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3.1.1.8: cholinesterase

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

Word Map on EC 3.1.1.8

Reaction

an acylcholine
+
H2O
=
choline
+
a carboxylate

Synonyms

acyl choline acylhydrolase, acylcholine acyl-hydrolase, Acylcholine acylhydrolase, atypical cholinesterase, BChE, benzoylcholinesterase, BoBChE, BTCh, BTChI-ChE, BtChoEase, BuChE, butyrocholinesterase, butyryl-ChE, butyrylChE, butyrylcholine esterase, butyrylcholine-hydrolyzing enzyme, butyrylcholinesterase, butyrylcholinesterase K, calcium-activated butyrylcholinesterase, ChE, ChE-II, CholE, choline esterase, choline esterase II (unspecific), cholinesterase, dBChE, DjChE, Djche1, Djche2, EQ-BCHE, eqBChE, EqBuChE, esterase, butyrylcholine, esterase, choline, hBChE, HuBChE, mBuChE I, mBuChE II, monomeric butyrylcholinesterase I, monomeric butyrylcholinesterase II, More, non specific cholinesterase, non-specific cholinesterase, PChE, planarian cholinesterase, plasma cholinesterase, plasma esterase, plasmatic cholinesterase, PoBChE, propionylcholinesterase, pseudo choline esterase, pseudo cholinesterase, pseudocholinesterase, PTChI-ChE, rBChE, serum cholinesterase

ECTree

     3 Hydrolases
         3.1 Acting on ester bonds
             3.1.1 Carboxylic-ester hydrolases
                3.1.1.8 cholinesterase

