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Cited by 220

The DOI matches its Crossref record.

Ion Channel Formation from a Calix[4]arene Amide That Binds HCl

Sidorov, Vladimir, Kotch, Frank W., Abdrakhmanova, Galya, Mizani, Robert, Fettinger, James C., Davis, Jeffery T.·2002·Journal of the American Chemical Society
DOI 10.1021/ja012338e
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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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Authors
Sidorov, V., Kotch, F. W., Abdrakhmanova, G., Mizani, R., Fettinger, J. C., & Davis, J. T.
Venue
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Published
2002-02-16
Volume
124
Issue
10
Pages
2267-2278
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
DOI
10.1021/ja012338e
OpenAlex
W2039702613
Cited by
220
References
0
FWCI
8.31
Type
journal article
Language
en
Open access
closed

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

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