Reversible Ion Transportation Switch by a Ligand-Gated Synthetic Supramolecular Ion Channel

Inspired by the regulation of cellular activities found in the ion channel proteins, here we developed membrane-embedded synthetic chiral receptors 1 and 2 with different terminal structures, where receptor 1 has hydrophobic triisopropylsilyl (TIPS) groups and receptor 2 has hydrophilic hydroxy grou...

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Veröffentlicht in:Journal of the American Chemical Society 2014-11, Vol.136 (44), p.15584-15595
Hauptverfasser: Muraoka, Takahiro, Endo, Takahiro, Tabata, Kazuhito V, Noji, Hiroyuki, Nagatoishi, Satoru, Tsumoto, Kouhei, Li, Rui, Kinbara, Kazushi
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Sprache:eng
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Zusammenfassung:Inspired by the regulation of cellular activities found in the ion channel proteins, here we developed membrane-embedded synthetic chiral receptors 1 and 2 with different terminal structures, where receptor 1 has hydrophobic triisopropylsilyl (TIPS) groups and receptor 2 has hydrophilic hydroxy groups. The receptors have ligand-binding units that interact with cationic amphiphiles such as 2-phenethylamine (PA). Conductance study revealed that the receptors hardly show ion transportation at the ligand-free state. After ligand binding involving a conformational change, receptor 1 bearing TIPS termini displays a significant current enhancement due to ion transportation. The current substantially diminishes upon addition of β-cyclodextrin (βCD) that scavenges the ligand from the receptor. Importantly, the receptor again turns into the conductive state by the second addition of PA, and the activation/deactivation of the ion transportation can be repeated. In contrast, receptor 2 bearing the hydroxy terminal groups hardly exhibits ion transportation, suggesting the importance of terminal TIPS groups of 1 that likely anchor the receptor in the membrane.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja5070312