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Updated: Dec 10, 2025

Determination of the Gas-phase Acidities of Oligopeptides
Published on: June 24, 2013
Spectrophotometric determination of α-hydroxytropolone pK values: A structure-acidity relationship study
John P Stasiak1, Alexandre Grigoryan1, Ryan P Murelli1,2
1Department of Chemistry, Brooklyn College, The City University of New York, 2900 Bedford Avenue, Brooklyn, NY 11210, United States.
Abstract:
α-Hydroxytropolones (αHTs) have a wealth of biological activity owing to their ability to serve as metalbinding fragments for many therapeutically valuable dinuclear metalloenzymes. They also have the potential to exist in as many as 4 protonation states under aqueous acidic or basic conditions. The following details how UV absorption can be used to generate pK a values on a series of αHTs. The studies also provide some knowledge into how the acidity and basicity change with some different functional groups. These studies thus provide new strategies and knowledge that could be valuable in leveraging αHTs as metal-binding fragments in drug-development pursuits.
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