Reinvestigation of calixarene-based artificial-signaling acetylcholine receptors useful in neutral aqueous (water/methanol) solution
Reinvestigation of calixarene-based artificial-signaling acetylcholine receptors useful in neutral aqueous (water/methanol) solution
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DOI：
10.1021/ja951488k
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发表时间：
1996-01-31
影响因子：
15
通讯作者：
Shinkai, S
中科院分区：
文献类型：
--
作者：
Koh, KN;Araki, K;Shinkai, S
结果表明，使用间苯二酚[4]芳烃的人工乙酰胆碱（神经递质）检测系统（1：Inouye et al. J. Am. Chem. Sec. 1994, 116, 5517）存在重大问题：乙酰胆碱和荧光受体分子在 0.01 M KOH/MeOH 溶液中都会分解。在他们的系统中，强碱性介质需要解离1中的OH基团并增强荧光猝灭能力。为了解决这个问题，我们开发了一种使用水溶性杯芳烃对磺酸盐的新型人工乙酰胆碱检测系统，该系统甚至在水性（水/甲醇）中性溶液中也有用。这一成就归功于这些杯[n]芳烃的一些突出特性，例如低 pK(a) 值、阳离子-x 相互作用、高水溶性等。
It was shown that an artificial acetylcholine (neurotransmitter) detection system using resorcin[4]arene (1: Inouye et al. J. Am. Chem. Sec. 1994, 116, 5517) has substantial problems: both acetylcholine and a fluorescent receptor molecule decompose in 0.01 M KOH/MeOH solution. In their system the strong alkaline medium was necessitated to dissociate OH groups in 1 and to enhance the fluorescence quenching ability. To solve this problem we exploited a new artificial acetylcholine detection system using water-soluble calix[n]arene-p-sulfonates which are useful even in aqueous (water/methanol) neutral solution. This achievement is due to several outstanding properties of these calix[n]arenes such as low pK(a) values, cation-x interactions, high water-solubility, etc.