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Information on EC 3.1.1.8 - cholinesterase and Organism(s) Homo sapiens

for references in articles please use BRENDA:EC3.1.1.8

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IUBMB Comments

Acts on a variety of choline esters and a few other compounds.

The taxonomic range for the selected organisms is: Homo sapiens
The enzyme appears in selected viruses and cellular organisms

Synonyms
cholinesterase, butyrylcholinesterase, buche, plasma cholinesterase, serum cholinesterase, pseudocholinesterase, choline esterase, hubche, hbche, plasma esterase, more

SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
acyl choline acylhydrolase
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acylcholine acyl-hydrolase
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Acylcholine acylhydrolase
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benzoylcholinesterase
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BtChoEase
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BuChE
butyrocholinesterase
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butyrylcholine esterase
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butyrylcholinesterase
butyrylcholinesterase K
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calcium-activated butyrylcholinesterase
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ChE-II
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choline esterase
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choline esterase II (unspecific)
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cholinesterase
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EQ-BCHE
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esterase, butyrylcholine
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esterase, choline
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hBChE
non specific cholinesterase
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non-specific cholinesterase
propionylcholinesterase
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pseudo choline esterase
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pseudo cholinesterase
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pseudocholinesterase
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serum cholinesterase
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additional information
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cf. EC 3.5.1.13
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an acylcholine + H2O = choline + a carboxylate
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of carboxylic ester
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-
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SYSTEMATIC NAME
IUBMB Comments
acylcholine acylhydrolase
Acts on a variety of choline esters and a few other compounds.
CAS REGISTRY NUMBER
COMMENTARY hide
9001-08-5
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY hide
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-cocaine + H2O
?
show the reaction diagram
(+/-)-cocaine + H2O
?
show the reaction diagram
Substrates: -
Products: -
?
(-)-cocaine + H2O
?
show the reaction diagram
(-)-cocaine + H2O
ecgonine methyl ester + benzoate
show the reaction diagram
Substrates: -
Products: -
?
(S)-butyrylthiocholine + H2O
thiocholine + butyrate
show the reaction diagram
Substrates: -
Products: -
?
2,2,2-trifluoro-N-(2-nitrophenyl)acetamide + H2O
2-nitroaniline + trifluoroacetate
show the reaction diagram
-
Substrates: a neutral amide
Products: -
?
2-nitroacetanilide + H2O
2-nitroaniline + acetate
show the reaction diagram
-
Substrates: a neutral amide
Products: -
?
2-nitrophenyl butyrate
2-nitrophenol + butyrate
show the reaction diagram
-
Substrates: -
Products: -
?
3-(acetamido) N,N,N-trimethylanilinium + H2O
3-amino-N,N,N-trimethylanilinium + acetate
show the reaction diagram
-
Substrates: a positively charged amide, hydrolysis by the wild-type enzyme and the mutant D70G shows a long transient phase preceeding the steady state, hysteretic burst induction phase, overview
Products: -
?
3-(acetamido)N,N,N-trimethylanilinium + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
3-nitroacetanilide + H2O
3-nitroaniline + acetate
show the reaction diagram
-
Substrates: a neutral amide
Products: -
?
6-monoacetylmorphine + H2O
morphine + acetate
show the reaction diagram
Substrates: -
Products: -
?
acetylcholine + H2O
acetate + choline
show the reaction diagram
-
Substrates: -
Products: -
?
acetylcholine + H2O
choline + acetate
show the reaction diagram
acetylsalicylic acid + H2O
acetate + salicylate
show the reaction diagram
Substrates: -
Products: -
?
acetylthiocholine + H2O
?
show the reaction diagram
-
Substrates: detection with 5,5-dithiobis(2-nitrobenzoic acid)
Products: -
?
acetylthiocholine + H2O
acetate + thiocholine
show the reaction diagram
acetylthiocholine + H2O
thiocholine + acetate
show the reaction diagram
acetylthiocholine iodide + H2O
acetate + thiocholine iodide
show the reaction diagram
-
Substrates: -
Products: -
?
adipyldicholine + H2O
adipic acid + choline
show the reaction diagram
Substrates: lower activity, monitoring the dicholine substrates, the monocholine intermediates, the dicarboxylic acid and choline products by mass spectrometry,
Products: -
?
BChE-FP + H2O
?
show the reaction diagram
-