Substrates Products

Substrates Products on EC 3.1.1.8 - cholinesterase

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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
(+)-cocaine + H2O
?
show the reaction diagram
(+/-)-cocaine + H2O
?
show the reaction diagram
-
-
-
?
(-)-cocaine + H2O
?
show the reaction diagram
(-)-cocaine + H2O
ecgonine methyl ester + benzoate
show the reaction diagram
-
-
-
?
(R)-3-benzoyloxy-1-benzylquinuclidinium bromide + H2O
?
show the reaction diagram
-
-
-
?
(R)-3-benzoyloxy-1-methylquinuclidinium iodide + H2O
?
show the reaction diagram
-
-
-
?
(S)-3-benzoyloxy-1-benzylquinuclidinium bromide + H2O
?
show the reaction diagram
-
-
-
?
(S)-3-benzoyloxy-1-methylquinuclidinium iodide + H2O
?
show the reaction diagram
-
-
-
?
(S)-butyrylthiocholine + H2O
thiocholine + butyrate
show the reaction diagram
2,2,2-trifluoro-N-(2-nitrophenyl)acetamide + H2O
2-nitroaniline + trifluoroacetate
show the reaction diagram
-
a neutral amide
-
-
?
2,6-dichloro-3'-methylindophenylacetate + H2O
2,6-dichloro-3'-methylindophenol + acetate
show the reaction diagram
-
-
-
?
2,6-dichlorophenolindophenyl acetate + H2O
?
show the reaction diagram
-
-
-
-
?
2,6-dichlorophenolindophenylacetate + H2O
2,6-dichlorophenolindophenol + acetate
show the reaction diagram
-
good substrate
-
?
2,6-dichlorophenolindophenylacetate + H2O
?
show the reaction diagram
-
-
-
-
?
2-nitroacetanilide + H2O
2-nitroaniline + acetate
show the reaction diagram
-
a neutral amide
-
-
?
2-nitrophenyl butyrate
2-nitrophenol + butyrate
show the reaction diagram
-
-
-
?
2-trimethylsilyl-ethyl-N-n-butylcarbamate + H2O
?
show the reaction diagram
-
-
-
-
?
3',5'-dichloro-2'-methylindophenylacetate + H2O
3',5'-dichloro-2'-methylindophenol + acetate
show the reaction diagram
-
weak substrate
-
?
3',5'-dichlorophenolindophenylacetate + H2O
3',5'-dichlorophenolindophenol + acetate
show the reaction diagram
-
-
-
?
3,3-dimethylbutyl-N-n-butylcarbamate + H2O
?
show the reaction diagram
-
-
-
-
?
3-(acetamido) N,N,N-trimethylanilinium + H2O
3-amino-N,N,N-trimethylanilinium + acetate
show the reaction diagram
-
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
-
-
?
3-(acetamido)N,N,N-trimethylanilinium + H2O
?
show the reaction diagram
-
-
-
-
?
3-nitroacetanilide + H2O
3-nitroaniline + acetate
show the reaction diagram
-
a neutral amide
-
-
?
6-monoacetylmorphine + H2O
morphine + acetate
show the reaction diagram
-
-
-
?
7-ethyl-10-[4-(1-piperidine)-1-piperidino]carbonyloxycamtothecin + H2O
7-ethyl-10-hydroxycamptothecin + ?
show the reaction diagram
anticancer drug irinotecan CPT-11
-
?
acetoacetylcholine + H2O
acetoacetate + choline
show the reaction diagram
-
-
-
-
?
acetyl choline + H2O
acetate + choline
show the reaction diagram
-
enzyme also acts on acetyl choline to a lesser extent
-
?
acetyl-beta-methylcholine
beta-methylcholine + acetate
show the reaction diagram
acetyl-beta-methylcholine + H2O
acetate + beta-methylcholine
show the reaction diagram
acetyl-beta-methylcholine + H2O
methylcholine + acetate
show the reaction diagram
-
-
-
?
acetyl-beta-methylthiocholine + H2O
acetate + beta-methylthiocholine
show the reaction diagram
-
-
-
-
?
acetyl-beta-methylthiocholine + H2O
beta-methylthiocholine + acetate
show the reaction diagram
acetylcholine + H2O
acetate + choline
show the reaction diagram
acetylcholine + H2O
choline + acetate
show the reaction diagram
acetylcholine iodide + H2O
choline iodide + acetate
show the reaction diagram
-
-
-
-
?
acetylsalicylic acid + H2O
acetate + salicylate
show the reaction diagram
-
-
-
?
acetylthiocholine + H2O
?
show the reaction diagram
-
detection with 5,5-dithiobis(2-nitrobenzoic acid)
-
-
?
acetylthiocholine + H2O
acetate + thiocholine
show the reaction diagram
acetylthiocholine + H2O
thiocholine + acetate
show the reaction diagram
acetylthiocholine iodide + H2O
?
show the reaction diagram
acetylthiocholine iodide + H2O
acetate + thiocholine iodide
show the reaction diagram
acetylthiocholine iodide + H2O
thiocholine + acetate
show the reaction diagram
-
-
-
-
?
acetylthiocholine iodide + H2O
thiocholine iodide + acetate
show the reaction diagram
-
-
-
?
adipyldicholine + H2O
adipic acid + choline
show the reaction diagram
lower activity, monitoring the dicholine substrates, the monocholine intermediates, the dicarboxylic acid and choline products by mass spectrometry,
-
-
?
BChE-FP + H2O
?
show the reaction diagram
-
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
-
-
?
benzoylcholine + H2O
benzoate + choline
show the reaction diagram
benzoylcholine + H2O
benzoic acid + choline
show the reaction diagram
-
-
-
?
benzoylcholine + H2O
choline + benzoate
show the reaction diagram
benzoylthiocholine + H2O
?
show the reaction diagram
-
-
-
-
?
benzoylthiocholine + H2O
thiocholine + benzoate
show the reaction diagram
beta-hydroxybutyrylcholine + H2O
3-hydroxybutanoate + choline
show the reaction diagram
-
-
-
-
?
butyryl choline + H2O
butyrate + choline
show the reaction diagram
-
preferred substrate
-
?
butyrylcholine + H2O
butanoate + choline
show the reaction diagram
butyrylcholine + H2O
butyrate + choline
show the reaction diagram
butyrylcholine + H2O
choline + butyrate
show the reaction diagram
butyrylcholine iodide + H2O
?
show the reaction diagram
-
-
-
-
?
butyrylthiocholine + H2O
?
show the reaction diagram
butyrylthiocholine + H2O
butanoate + thiocholine
show the reaction diagram
butyrylthiocholine + H2O
butyrate + thiocholine
show the reaction diagram
butyrylthiocholine + H2O
thiocholine + butyrate
show the reaction diagram
