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聚集增强发光使吩噻嗪香豆素成为一种稳健的比率荧光探针,可用于快速和选择性检测 HClO。

Aggregation-enhanced emission enables phenothiazine coumarin as a robust ratiometric fluorescent for rapid and selective detection of HClO.

机构信息

Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning, Guangxi, 530001, PR China.

Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning, Guangxi, 530001, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 5;228:117724. doi: 10.1016/j.saa.2019.117724. Epub 2019 Nov 1.

DOI:10.1016/j.saa.2019.117724
PMID:31753645
Abstract

By taking advantage of phenothiazine moiety as an electron-donating group, a novel donor-acceptor (D-A) type coumarin dye, PTZ-Et, was developed. The introduction of phenothiazine moiety not only caused emission red-shifting and Stokes shift enlarging, but also endowed PTZ-Et with significant aggregation-enhanced emission (AEE) features, thereby enabled PTZ-Et as a robust ratiometric fluorescent probe for HClO detection. Upon oxidation of the sulfur atom on phenothiazine into sulfoxide, PTZ-Et displayed remarkable ratiometric fluorescence response (over 150 folds variations of F/F) toward HClO with rapid response time (<30 s) and ultra-sensitivity (LOD = 15 nM). Additionally, the corresponding sensing mechanism of PTZ-Et for HClO was fully elucidated through the successful purification and well characterization (H NMR, C NMR, HRMS, and single crystal data) of the corresponding reaction product between PTZ-Et and HClO. Significantly, PTZ-Et was capable of monitoring both exogenous and endogenous HClO in living RAW 264.7 cells by ratiometric fluorescence imaging.

摘要

通过利用吩噻嗪部分作为供电子基团,开发了一种新型的给体-受体(D-A)型香豆素染料,即 PTZ-Et。吩噻嗪部分的引入不仅导致发射红移和斯托克斯位移增大,而且赋予了 PTZ-Et 显著的聚集增强发射(AEE)特性,从而使 PTZ-Et 成为一种用于检测 HClO 的强比率荧光探针。当吩噻嗪上的硫原子氧化成亚砜时,PTZ-Et 对 HClO 表现出显著的比率荧光响应(F/F 的变化超过 150 倍),具有快速的响应时间(<30s)和超高的灵敏度(LOD=15nM)。此外,通过成功地对 PTZ-Et 与 HClO 的反应产物进行纯化和充分表征(1H NMR、13C NMR、高分辨质谱和单晶数据),充分阐明了 PTZ-Et 对 HClO 的相应传感机制。重要的是,PTZ-Et 能够通过比率荧光成像在活 RAW 264.7 细胞中外源和内源 HClO 进行监测。

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