Structure-activity relationships in tripodal transmembrane anion transporters: the effect of fluorination.

ABSTRACT: A series of easy-to-make fluorinated tripodal anion transporters containing urea and thiourea groups have been prepared and their anion transport properties studied. Vesicle anion transport assays using ion-selective electrodes show that this class of compound is capable of transporting chloride through a lipid bilayer via a variety of mechanisms, including chloride/H(+) cotransport and chloride/nitrate, chloride/bicarbonate, and to a lesser extent an unusual chloride/sulfate antiport process. Calculations indicate that increasing the degree of fluorination of the tripodal transmembrane transporters increases the lipophilicity of the transporter and this is shown to be the major contributing factor in the superior transport activity of the fluorinated compounds, with a maximum transport ra

SUBMITTER: Busschaert N 

PROVIDER: S-EPMC3436094 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature