Abstract

As the field of anion transport develops, it becomes increasingly important to understand mechanistic and structure-function relationships for those synthetic compounds that facilitate transmembrane anion transport. We define some key structural aspects that control the Cl- anion transport function of an acyclic calixarene analog, triamide 2.We find that the secondary amide NH groups are necessary, but not sufficient, for activity in a standard base-pulse assay that measures the ability of compounds to dissipate pH via chloride transport. Evidence for self-association of 2 in the liposome is found in comparative studies of H+/ Cl− transport in EYPC and DPPC liposomes. Using an assay with a Cl− sensitive dye, we also report direct evidence for Cl− transmembrane transport by the acyclic triamide 2 and the 1,3 alternate calix[4]arene 1.Consistent with the base-pulse assay, the acyclic triamide 2 is more active than calixarene 1 in the lucigenin Cl− transport assay.

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