Construction of an AIE-active fluorescent probe for rapid detection of ClO− in intracellular and extracellular microenvironments of live cells

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-05-27 DOI:10.1016/j.tet.2025.134753

Xiaozhua Qin , Yao Liu , Hang Wu , Chenlin Xu , Lu Wang , Xinchao Wang , Ge Ding

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引用次数: 0

Abstract

Hypochlorite (ClO⁻) possesses properties of oxidation and plays an important role in defending against microbial attacks, thus, it is of great scientific and practical significance to develop a simple and convenient probe to recognize and detect ClO⁻. In this contribution, we have designed and constructed a tetraphenylethylene (TPE)-based AIE-active fluorescent probe TPEQ-ClO^- for rapid (within 100 s) and selective monitoring of ClO⁻, which contained a ClO⁻ sensitive segment boronic ester, and in the presence of ClO⁻, the boronic ester group could be cut off and cause compound TPEQ formation, which turned on the AIE properties and realized dramatic enhancement in fluorescence intensity. Scanning electron microscopic (SEM) further demonstrated the AIE behavior of compound TPEQ, optical experiments confirmed that the probe possessed high selectivity, fast response time, and low detection limit (0.32 nM). In addition, TPEQ-ClO^- displayed good cell penetration and lower cytotoxicity, which created a available condition for the detection of ClO⁻ inside and outside cells.

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构建aie活性荧光探针，快速检测活细胞胞内和胞外微环境中的氯离子

次氯酸盐（ClO -）具有氧化特性，在抵御微生物攻击中起着重要作用，因此开发一种简单方便的探针来识别和检测ClO -具有重要的科学意义和现实意义。在本论文中，我们设计并构建了一个基于四苯基乙烯（TPE）的AIE活性荧光探针TPEQ-ClO-，用于快速（在100秒内）选择性监测含有ClO-敏感段的硼酯的ClO-，在ClO-存在的情况下，硼酯基团可以被切断并形成化合物TPEQ，从而开启AIE性能并实现荧光强度的显著增强。扫描电镜（SEM）进一步证实了化合物TPEQ的AIE行为，光学实验证实该探针具有高选择性、快速响应时间和低检出限（0.32 nM）。此外，TPEQ-ClO-具有良好的细胞穿透性和较低的细胞毒性，为检测细胞内外的ClO−创造了条件。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.