AI Article Synopsis
- The study explores the ion transport capabilities of calix[4]arene tetrabutylamide 1,3-alt 2 in various biological models, showing it can form ion channels in membranes.
- It facilitates ion transport across cell membranes, especially under positively charged conditions, and can change the internal pH of liposomes when a chloride gradient is present.
- Additionally, it demonstrates selectivity in transporting chloride over sulfate ions and showcases the importance of its molecular structure for effective ion transport.
Article Abstract
The ion transport activity of calix[4]arene tetrabutylamide 1,3-alt 2 was studied in liposomes, planar lipid bilayers, and HEK-293 cells. These experiments, when considered together with (1)H NMR and X-ray crystallography data, indicate that calix[4]arene tetrabutylamide 2 (1) forms ion channels in bilayer membranes, (2) mediates ion transport across cell membranes at positive holding potential, (3) alters the pH inside liposomes experiencing a Cl(-) gradient, and (4) shows a significant Cl(-)/SO(4)(2)(-) transport selectivity. An analogue, calix[4]arene tetramethylamide 1, self-assembles in the presence of HCl to generate solid-state structures with chloride-filled and water-filled channels. Structureminus signactivity studies indicate that the hydrophobicity, amide substitution, and macrocyclic framework of the calixarene are essential for HCl binding and transport. Calix[4]arene tetrabutylamide 2 is a rare example of an anion-dependent, synthetic ion channel.
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| http://dx.doi.org/10.1021/ja012338e | DOI Listing |
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