Information on EC 3.1.1.55 - acetylsalicylate deacetylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.1.1.55
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RECOMMENDED NAME
GeneOntology No.
acetylsalicylate deacetylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
acetylsalicylate + H2O = salicylate + acetate
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of carboxylic ester
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SYSTEMATIC NAME
IUBMB Comments
acetylsalicylate O-acetylhydrolase
Not identical with EC 3.1.1.1 (carboxylesterase), EC 3.1.1.2 (arylesterase), EC 3.1.1.7 (acetylcholinesterase) or EC 3.1.1.8 (cholinesterase). The activity of the liver cytosol enzyme is highest with acetyl esters of aryl alcohols, and thioesters are also hydrolysed; the microsomal enzyme also hydrolyses some other negatively charged esters, with highest activity on esters of salicylate with long-chain alcohols.
CAS REGISTRY NUMBER
COMMENTARY hide
87348-04-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
male and non-pregnant female cattle
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Manually annotated by BRENDA team
male and non-pregnant female camels
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Manually annotated by BRENDA team
male and non-pregnant female goats
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Manually annotated by BRENDA team
2 isozymes I and II
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Manually annotated by BRENDA team
male and non-pregnant female sheep
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
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cholesterol metabolism alterations may be associated with aspirin metabolism in older people, overview
physiological function
additional information
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no correlation of aspirin esterase with paraoxonase 1, HDL/LDL cholesterol, or HDL cholesterol contents in cord blood
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-naphthyl acetate + H2O
1-naphthol + acetate
show the reaction diagram
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-
-
-
?
2-nitrophenyl acetate + H2O
2-nitrophenol + acetate
show the reaction diagram
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-
-
-
?
2-nitrophenyl butyrate + H2O
2-nitrophenol + butyrate
show the reaction diagram
-
-
-
-
?
4-acetoxybenzoate + H2O
4-hydroxybenzoate + acetate
show the reaction diagram
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-
-
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
show the reaction diagram
-
-
-
-
?
4-nitrophenyl butyrate + H2O
4-nitrophenol + butyrate
show the reaction diagram
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-
-
-
?
acetyl salicylate + H2O
salicylate + acetate
show the reaction diagram
acetylsalicylate + H2O
salicylate + acetate
show the reaction diagram
acetylsalicylic acid + H2O
acetate + salicylate
show the reaction diagram
acetylsalicylic acid + H2O
salicylate + acetate
show the reaction diagram
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20 min
analysis and quantification of salicylate at 300 nm
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?
n-butyryl salicylate + H2O
2-hydroxybenzoate + butyrate
show the reaction diagram
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-
-
-
?
n-decanoyl salicylate + H2O
2-hydroxybenzoate + n-decanoate
show the reaction diagram
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-
-
-
?
n-hexanoyl salicylate + H2O
2-hydroxybenzoate + n-hexanoate
show the reaction diagram
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-
-
-
?
n-octanoyl salicylate + H2O
2-hydroxybenzoate + n-octanoate
show the reaction diagram
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-
-
-
?
n-pentanoyl salicylate + H2O
2-hydroxybenzoate + n-pentanoate
show the reaction diagram
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-
-
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?
n-propionyl salicylate + H2O
2-hydroxybenzoate + propionate
show the reaction diagram
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-
-
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?
phenyl acetate + H2O
phenol + acetate
show the reaction diagram
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-
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?
additional information
?
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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
acetyl salicylate + H2O
salicylate + acetate
show the reaction diagram
acetylsalicylate + H2O
salicylate + acetate
show the reaction diagram
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-
-
-
?
acetylsalicylic acid + H2O
acetate + salicylate
show the reaction diagram
additional information
?
