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Literature summary for 3.1.1.7 extracted from

  • Chiou, S.Y.; Huang, C.F.; Yeh, S.J.; Chen, I.R.; Lin, G.
    Synthesis of enantiomers of exo-2-norbornyl-N-n-butylcarbamate and endo-2-norbornyl-N-n-butylcarbamate for stereoselective inhibition of acetylcholinesterase (2010), Chirality, 22, 267-274.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(R)-(+)-endo-2-norbornyl-N-n-butylcarbamate synthesis of enantiomers for stereoselective inhibition of AChE, overview. The S-enantiomer is more potent than the R-enantiomer Electrophorus electricus
(R)-(+)-exo-2-norbornyl-N-n-butylcarbamate synthesis of enantiomers for stereoselective inhibition of AChE, overview. The R-enantiomer is potent, while the S-enantiomer is inactive Electrophorus electricus
(S)-(-)-endo-2-norbornyl-N-n-butylcarbamate synthesis of enantiomers for stereoselective inhibition of AChE, overview. The S-enantiomer is more potent than the R-enantiomer Electrophorus electricus
Carbaryl
-
Electrophorus electricus
additional information no inhibition by (S)-(-)-exo-2-norbornyl-N-n-butylcarbamate at 0.01 mM. Optically pure2-norbornyl-N-n-butylcarbamate enantiomers are synthesized from condensations of optically pure (R)-(1)-exo-, (S)-(2)-exo-, (R)-(1)-endo-, and (S)-(2)-endo-2-norborneols with n-butyl isocyanate, respectively. Molecular modeling, overview Electrophorus electricus
physostigmine
-
Electrophorus electricus
rivastigmine
-
Electrophorus electricus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
acetylcholine + H2O Electrophorus electricus
-
acetate + choline
-
?

Organism

Organism UniProt Comment Textmining
Electrophorus electricus
-
-
-

Reaction

Reaction Comment Organism Reaction ID
acetylcholine + H2O = choline + acetate the mechanism for AChE-catalyzed hydrolysis of substrate is formation of the first tetrahedral intermediate via nucleophilic attack of the active site serine Electrophorus electricus

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation
-
Electrophorus electricus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetylcholine + H2O
-
Electrophorus electricus acetate + choline
-
?

Synonyms

Synonyms Comment Organism
AChE
-
Electrophorus electricus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Electrophorus electricus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Electrophorus electricus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00002
-
pH 7.0, 25°C Electrophorus electricus (S)-(-)-endo-2-norbornyl-N-n-butylcarbamate
0.000056
-
pH 7.0, 25°C Electrophorus electricus (R)-(+)-exo-2-norbornyl-N-n-butylcarbamate
0.00008
-
pH 7.0, 25°C Electrophorus electricus (R)-(+)-endo-2-norbornyl-N-n-butylcarbamate