Synthesis and Analysis of artificial ion channels toward ionic devices

离子器件人工离子通道的合成与分析

• 批准号: 13450372
• 负责人: KOBUKE Yoshiaki
• 金额: $ 9.09万
• 依托单位: NARA INSTITUTE OF SCIENCE AND TECHNOLOGY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 2001
• 资助国家: 日本
• 起止时间: 2001 至 2002
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-13450372/
• 关键词: ion channel; transmembrane; cholic acid derivatives; oligopeptides; voltage dependent; 分子デバイス; グラミシジン; イオンチャンネル; 環状レゾルシン4量体

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.

合成了6个人工离子通道1-6，并用规划双层膜法对其离子通道特性进行了表征。通过双氨基甲酸酯键连接两亲性胆酸甲醚，制备了双（7,12-二甲基-24-羧基-3-胆酰）-N，N′-二氨基二甲酸乙酯1和双[7,12-二甲基-24-（N，N，N-三甲基乙胺-2-羧酸盐）-3-胆酰]-N，N′-二氨基二甲酸乙酯2跨膜离子通道。1和2的钾阳离子与氯阴离子的渗透率比分别为17和7.9。通道1和通道2对钠的选择性分别为3.1和3.2倍。通过在跨膜双胆酸离子通道中引入不同的带电亲水性基团，产生了电压依赖性的人工离子通道3和4。因此，化合物3具有羧酸和磷酸基团，化合物4具有羟基和羧酸基团。两个离子通道的电流-电压图显示出明显的整流特性。合成了由十二、五寡肽NH3+- l- ala -d - leu - l- ala -d - val -d - val - l- trp -d - leu - l- trp -d - leu - l- gly - l- ala -d - leu - l- val - l- trp -d - leu - l- trp -d - leu - l- trp -d - leu - l- trp -d - leu - l- trp -d - leu - l- trp -d - leu - l- trp - l- leu - l- trp -d - leu - l- trp - l- trp - co2 -(6)组成的电压依赖性离子通道。两种寡肽在n端和c端都有不对称的带电物质。这些单离子通道的打开概率取决于施加的电压。

项目成果

Chigusa Goto: "Artificial Ion Channels Showing Rectified Current Behavior"J.Am.Chem.Soc.. 123(49). 12152-12159 (2001)

Chigusa Goto：“人工离子通道显示整流电流行为”J.Am.Chem.Soc.. 123(49)。

Chigusa Goto: "Artificial Ion Channels Showing Rectified Current Behavior"J.Am.Chem.soc.. 123. 12152-12159 (2001)

Chigusa Goto：“人工离子通道显示整流电流行为”J.Am.Chem.soc.. 123. 12152-12159 (2001)

Yoshiaki Kobuke: "Transmembrane Ion Channels Constructed of Cholic Acid Derivatives"J.Org.Chem.. 66(15). 5094-5101 (2001)

Yoshiaki Kobuke：“胆酸衍生物构建的跨膜离子通道”J.Org.Chem.. 66(15)。

小夫家 芳明: "現代化学 「自己組織化とナノテクノロジー(5)生体系の自己組織化」"東京化学同人(印刷中). (2003)

小部义明：“现代化学‘自组织和纳米技术（5）生物系统的自组织’”东京化学同人（出版中）。

C.Goto, M.Yamamura, A.Satake, and Y.Kobuke: "Artificial Ion Channels Showing Rectified Current Behavior"J.Am.Chem.Soc.. 123. 12152-12159 (2001)

C.Goto、M.Yamamura、A.Satake 和 Y.Kobuke：“显示整流电流行为的人工离子通道”J.Am.Chem.Soc.. 123. 12152-12159 (2001)