Zhiqiang Zheng, Ye Liu, Yan Chen, Jin Wang, Xiuzhi Xu, Fang Ke
Department of VIP Dental Service, School and Hospital of Stomatology, Fujian Medical University, Fuzhou, 350002, China.
School of Pharmacy, Fujian Provincial Key Laboratory of Natural Medicine Pharmacology, Fujian Medical University, Fuzhou, 350122, China.
J Fluoresc. 2024 Oct 15. doi: 10.1007/s10895-024-03966-5.
Fluorescent probes to detect biologically important acetate ion (AcO) are essential for regulating substance metabolism, alleviating inflammatory symptoms, reducing cancer incidence, and diagnosing early diseases. However, the relatively small charge-to-atomic radius ratio in AcO and its triangular spatial structure pose challenges in recognition and often lead to interference from other anions in detection methods. Herein, we introduce a quinoxaline fluorescent probe, o-(4-(2-(3-oxo-3,4 -dihydroqui-noxalin-2-yl)vinyl)phenyl) dimethylaminothiophene ester (QPDMT), specifically design and synthetic for the accurate detection of AcO. This probe leverages molecular nucleophilicity and electron transfer to undergo a reaction that releases the fluorophore upon cleavage of the thioformyl ether bond, exhibiting a turn-on fluorescence response at 530 nm. QPDMT exhibits an impressively low detection limit of 30 nM, a rapid response time of 20 min, a robust linear response in the 1-9 µM range and excellent fluorescence quantum yield, 0.32. Importantly, this probe demonstrates low cytotoxicity, making it an ideal candidate for endogenous AcO detection in living cells and organisms.
用于检测具有生物学重要性的醋酸根离子（AcO）的荧光探针对于调节物质代谢、缓解炎症症状、降低癌症发病率以及早期疾病诊断至关重要。然而，AcO中相对较小的电荷与原子半径比及其三角形空间结构给识别带来了挑战，并且在检测方法中常常导致来自其他阴离子的干扰。在此，我们介绍一种喹喔啉荧光探针，邻 -（4 -（2 -（3 - 氧代 - 3,4 - 二氢喹喔啉 - 2 - 基）乙烯基）苯基）二甲基氨基噻吩酯（QPDMT），它是专门设计合成用于准确检测AcO的。该探针利用分子亲核性和电子转移进行反应，在硫代甲酰醚键断裂时释放荧光团，在530 nm处呈现开启型荧光响应。QPDMT表现出低至30 nM的检测限、20分钟的快速响应时间、在1 - 9 μM范围内的稳健线性响应以及出色的荧光量子产率0.32。重要的是，该探针显示出低细胞毒性，使其成为活细胞和生物体中内源性AcO检测的理想候选物。
