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基于吡咯基连接的三唑修饰同双环[3.3.0]辛烷的 Zn2+ 和 H2PO4(-) 离子比率荧光受体:具有 R-S 闩锁逻辑电路的潜在分子交通信号。

Ratiometric fluorescent receptors for both Zn2+ and H2PO4(-) ions based on a pyrenyl-linked triazole-modified homooxacalix[3]arene: a potential molecular traffic signal with an R-S latch logic circuit.

机构信息

Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, Saga, Japan.

出版信息

J Org Chem. 2011 Jul 15;76(14):5696-702. doi: 10.1021/jo2007303. Epub 2011 Jun 17.

DOI:10.1021/jo2007303
PMID:21630671
Abstract

A ratiometric fluorescent receptor with a C(3) symmetric structure based on a pyrene-linked triazole-modified homooxacalix[3]arene (L) was synthesized and characterized. This system exhibited an interesting ratiometric detection signal output for targeting cations and anions through switching the excimer emission of pyrene from the "on-off" to the "off-on" type in neutral solution. (1)H NMR titration results suggested that the Zn(2+) center of receptor L·Zn(2+) provided an excellent pathway of organizing anion binding groups for optimal host-guest interactions. It is thus believed that this receptor has potential application in sensing, detection, and recognition of both Zn(2+) and H(2)PO(4)(-) ions with different optical signals. In addition, the fluorescence emission changes by the inputs of Zn(2+) and H(2)PO(4)(-) ions can be viewed as a combinational R-S latch logic circuit at the molecular level.

摘要

一种基于芘连接的三唑修饰的同双环[3]芳烃(L)的 C(3)对称结构的比率型荧光受体被合成并进行了表征。该系统通过在中性溶液中使芘的激基缔合物发射从“开-关”型切换到“关-开”型,表现出对阳离子和阴离子进行有趣的比率型检测信号输出。(1)H NMR 滴定结果表明,受体 L·Zn(2+)中的 Zn(2+)中心为阴离子结合基团的组装提供了一个极好的途径,以实现最佳的主客体相互作用。因此,相信该受体具有在不同光学信号下对 Zn(2+)和 H(2)PO(4)(-)离子进行传感、检测和识别的潜在应用。此外,Zn(2+)和 H(2)PO(4)(-)离子输入引起的荧光发射变化可以看作是分子水平上的组合 R-S 锁存逻辑电路。

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