70% of maximal activity, pH 8.8: 84% of maximal activity
6.5 - 9
highly active
7 - 12
-
pH 7.0: about 50% of maximal activity, pH 12.0: about 30% of maximal activity
8 - 11
-
maximal activity in this range of pH, enzyme is inactive below pH 7.5
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40 - 50
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
15 - 70
activity range, profile overview
15 - 60
activity range
25 - 55
-
25C: about 55% of maximal activity, 55C: about 40% of maximal activity
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.13
isoelectric focusing; isoelectric focusing, recombinant enzyme
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
acetylcholinesterase
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
no activity of enzyme form AAA-1, low activity of enzyme form AAA-2
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
31000
x * 31000, recombinant His-tagged enzyme, SDS-PAGE
50000
-
4 * 54000 Da, SDS-PAGE, 4 * 50000, calculated from tryptic digest/LC-MS/MS analysis
51000
-
x * 51000, SDS-PAGE, His-tagged protein
52390
x * 52000, recombinant enzyme, SDS-PAGE, x * 52390, sequence calculation
52500
-
1 * 52500, SDS-PAGE
54000
-
4 * 54000 Da, SDS-PAGE, 4 * 50000, calculated from tryptic digest/LC-MS/MS analysis
63000
-
gel filtration
68000
-
x * 68000, SDS-PAGE
75000
-
gel filtration
130000
-
gel filtration
190000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
tetramer
additional information
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
the changing ratios of amidase to esterase activities in the human sources of the protein probably arise from post-translational modifications in subunits
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4
purified recombinant enzyme, 30% activity remaining after 1 h
718672
4.5 - 10
purified recombinant enzyme, over 50% activity within this range at 35C
718672
4.5
purified recombinant enzyme, 60% activity remaining after 1 h
718672
4.5 - 10
purified His6-tagged enzyme, over 50% activity remaining within this range after 1 h
733190
5 - 7.5
-
stable
208980
5 - 10
more than 70% activity after preincubation for 1 h; purified recombinant enzyme, over 70% activity remaining after 1 h
718672
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37 - 40
purified recombinant enzyme, pH 9.0, the half-life of enzyme activity at 37C is 192 h, and 90% of its activity remain after 3 h incubation at 40C
40
-
9.5 min, 50% loss of activity
40 - 60
the purified recombinant wild-type enzyme is fairly stable up to 40C, has 25% residual activity at 50C after 1 h, and is completely inactivated at 60C after 30 min
45 - 50
purified His6-tagged enzyme, pH 8.0, 1 h, 50% activity remaining
45
-
5 min, enzyme retains high activity
46 - 48
-
5 min, 50% loss of activity
55
purified recombinant enzyme, 3 h, pH 9.0, 50% activity remaining
68
-
5 min, complete inactivation
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
urea, 6 M, irreversible inactivation
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-15C, stable for 3 months
-
-15C, stable for several months
-
-18C, 1 week, 18% loss of activity
-
25C, 1 week, 5% loss of activity
-
4C or 20C, stable for 420 min
-
4C, storage after freeze-drying in buffer containing 5% lactose, about 12% loss of activity
-
rapid loss of activity during purification and storage in Tris-HCl (10 mM, pH 8.0) buffer at 4C or 20C, with the addition of 10% glycerol and 50 mM NaCl prior to freezing activity is maintained for up to 3 months with only marginal losses
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate fractionation, ion exchange chromatography (DEAE-Sephadex, DEAE-Cellulose, gel filtration); recombinant His6-tagged PamH 5.8fold from Escherichia coli strain BL21 (DE3) by ammonium sulfate fractionation, anion exchange chromatography, and gel filtration; recombinant His6-tagged wild-type enzyme 5.82fold from Escherichia coli strain BL21 (DE3) by ammonium sulfate fractionation, dialysis, anion exchange chromatography, gel filtration, and ultrafiltration
immobilized metal ion affinity chromatography (Ni2+)
-
native enzyme from brain by ammonium sulfate fractionation and procainamide affinity chromatography
-
native enzymes by immunoaffinity chromatography
-
partial
recombinant His6-tagged wild-type and mutant enzymes from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
serotonin-sensitive enzyme
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis, phylogenetic analysis, genetic library construction and cloning in Escherichia coli strains NM522 and DH5alpha, expression in Escherichia coli strain BL21(DE3)
gene azl13, DNA and amino acid sequence determination and analysis, sequence comparison, recombinant expression of His6-tagged wild-type and mutant enzymes in Escherichia coli strain BL21(DE3)
gene pamH, DNA and amino acid sequence determination and analysis, sequence comparison, cloning and expression of His6-tagged PamH in Escherichia coli strains DH5alpha and BL21 (DE3), respectively; gene pamh, genetic organization, DNA and amino acid sequence determination and analysis, sequence comparison, recombinant expression of His6-tagged wild-type and mutant enzymes in Escherichia coli strain BL21(DE3). The enzyme is only successfully expressed using autoinduction media under low-temperature incubation at 25C, otherwise, the expressed proteins forms inclusion bodies
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D70G
-
peripheral anionic site mutant
K84A
no activity, part of the catalytic triad; site-directed mutagenesis, the mutant shows no detectable hydrolysis activity
S159A
no activity, part of the catalytic triad; site-directed mutagenesis, the mutant shows no detectable hydrolysis activity
S183A
no activity, part of the catalytic triad; site-directed mutagenesis, the mutant shows no detectable hydrolysis activity
C141A
site-directed mutagenesis, inactive mutant
E41A
site-directed mutagenesis, inactive mutant
K107A
site-directed mutagenesis, inactive mutant
C141A
-
site-directed mutagenesis, inactive mutant
-
E41A
-
site-directed mutagenesis, inactive mutant
-
K107A
-
site-directed mutagenesis, inactive mutant
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
diagnostics
-
relative ratios of aryl acylamidase activity to butyrylcholinesterase activity on butyrylchlolinesterase protein could serve as a diagnostic marker in comparison to aspartate aminotransferases and gamma-glutamyltransferase activities, in patients with liver disorders
pharmacology
Show AA Sequence (112 entries)
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