Bimodal structural tuning of pyrrole-2-carboxamide-based transmembrane ion transport systems

The pyrrole-2-carboxamide moiety is well known for its presence in various natural products and its use in anion receptor systems. Here we assess the transmembrane anion transport activity of a series of substituted pyrrole-2-carboxamides and show them to be highly tuneable, versatile systems for anion transport by simple variations of pyrrole ring and amide substituents. We report pyrrole-2-carboxamides as efficient transmembrane anion transport systems, with transport properties easily tuneable through control of lipophilicity and N-H p K a by simple variations of the pyrrole ring and amide moiety substitutions.