Jin Lei, Tan Xiaoxue, Dai Lihui, Sheng Liqiang, Wang Qingming
School of Pharmacy, Yancheng Teachers' University Yancheng Jiangsu 224051 People's Republic of China
College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology Nanjing 210009 People's Republic of China.
RSC Adv. 2019 May 21;9(28):15926-15932. doi: 10.1039/c9ra01457h. eCollection 2019 May 20.
Development of high performance fluorescent chemosensors for the detection of ClO and is very desirable, because many human diseases are caused by ClO. In this paper, a highly selectivity and sensitive fluorescent probe, EDPC, based on 3-acetylcoumarin, was synthesized, which could respond to ClO and exhibit an "off-on" mode in Tris-HCl buffer (pH = 7.2, 10 mM, 50% CHOH) solutions. The detection limit of the EDPC probe for ClO was as low as 1.2 × 10 M. Moreover, the high selectivity and high sensitivity of EDPC towards ClO are attributed to the oxidation reaction between the C-O of the coumarin lactone and the C[double bond, length as m-dash]C formed by aldol condensation and the mechanism was further verified using ESI-MS and DFT. Additionally, the concentrations of ClO in real water were also calculated using the EDPC probe and showed good recovery. Finally, the distribution of intracellular endogenous ClO was gained by confocal fluorescence microscopy in living HEK293T cells.
开发用于检测次氯酸根（ClO⁻）的高性能荧光化学传感器是非常有必要的，因为许多人类疾病都是由次氯酸根引起的。本文合成了一种基于3-乙酰香豆素的高选择性和高灵敏度荧光探针EDPC，它能在Tris-HCl缓冲液（pH = 7.2，10 mM，50% 甲醇）溶液中对次氯酸根作出响应并呈现“关-开”模式。EDPC探针对次氯酸根的检测限低至1.2×10⁻⁸ M。此外，EDPC对次氯酸根的高选择性和高灵敏度归因于香豆素内酯的C-O与羟醛缩合形成的C═C之间的氧化反应，并且利用电喷雾电离质谱（ESI-MS）和密度泛函理论（DFT）进一步验证了该机理。另外，还使用EDPC探针计算了实际水样中次氯酸根的浓度，回收率良好。最后，通过共聚焦荧光显微镜在活的人胚肾293T细胞中获得了细胞内源性次氯酸根的分布情况。