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the type 1 PAF acetylhydrolase is one of three mammalian family members of the group 7 phospholipase A2 family, a family that is unique in that all members require a short sn-2 ester such as the acetyl ester of PAF
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4-bis-nitrophenyl phosphate
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bis(4-nitrophenyl)hydrogen phosphate
bis-4-nitrophenyl phosphate
eserine
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selective for aspirin esterase II
methoxy arachidonyl fluorophosphonate
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type 1 PAF acetylhydrolase is irreversibly inhibited
Paraoxon
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complete inhibition at 0.1 mM
platelet activating factor
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competitive
additional information
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substrate inhibition increases with increasing chain length of the fatty acid on the ester
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00043 - 0.00078
1-naphthyl acetate
0.0053 - 0.0098
2-Nitrophenyl acetate
0.017 - 0.022
2-Nitrophenyl butyrate
0.098 - 0.11
4-acetoxybenzoate
0.0042 - 0.0083
4-nitrophenyl acetate
0.0093 - 0.019
4-nitrophenyl butyrate
0.0059 - 8.85
Acetyl salicylate
1.13 - 2.17
Acetylsalicylic acid
0.799
n-Butyryl salicylate
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pH 8.0, 37°C
0.132
n-Decanoyl salicylate
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pH 8.0, 37°C
0.679
n-Hexanoyl salicylate
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pH 8.0, 37°C
0.201
n-Octanoyl salicylate
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pH 8.0, 37°C
0.983
n-Pentanoyl salicylate
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pH 8.0, 37°C
0.576
n-Propionyl salicylate
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pH 8.0, 37°C
0.0018 - 0.0026
phenyl acetate
additional information
additional information
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Michaelis-Menten kinetics
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.29 - 0.47
platelet activating factor
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00073
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female, plasma, isozyme I
0.00085
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male, serum, isozyme I
0.0009
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male, plasma, isozyme I
0.00099
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female, plasma, isozyme II
0.0012
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female, serum, isozyme I
0.0013
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female, serum, isozyme II
0.025
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isozyme I, kidney
0.026
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female, liver, isozyme II
0.029
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female, liver, isozyme I
0.035
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isozyme II, kidney
0.036
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isozyme I, kidney
0.038
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female, liver, isozyme II
0.0385
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isozyme I, liver
0.039
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average activity, north-west indians, serum
0.04
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female, liver, isozyme I
0.042
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male, liver, isozyme I
0.077
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isozyme II, liver
0.08
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isozyme II, kidney
1.2
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purified isozyme I, substrate 4-nitrophenylacetate
1.4
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purified isozyme II, substrate 4-nitrophenylacetate
2.5
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purified isozyme I, substrate acetyl salicylate
2.55
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purified isozyme II, substrate acetyl salicylate
11.31
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partially purified enzyme, substrate acetyl salicylate
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8.5
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7.2
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assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 9
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pH 5.5: about 50% of activity maximum, pH 9: about 75% of activity maximum
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
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assay at
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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venous blood, similar aspirin esterase activity in frailty phenotype as in young/healthy phenotype
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
29000
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1 * 45000, noncatalytic subunit, + 1 * 29000, subunit alpha1 or PAFAH1B3, + 1 * 30000, subunit alpha2 or PAFAH1B2, SDS-PAGE
30000
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1 * 45000, noncatalytic subunit, + 1 * 29000, subunit alpha1 or PAFAH1B3, + 1 * 30000, subunit alpha2 or PAFAH1B2, SDS-PAGE
35000
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isozyme I and II, gel filtration
45000
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1 * 45000, noncatalytic subunit, + 1 * 29000, subunit alpha1 or PAFAH1B3, + 1 * 30000, subunit alpha2 or PAFAH1B2, SDS-PAGE
54300
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gel filtration
57100
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1 * 57100, SDS-PAGE
70000
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native enzyme, gel filtration
additional information
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3 other cytoplasmic enzymes active with aspirin are observed differing in their MW of 220000
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
trimer
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1 * 45000, noncatalytic subunit, + 1 * 29000, subunit alpha1 or PAFAH1B3, + 1 * 30000, subunit alpha2 or PAFAH1B2, SDS-PAGE
additional information
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type I PAF acetylhydrolase is a trimer of a noncatalytic 45 kDa protein subunit associated with two catalytic subunits, PAFAH1B3 and PAFAH1B2 as homo- or heterodimers
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, pH 6.8, 7% loss of activity per month
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4°C, pH 6.8, 10% loss of activity per month
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
isozymes arylesterase I and II, to homogeneity
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native enzyme 1400fold from erythrocytes by two different steps of anion exchange chromatography, followed by gel filtration, recombinant PAFAH1B2 or PAFAH1B3 subunits from HEK-293T cells
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression of PAFAH1B2 or PAFAH1B3 subunits in HEK-293T cells
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
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higher aspirin esterase activity contributes to the lowered response of diabetic platelets to aspirin-mediated antiplatelet therapy