185558-33-2Relevant academic research and scientific papers
Supramolecular catalysis of H/D exchange in pyruvate by macrocyclic polyamines involving a reactive iminium intermediate
Fenniri, Hicham,Dallaire, Carol,Funeriu, Daniel P.,Lehn, Jean-Marie
, p. 2073 - 2081 (2007/10/03)
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 entry into the catalysis of aldol condensation reactions.
