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Visualization of the Molecular Properties Using Phenolphthalein Derivatives

使用酚酞衍生物可视化分子性质

基本信息

批准号：
14572003
负责人：
TSUBAKI Kazunori
金额：
$ 1.86万
依托单位：
KYOTO UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2003
项目状态：
已结题

项目摘要

During the past two years, we have investigated three types of visual recognition of guest properties using host compounds, hybrid molecules of phenolphthalein and two crownethers. (i)Sequence-Selective Visual Recognition of Nonprotected Dipeptides; A host molecule has an ability for developing brilliant purple color in the presence of dipeptides with a specific amino acid-sequence containing lysine as a C-terminal. This type of color development could be extended to the detection of oligopeptides of a specific sequence at the N-terminal such as scyliorhiin I and APP_<770>(394-410). (ii)Construction of a Variable Temperature Visual Read-Out System for Sodium and Potassium Ions; We have found the first artificial recognition system in which sodium and potassium ions show opposite behaviors. Thus, the absorbance at around 566 nm by the complex of host and NaOH increased as the temperature decreased. In contrast, color development between host and KOR decreased as the temperature decreased. These phenomena were caused by an equilibrium among the host molecule, a colored complex, and a colorless complex. (iii)Visual Enantiomeric Recognition of β-Amino Alcohols; we have developed a phenolphthalein based phenyl groups substituted crown ethers host. The host molecule has an ability to discriminate chirality of β-amino alcohols by naked-eye detectable color change. We really observed strength of color development of this host molecule and (S)-or (R)-guest was reversed at inversion temperature.

在过去的两年中，我们使用主体化合物、酚酞和两种冠醚的杂化分子研究了三种类型的客体特性的视觉识别。 (i)未受保护的二肽的序列选择性视觉识别；在具有含有赖氨酸作为 C 末端的特定氨基酸序列的二肽存在下，宿主分子具有呈现亮紫色的能力。这种类型的显色可以扩展到检测 N 末端特定序列的寡肽，例如 scyliorhiin I 和 APP_<770>(394-410)。 (ii)构建钠离子和钾离子的变温视觉读出系统；我们发现了第一个人工识别系统，其中钠离子和钾离子表现出相反的行为。因此，主体和 NaOH 复合物在 566 nm 附近的吸光度随着温度降低而增加。相反，主体和 KOR 之间的显色随着温度降低而降低。这些现象是由主体分子、有色复合物和无色复合物之间的平衡引起的。 (iii) β-氨基醇的视觉对映体识别；我们开发了一种基于酚酞的苯基取代的冠醚主体。主体分子能够通过肉眼可检测的颜色变化来区分 β-氨基醇的手性。我们确实观察到该主体分子和(S)-或(R)-客体的显色强度在反转温度下发生逆转。