Supramolecular catalysis of H/D exchange in pyruvate by macrocyclic polyamines involving a reactive iminium intermediate
DP Funeriu
Index: Fenniri, Hicham; Dallaire, Carol; Funeriu, Daniel P.; Lehn, Jean-Marie Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 10 p. 2073 - 2081
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Abstract
The activity of a series of macrocyclic polyamines as catalysts for proton exchange has been investigated. Structural and physico-chemical studies demonstrate the ability of these receptors to recognize pyruvate, form a covalent iminium intermediate and catalyse H/D exchange at the CH3 position. The reaction follows Michaelis–Menten kinetics with a rate enhancement higher than 4.8× 105 (kcat/kuncat). The process also represents a potential ...
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