Ion channel formation from a calix[4]arene amide that binds HCl |
| |
Authors: | Sidorov Vladimir Kotch Frank W Abdrakhmanova Galya Mizani Robert Fettinger James C Davis Jeffery T |
| |
Institution: | Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. |
| |
Abstract: | The ion transport activity of calix4]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 calix4]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, calix4]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. Calix4]arene tetrabutylamide 2 is a rare example of an anion-dependent, synthetic ion channel. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|