Synthesis and Analysis of artificial ion channels toward ionic devices

合成了6个人工离子通道1-6，并用平面双层膜法研究了其特征性离子通道性质（7，12-二甲基-24-羧基-3-胆烷基）-N，N '-亚二甲苯基二氨基甲酸酯1和双[7，12-二甲基-24-羧基-3-胆烷基]通过双氨基甲酸酯键将两个两亲性胆酸甲醚连接，合成了[（N，N，N-三甲基乙铵-2-羧酸）-3-胆烷基]-N，N '-亚二甲苯基二氨基甲酸酯二氯化物2。1和2的钾离子与氯离子的渗透比分别为17和7.9。通道1和通道2对钾离子的选择性分别是钠离子的3.1倍和3.2倍，通道3和通道4是通过在双胆酸跨膜离子通道中引入不同电荷的亲水基团而形成的。因此，化合物3具有羧酸和磷酸基团，并且化合物4具有羟基和羧酸基团。由十二肽和十五肽组成的两个电压依赖性离子通道：NH 3 +-L-Ala-D-Leu-L-Ala-D-Val-L-Val-D-Val-L-Trp-D-Leu-L-Trp-D-Leu-L-Leu-L-Trp-D-Leu-CO 2-（5）和NH 3 +-L-Val-Gly-L-Ala-D-Leu-L-Ala-D-Val-L-Val-D-Val-L-Trp-D-Leu-L-Trp-D-Leu-L-Trp-CO 2-（6）。合成了两种寡肽均具有不对称地位于N-和C-末端的带电物质。这些单离子通道的开放概率依赖于所施加的电压。

Six artificial ion channels 1-6 were synthesized and its characteristic ion channel properties were examined by planner bilayer membrane method.Transmembrane ion channels, bis (7, 12-dimethyl-24-carboxy-3-cholanyl)-N,N'-xylylene dicarbamate 1 and bis [7,12-dimethyl-24-(N,N,N-trimethylethanaminium-2-carboxylate)-3-cholanyl]-N,N'-xylylene dicarbamate dichloride 2 were prepared by linking two amphiphilic cholic acid methyl ethers through biscarbamate bonds. Permeability ratios of potassium cation to chloride anion were 17 and 7.9 for 1 and 2, respectively. Both channels 1 and 2 showed significant potassium selectivity over sodium by a factor of 3.1 and 3.2, respectively.Voltage-dependent artificial ion channels 3 and 4 were produced by introduction of different charged hydrophilic groups into transmembrane bischolic acid ion channel. Thus, compound 3 has carboxylic acid and phosphoric acid groups, and 4 has hydroxyl and carboxylic acid groups. The current-voltage plots of both ion charnnels show clear rectification properties.Two voltage-dependent ion channels composed of dodeca-and pentadecaoligopeptides, NH3+-L-Ala-D-Leu-L-Ala-D-Val-L-Val-D-Val-L-Trp-D-Leu-L-Trp-D-Leu-L-Trp-D-Leu-CO2- (5) and NH3+-L-Val-Gly-L-Ala-D-Leu-L-Ala-D-Val-L-Val-D-Val-L-Trp-D-Leu-L-Trp-D-Leu-L-Trp-D-Leu-L-Trp-CO2- (6), were synthesized. Both oligopeptides have charged species asymmetrically located at the N-and C-terminals. The open probability of these single ion channels was dependent on the applied voltage.