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Literature summary for 3.5.1.13 extracted from

  • Darvesh, S.; McDonald, R.S.; Darvesh, K.V.; Mataija, D.; Mothana, S.; Cook, H.; Carneiro, K.M.; Richard, N.; Walsh, R.; Martin, E.
    On the active site for hydrolysis of aryl amides and choline esters by human cholinesterases (2006), Bioorg. Med. Chem., 14, 4586-4599.
    View publication on PubMed

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.14
-
N-(2-nitrophenyl)octanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.36
-
N-(2-nitrophenyl)butanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.38
-
N-(2-nitrophenyl)heptanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.49
-
N-(2-nitrophenyl)hexanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.56
-
N-(2-nitrophenyl)pentanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.6
-
N-(2-nitrophenyl)acetamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
1.78
-
N-(2-nitrophenyl)propanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
141
-
N-(2-nitrophenyl)trifluoroacetamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Homo sapiens the aryl acylamidase activity, especially of butyrylcholinesterase, is involved in the development of the nervous system and in pathological processes such as the formation of neuritic plaques in Alzheimer's disease ?
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Pseudomonas fluorescens
-
-
-

Reaction

Reaction Comment Organism Reaction ID
an anilide + H2O = a carboxylate + aniline acetylcholinesterase, EC 3.1.1.7, and butyrylcholinesterase, EC 3.1.1.8, also show aryl acylamidase activity using the same active site for both reactions, overview Homo sapiens

