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Supramolecular catalysis of H/D exchange in pyruvate by macrocyclic polyamines involving a reactive iminium intermediate

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1039/a700937b
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FormatText, Article
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[times]105 (kcat/kuncat). The process also represents a potential entry into the catalysis of aldol condensation reactions.
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  • Journal of the Chemical Society, Perkin Transactions 2, no. 10 (1997): 2073–2081.
LanguageEnglish
NRC publication
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NRC number596
NPARC number12328534
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Record identifierfa157558-f41b-4429-9203-80c38b305724
Record created2009-09-10
Record modified2020-03-20
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