Substrates: structure-based design and application of a fluorogenic molecular probe, BChE-FP, specific to butyrylcholinesterase (BChE). This compound is rationally designed by mimicking the native substrate and optimized stepwise by manipulating the steric feature and the reactivity of the designed probe targeting the structural difference of the active pockets of BChE and acetylcholinesterase (AChE). The refined probe, BChE-FP, exhibits high specificity toward BChE compared to AChE, producing about 275fold greater fluorescence enhancement upon the catalysis by BChE, molecular docking simulation, overview. The proximity of Ser198 to the carbonyl group of BChE-FP is about 4.3 A in the BChE active site, whereas the proximity of Ser203 to the carbonyl group of BChE-FP is about 7.4 A in the AChE active site. The binding affinity of BChE-FP with BChE is B100fold greater than that of acetylthiocholine, while the catalytic constant for BChE-FP is 190fold lower than that of acetylthiocholine
Products: -
?
benzoylcholine + H2O
benzoate + choline
show the reaction diagram
benzoylcholine + H2O
benzoic acid + choline
show the reaction diagram
Substrates: -
Products: -
?
benzoylcholine + H2O
choline + benzoate
show the reaction diagram
benzoylthiocholine + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
benzoylthiocholine + H2O
thiocholine + benzoate
show the reaction diagram
butyrylcholine + H2O
butanoate + choline
show the reaction diagram
-
Substrates: -
Products: -
?
butyrylcholine + H2O
butyrate + choline
show the reaction diagram
-
Substrates: -
Products: -
?
butyrylcholine + H2O
choline + butyrate
show the reaction diagram
butyrylthiocholine + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
butyrylthiocholine + H2O
butanoate + thiocholine
show the reaction diagram
-
Substrates: -
Products: -
?
butyrylthiocholine + H2O
butyrate + thiocholine
show the reaction diagram
butyrylthiocholine + H2O
thiocholine + butyrate
show the reaction diagram
butyrylthiocholine iodide + H2O
butyrate + thiocholine iodide
show the reaction diagram
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Substrates: detection with 5,5'-dithio-bis-2-nitrobenzoic acid, i.e. DTNB
Products: -
?
butyrylthiocholine iodide + H2O
thiocholine iodide + butyrate
show the reaction diagram
-
Substrates: -
Products: -
?
choline esters + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
cocaine + H2O
ecgonine methyl ester + benzoate
show the reaction diagram
D-butyryl-alpha-methylcholine + H2O
butanoate + alpha-methylcholine
show the reaction diagram
-
Substrates: -
Products: -
?
D-butyryl-beta-methylcholine + H2O
butanoate + beta-methylcholine
show the reaction diagram
-
Substrates: -
Products: -
?
echothiophate + H2O
?
show the reaction diagram
Substrates: substrate for mutant enzyme G117H
Products: -
?
ethyl ([2-[bis(propan-2-yl)amino]ethyl]-sulfanyl)(methyl)phosphinate + H2O
?
show the reaction diagram
Substrates: substrate for mutant enzyme G117H
Products: -
?
heroin + H2O
6-monoacetylmorphine + acetate
show the reaction diagram
Substrates: -
Products: -
?
heroin + H2O
?
show the reaction diagram
Substrates: -
Products: -
?
L-butyryl-alpha-methylcholine + H2O
butanoate + alpha-methylcholine
show the reaction diagram
-
Substrates: -
Products: -
?
L-butyryl-beta-methylcholine + H2O
butanoate + beta-methylcholine
show the reaction diagram
-
Substrates: -
Products: -
?
N-methyl-(7-dimethylcarbamoxy)quinolinium iodide + H2O
?
show the reaction diagram
-
Substrates: atypical and usual enzyme
Products: -
?
N-methylindoxyl acetate + H2O
N-methylindole + acetate
show the reaction diagram
-
Substrates: -
Products: -
?
O-ethyl-O-(4-nitrophenyl)-phenylphosphonothioate + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
o-nitrophenylbutyrate + H2O
o-nitrophenol + butanoate
show the reaction diagram
-
Substrates: atypical and usual enzyme
Products: -
?
propionylthiocholine + H2O
?
show the reaction diagram
propionylthiocholine + H2O
propanoate + thiocholine
show the reaction diagram
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Substrates: propylthiocholine
Products: -
?
propionylthiocholine + H2O
thiocholine + propionate
show the reaction diagram
Substrates: -
Products: -
?
S-butyrylthiocholine + H2O
butyrate + thiocholine
show the reaction diagram
-
Substrates: -
Products: -
?
sarin + H2O
?
show the reaction diagram
Substrates: substrate for mutant enzyme G117H
Products: -
?
sebacyldicholine + H2O
sebacic acid + choline
show the reaction diagram
Substrates: high activity, monitoring the dicholine substrates, the monocholine intermediates, the dicarboxylic acid and choline products by mass spectrometry, sebacyldicholine is hydrolyzed at both choline ester sites, though hydrolysis of dicholine is faster than hydrolysis of monocholine, overview
Products: -
?
succinylcholine + H2O
succinate + choline
show the reaction diagram
-
Substrates: -
Products: -
?
succinyldithiocholine + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
succinylmonocholine + H2O
succinate + choline
show the reaction diagram
-
Substrates: -
Products: -
?
succinylthiocholine + H2O
thiocholine + succinate
show the reaction diagram
-
Substrates: -
Products: -
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY hide
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
acetylsalicylic acid + H2O
acetate + salicylate
show the reaction diagram
Substrates: -
Products: -
?
acetylthiocholine + H2O
acetate + thiocholine
show the reaction diagram
acetylthiocholine + H2O
thiocholine + acetate
show the reaction diagram
Substrates: -
Products: -
?
benzoylcholine + H2O
benzoic acid + choline
show the reaction diagram
Substrates: -
Products: -
?
butyrylcholine + H2O
butyrate + choline
show the reaction diagram
-
Substrates: -
Products: -
?
butyrylcholine + H2O
choline + butyrate
show the reaction diagram
butyrylthiocholine + H2O
butyrate + thiocholine
show the reaction diagram
butyrylthiocholine + H2O
thiocholine + butyrate
show the reaction diagram
choline esters + H2O
?
show the reaction diagram
-
Substrates: -
Products: -
?
cocaine + H2O
ecgonine methyl ester + benzoate
show the reaction diagram
-
Substrates: -
Products: -
?
heroin + H2O
?
show the reaction diagram
Substrates: -
Products: -
?
additional information
?
-