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ID: ALA1122474
Journal: J Med Chem
Title: Ion-sensitive electrode potentiometry of organic anions: application to quantitative structure-activity relationships.
Authors: Hirsch RF, Rachlin EM.
Abstract: Ion-sensitive electrode potentiometry is proposed for determination of substituent constants for structural modifications of organic acids. A liquid membrane anion-sensitive electrode responds reproducibly to a wide range of carboxylate and sulfonate ions. Fragment constants for the addition of a methylene group to aromatic and aliphatic acids are -2.4 and -3.3 +/- 0.15 kJ/mol, respectively. Agreement is observed between these constants and those determined by other techniques, including partitioning studies in biphasic systems, suggesting the use of potentiometry for quantitative structure-activity relationship studies. Furthermore, the electrode measurements correlate with biological effects resulting from hydrophobic interactions.
CiteXplore: 6887198
DOI: 10.1021/jm00363a006