The diagram below summarizes an interesting result recently reported by Hanson and co-workers (DOI: 10.1021/jo800706y. At ~neutral pH, compound 13 hydrolyses with a half life of 21 minutes, whereas 14 takes 840 minutes. Understanding this difference in reactivity may allow us to understand why some enzymes can catalyze the hydrolysis of peptides with an acceleration of up to twelve orders of magnitude.
Posts Tagged ‘chair’
Conformational analysis and enzyme activity: models for amide hydrolysis.
Sunday, April 12th, 2009Tags:chair, conformational analysis, Derek Barton, energy, Hanson, Interesting chemistry, molecular mechanics energy, stable lactone product, stable product
Posted in Interesting chemistry | 1 Comment »