pH-Regulated anion transport activities of bis(iminourea) derivatives across the cell and vesicle membrane
Recently synthetic anion transporters have gained considerable attention because of their aptitude to disrupt cellular anion homeostasis and promote cell death. Herein, we report the development of bis(iminourea) derivatives as a new class of selective Cl– ion carrier. The cooperative interactions of H+ and Cl– ions with these iminourea moieties results in an efficient transport of HCl across the lipid bilayer under the acidic environment. Under physiological conditions these compounds weakly transport Cl– ion via antiport exchange mechanism. This pH-dependent gating/switching behavior (9-fold) within a narrow window could be due to the apparent pKa values (6.2-6.7) of the compounds within the lipid bilayer. The disruption of ionic homeostasis by the potent compounds was found to induce cell death.
- This article is part of the themed collection: Chemical biology in OBC