Abstract

The rates at which organic acids penetrate the human red cell suspended in Tyrode's solution are roughly related to the lipid-to-water partition coefficients of the compounds measured at pH 7.4 using chloroform as a lipidlike solvent. Phenol, sulfadiazine, sulfathiazole, 5-nitrosalicylic acid, p-aminobenzoic acid, and salicylic acid, compounds of relatively high lipid solubility, become equilibrated between the cells and suspending medium in less than 5 min. Phenol red, sulfosalicylic acid, sulfanilic acid, hippuric acid, and p-aminohippuric acid, compounds of lower lipid solubility, become equilibrated more slowly, the times ranging from 1 to more than 7 hr. Measurements of the intracellular binding of phenol red and sulfosalicylic acid indicate that the unbound anions are distributed across the cell membrane according to a Donnan equilibrium. Organic anions enter the cell much more rapidly than do organic cations of a similar low lipid solubility. The preferential permeability toward anions is considered in terms of various models of the cell membrane, and a mechanism for anion penetration is suggested.

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