Ion-sensitive electrode potentiometry of organic anions: application to quantitative structure-activity relationships.
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.
D000838:Anions; D001565:Benzoates; D002264:Carboxylic Acids; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004566:Electrodes; D005227:Fatty Acids; D008433:Mathematics; D011199:Potentiometry; D013329:Structure-Activity Relationship
D000838:Anions; D001565:Benzoates; D002264:Carboxylic Acids; D005227:Fatty Acids