Recognition of polarized lipid bilayers by p-oligophenyl ion channels:: From push-pull rods to push-pull barrels

被引:64
作者
Sakai, N [1 ]
Matile, S [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland
关键词
D O I
10.1021/ja017497c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Design, synthesis, and evaluation of 14-methoxy-84-methylsulfonyl-22,33,42,53,62,73-hexa(Gla-Leu-Lys-Leu-NH2)-p-octiphenyl (1) and 14,84-bismethoxy-22,33,42,53,62,73-hexa(Gla-Leu-Lys-Leu-NH2)-p-octiphenyl (2) are described (Gla = -OCH2CO-). Nanomolar concentrations of push-pull rod 1 are found to suffice to selectively form ion channels in polarized spherical bilayer membranes composed of egg yolk phosphatidylcholine. Exponential dependence of the ion-channel activity on membrane polarization reveals a gating charge of 0.85/channel. Independence of the activity of push-push rod 2 on membrane potential demonstrates that cell membrane recognition originates from the axial dipole in push-pull rod 1. Nonlinear concentration dependence of activity at -180 mV indicates parallel self-assembly of push-pull rod 1 into a tetrameric barrel-stave supramolecule. Copyright © 2002 American Chemical Society.
引用
收藏
页码:1184 / 1185
页数:2
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