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Literature summary for 3.1.1.84 extracted from

  • Liu, J.; Hamza, A.; Zhan, C.G.
    Fundamental reaction mechanism and free energy profile for (-)-cocaine hydrolysis catalyzed by cocaine esterase (2003), J. Am. Chem. Soc., 131, 11964-11975.
    View publication on PubMedView publication on EuropePMC

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(-)-cocaine + H2O Rhodococcus sp.
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ecgonine methyl ester + benzoate
-
?

Organism

Organism UniProt Comment Textmining
Rhodococcus sp. Q9L9D7
-
-

Reaction

Reaction Comment Organism Reaction ID
cocaine + H2O = ecgonine methyl ester + benzoate the entire hydrolysis reaction consists of four reaction steps, including the nucleophilic attack on the carbonyl carbon of benzoyl ester group by the hydroxyl group of Ser117, dissociation of benzoyl ester group, nucleophilic attack on the carbonyl carbon of benzoyl ester group by water, and finally dissociation between the (-)-cocaine benzoyl group and Ser117 of CocE. The third reaction step involving the nucleophilic attack of a water molecule is rate-determining Rhodococcus sp.

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(-)-cocaine + H2O
-
Rhodococcus sp. ecgonine methyl ester + benzoate
-
?
(-)-cocaine + H2O (-)-cocaine is the naturally occurring enantiomer. The entire hydrolysis reaction consists of four reaction steps, including the nucleophilic attack on the carbonyl carbon of benzoyl ester group by the hydroxyl group of Ser117, dissociation of benzoyl ester group, nucleophilic attack on the carbonyl carbon of benzoyl ester group by water, and finally dissociation between the (-)-cocaine benzoyl group and Ser117 of CocE. The third reaction step involving the nucleophilic attack of a water molecule is rate-determining Rhodococcus sp. ecgonine methyl ester + benzoate
-
?

Synonyms

Synonyms Comment Organism
cocE
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Rhodococcus sp.