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation acetylcholinesterase Homo sapiens
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
substrate specificity, initial reaction rates, overview Homo sapiens
additional information
-
substrate specificity, initial reaction rates, overview Pseudomonas fluorescens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the aryl acylamidase activity, especially of butyrylcholinesterase, is involved in the development of the nervous system and in pathological processes such as the formation of neuritic plaques in Alzheimer's disease Homo sapiens ?
-
?
additional information acetylcholinesterase, EC 3.1.1.7, and butyrylcholinesterase, EC 3.1.1.8, also show aryl acylamidase activity using the same active site for both reactions, structure-activity relationship analysis, overview, substrate specificity of the aryl amidase activity, overview, no activity with N-(2,4-dinitrophenyl)acetamide, N-(4-nitrophenyl)aniline, N-(3-nitrophenyl)aniline, N-phenylacetamide, N-phenylbenzamide, N-(2-nitrophenyl)-3,3-dimethylbutanamide, N-methyl-N-(2-nitrophenyl)acetamide, N-methyl-N-(2-nitrophenyl)butanamide, N-phenyltrifluoroacetamide, and N-(2,6-dinitrophenyl)acetamide Homo sapiens ?
-
?
additional information structure-activity relationship analysis, overview, substrate specificity, overview, no activity with N-(2-nitrophenyl)benzamide, N-(2-nitrophenyl)phenylacetamide, N-(2-nitrophenyl)octanacetamide, N-(2-nitrophenyl)heptanacetamide, N-phenylbenzamide, N-(2-nitrophenyl)-3,3-dimethylbutanamide, N-methyl-N-(2-nitrophenyl)acetamide, N-methyl-N-(2-nitrophenyl)butanamide, N-phenyltrifluoroacetamide, and N-(2,6-dinitrophenyl)acetamide Pseudomonas fluorescens ?
-
?
N-(2,4-dinitrophenyl)acetamide + H2O
-
Pseudomonas fluorescens N-(2,4-dinitrophenyl)aniline + acetate
-
?
N-(2-nitrophenyl)acetamide + H2O
-
Homo sapiens N-(2-nitrophenyl)aniline + acetate
-
?
N-(2-nitrophenyl)acetamide + H2O
-
Pseudomonas fluorescens N-(2-nitrophenyl)aniline + acetate
-
?
N-(2-nitrophenyl)benzamide + H2O no activity with acetylcholinesterase Homo sapiens N-(2-nitrophenyl)aniline + benzoic acid
-
?
N-(2-nitrophenyl)butanamide + H2O
-
Pseudomonas fluorescens N-(2-nitrophenyl)aniline + butyrate
-
?
N-(2-nitrophenyl)butanamide + H2O no activity with acetylcholinesterase Homo sapiens N-(2-nitrophenyl)aniline + butyrate
-
?
N-(2-nitrophenyl)heptanamide + H2O
-
Homo sapiens N-(2-nitrophenyl)aniline + heptanoate
-
?
N-(2-nitrophenyl)hexanacetamide + H2O
-
Pseudomonas fluorescens N-(2-nitrophenyl)aniline + hexanoate
-
?
N-(2-nitrophenyl)hexanacetamide + H2O no activity with acetylcholinesterase Homo sapiens N-(2-nitrophenyl)aniline + hexanoate
-
?
N-(2-nitrophenyl)octanamide + H2O
-
Homo sapiens N-(2-nitrophenyl)aniline + octanoate
-
?
N-(2-nitrophenyl)pentanacetamide + H2O
-
Homo sapiens N-(2-nitrophenyl)aniline + pentanoate
-
?
N-(2-nitrophenyl)pentanacetamide + H2O
-
Pseudomonas fluorescens N-(2-nitrophenyl)aniline + pentanoate
-
?
N-(2-nitrophenyl)phenylacetamide + H2O
-
Homo sapiens N-(2-nitrophenyl)aniline + phenylacetate
-
?
N-(2-nitrophenyl)propanamide + H2O
-
Homo sapiens N-(2-nitrophenyl)aniline + propionate
-
?
N-(2-nitrophenyl)propanamide + H2O
-
Pseudomonas fluorescens N-(2-nitrophenyl)aniline + propionate
-
?
N-(2-nitrophenyl)trifluoroacetamide + H2O
-
Pseudomonas fluorescens N-(2-nitrophenyl)aniline + trifluoroacetate
-
?
N-(2-nitrophenyl)trifluoroacetamide + H2O best substrate of acetylcholinesterase and butyrylcholinesterase Homo sapiens N-(2-nitrophenyl)aniline + trifluoroacetate
-
?
N-(3-methoxy-2-nitrophenyl)acetamide + H2O
-
Pseudomonas fluorescens N-(3-methoxy-2-nitrophenyl)aniline + acetate
-
?
N-(3-methoxy-2-nitrophenyl)acetamide + H2O no activity with acetylcholinesterase Homo sapiens N-(3-methoxy-2-nitrophenyl)aniline + acetate
-
?
N-(3-nitrophenyl)acetamide + H2O
-
Pseudomonas fluorescens N-(3-nitrophenyl)aniline + acetate
-
?
N-(4-nitrophenyl)acetamide + H2O
-
Pseudomonas fluorescens N-(4-nitrophenyl)aniline + acetate
-
?
N-(5-methoxy-2-nitrophenyl)acetamide + H2O
-
Homo sapiens N-(5-methoxy-2-nitrophenyl)aniline + acetate
-
?
N-(5-methoxy-2-nitrophenyl)acetamide + H2O
-
Pseudomonas fluorescens N-(5-methoxy-2-nitrophenyl)aniline + acetate
-
?
N-phenylacetamide + H2O
-
Pseudomonas fluorescens N-phenylaniline + acetate
-
?

Subunits

Subunits Comment Organism
More structure-activity relationship analysis, overview Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
23
-
assay at Homo sapiens
23
-
assay at Pseudomonas fluorescens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.05
-
N-(2-nitrophenyl)acetamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.58
-
N-(2-nitrophenyl)butanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
0.77
-
N-(2-nitrophenyl)propanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
2.87
-
N-(2-nitrophenyl)pentanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
3 6 N-(2-nitrophenyl)pentanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
3.3
-
N-(2-nitrophenyl)heptanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
3.3
-
N-(2-nitrophenyl)octanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
3.83
-
N-(2-nitrophenyl)hexanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
4.98
-
N-(2-nitrophenyl)heptanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
5.43
-
N-(2-nitrophenyl)octanamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens
1672
-
N-(2-nitrophenyl)trifluoroacetamide pH 8.0, 23°C, butyrylcholinesterase Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
assay at Homo sapiens
8
-
assay at Pseudomonas fluorescens