3.5.1.11 | penicillin + H2O = a carboxylate + 6-aminopenicillanate |
structural model and catalytic mechanism, and energetics of the reaction, acylation is the rate-limiting step of hydrolysis. The collapse of the tetrahedral intermediate proceeds via synchronous bond breaking and formation, and the accumulation of charge on the amidic nitrogen due to the presence of a substituent is disfavored |
711692 |