butyrylthiocholine chloride + H2O
?
show the reaction diagram
-
-
-
-
?
butyrylthiocholine iodide + H2O
?
show the reaction diagram
-
-
-
-
?
butyrylthiocholine iodide + H2O
butyrate + thiocholine iodide
show the reaction diagram
butyrylthiocholine iodide + H2O
thiocholine + butyrate
show the reaction diagram
butyrylthiocholine iodide + H2O
thiocholine iodide + butyrate
show the reaction diagram
butyrylthiocholinium chloride + H2O
?
show the reaction diagram
-
-
-
-
?
bytyrylhiocholine + H2O
thiocholine + butyrate
show the reaction diagram
-
-
-
?
choline esters + H2O
?
show the reaction diagram
cocaine + H2O
?
show the reaction diagram
cocaine + H2O
ecgonine methyl ester + benzoate
show the reaction diagram
crotonylcholine + H2O
crotonate + choline
show the reaction diagram
-
-
-
-
?
D-butyryl-alpha-methylcholine + H2O
butanoate + alpha-methylcholine
show the reaction diagram
D-butyryl-beta-methylcholine + H2O
butanoate + beta-methylcholine
show the reaction diagram
echothiophate + H2O
?
show the reaction diagram
substrate for mutant enzyme G117H
-
-
?
ethyl ([2-[bis(propan-2-yl)amino]ethyl]-sulfanyl)(methyl)phosphinate + H2O
?
show the reaction diagram
substrate for mutant enzyme G117H
-
-
?
ethyl n-butyrate + H2O
ethanol + n-butanoate
show the reaction diagram
formylthiocholine + H2O
thiocholine + formate
show the reaction diagram
via formation of the tetrahedral intermediate, measurement of heavy atom kinetic isotope effects
-
-
?
heroin + H2O
6-monoacetylmorphine + acetate
show the reaction diagram
-
-
-
?
heroin + H2O
?
show the reaction diagram
-
-
-
?
indophenyl acetate + H2O
?
show the reaction diagram
-
-
-
-
?
indophenylacetate + H2O
?
show the reaction diagram
-
-
-
-
?
indophenylacetate + H2O
indophenol + acetate
show the reaction diagram
-
-
-
?
isoamyl isovalerate + H2O
isopentanol + isopentanoate
show the reaction diagram
-
poor substrate
-
-
?
isoamyl n-butyrate + H2O
isopentanol + n-butanoate
show the reaction diagram
-
-
-
-
?
isoamyl propionate + H2O
isopentanol + propanoate
show the reaction diagram
-
-
-
-
?
isobutyl isovalerate + H2o
isobutanol + isopentanoate
show the reaction diagram
-
poor substrate
-
-
?
isobutyl n-butyrate + H2O
isobutanol + n-butanoate
show the reaction diagram
-
-
-
-
?
isobutyl propionate + H2O
isobutanol + propanoate
show the reaction diagram
-
poor substrate
-
-
?
L-butyryl-alpha-methylcholine + H2O
butanoate + alpha-methylcholine
show the reaction diagram
L-butyryl-beta-methylcholine + H2O
butanoate + beta-methylcholine
show the reaction diagram
methyl n-butyrate + H2O
methanol + n-butanoate
show the reaction diagram
-
poor substrate
-
-
?
methyl n-valerate + H2O
methanol + n-pentanoate
show the reaction diagram
-
poor substrate
-
-
?
n-amyl acetate + H2O
n-pentanol + acetate
show the reaction diagram
-
poor substrate
-
-
?
n-amyl n-butyrate + H2O
n-pentanol + n-butanoate
show the reaction diagram
-
good substrate
-
-
?
n-butyl acetate + H2O
n-butanol + acetate
show the reaction diagram
-
poor substrate
-
-
?
n-butyl n-butyrate + H2O
n-butanol + n-butanoate
show the reaction diagram
-
poor substrate
-
-
?
n-hexyl acetate + H2O
n-hexanol + acetate
show the reaction diagram
-
poor substrate
-
-
?
N-methyl-(7-dimethylcarbamoxy)quinolinium iodide + H2O
?
show the reaction diagram
-
atypical and usual enzyme
-
-
?
N-methylindoxyl acetate + H2O
N-methylindole + acetate
show the reaction diagram
-
-
-
?
O-ethyl-O-(4-nitrophenyl)-phenylphosphonothioate + H2O
?
show the reaction diagram
-
-
-
-
?
o-nitrophenylacetate + H2O
?
show the reaction diagram
-
-
-
-
?
o-nitrophenylbutyrate + H2O
o-nitrophenol + butanoate
show the reaction diagram
-
atypical and usual enzyme
-
-
?
phenyl acetate + H2O
phenol + acetate
show the reaction diagram
-
-
-
-
?
phenylpropionate + H2O
phenol + propanoate
show the reaction diagram
-
-
-
-
?
phenylthioacetate + H2O
phenol + thioacetate
show the reaction diagram
-
-
-
-
?
phenylthiobutyrate + H2O
phenol + thiobutyrate
show the reaction diagram
-
-
-
-
?
phenylthiopropionate + H2O
phenol + thiopropanoate
show the reaction diagram
-
-
-
-
?
propionyl choline + H2O
propionate + choline
show the reaction diagram
-
preferred substrate
-
?
propionylcholine + H2O
propanoate + choline
show the reaction diagram
propionylthiocholine + H2O
?
show the reaction diagram
propionylthiocholine + H2O
propanoate + thiocholine
show the reaction diagram
propionylthiocholine + H2O
thiocholine + propanoate
show the reaction diagram
-
-
-
-
?
propionylthiocholine + H2O
thiocholine + propionate
show the reaction diagram
propionylthiocholine iodide + H2O
thiocholine + propionate
show the reaction diagram
-
preferred substrate
-
-
?
S-butyrylthiocholine + H2O
butyrate + thiocholine
show the reaction diagram
-
-
-
-
?
S-butyrylthiocholine iodide + H2O
butyrate + thiocholine iodide
show the reaction diagram
-
detection with 5,5'-dithio-bis-2-nitrobenzoic acid, i.e. DTNB
-
-
?
sarin + H2O
?
show the reaction diagram
substrate for mutant enzyme G117H
-
-
?
sebacyldicholine + H2O
sebacic acid + choline
show the reaction diagram
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
-
-
?
succinyl dicholine dichloride + H2O
?
show the reaction diagram
succinylcholine + H2O
succinate + choline
show the reaction diagram
succinyldithiocholine + H2O
?
show the reaction diagram
-
-
-
-
?
succinylmonocholine + H2O
succinate + choline
show the reaction diagram
-
-
-
-
?
succinylthiocholine + H2O
thiocholine + succinate
show the reaction diagram
-
-
-
?
valerylthiocholine + H2O
pentanoate + thiocholine
show the reaction diagram
-
-
-
-
?
additional information
?
-