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理性设计一种超亮的喹啉并罗丹明型荧光探针,用于高灵敏度检测 SO 衍生物:在食品安全和生物成像中的应用。

Rational design of an ultrabright quinolinium-fused rhodamine turn-on fluorescent probe for highly sensitive detection of SO derivatives: Applications in food safety and bioimaging.

机构信息

College of Chemistry and Materials Engineering, Bohai University, Jinzhou 121013, PR China.

Science, Mathematics and Technology Cluster, Singapore University of Technology and Design, 8 Somapah Road, 487372, Singapore.

出版信息

J Hazard Mater. 2024 Dec 5;480:136291. doi: 10.1016/j.jhazmat.2024.136291. Epub 2024 Oct 24.

Abstract

Sulfur dioxide (SO) is an essential signaling molecule involved in various physiological processes within living organisms. Bisulfite (HSO) possesses antioxidant, antimicrobial, and preservative properties, making it a common food additive. However, elevated levels of SO or excessive HSO intake can lead to a range of diseases, highlighting the importance of detecting SO and its derivatives (HSO/SO). This study presents a quinolinium-fused rhodamine fluorogenic probe (RQB-R) for ultrafast, highly selective, and sensitive detection of HSO. The probe operates via a dual-response mechanism, exhibiting a visible color change and a transition from nonemissive to intense red fluorescence upon interaction with HSO. The detection mechanism involves a 1,4-nucleophilic addition reaction of HSO at the 4-position of the quinolinium unit, which bypasses the photoinduced electron-transfer fluorescence quenching pathway and activates the intramolecular charge transfer mechanism, thereby enhancing fluorescence emission. Practical applications of the RQB-R probe include rapid quantification of HSO levels in sugar samples and integration into smartphone-assisted detection platforms. This method demonstrates excellent biocompatibility and enables visualization of both exogenous and endogenous HSO within MCF-7 cells, with a specific focus on targeting mitochondria.

摘要

二氧化硫 (SO) 是一种参与生物体内各种生理过程的重要信号分子。亚硫酸氢盐 (HSO) 具有抗氧化、抗菌和防腐特性,是一种常见的食品添加剂。然而,SO 或过量 HSO 的摄入水平升高会导致一系列疾病,这凸显了检测 SO 及其衍生物 (HSO/SO) 的重要性。本研究提出了一种基于喹啉并融合罗丹明的荧光探针 (RQB-R),用于超快、高选择性和灵敏检测 HSO。该探针通过双重响应机制工作,与 HSO 相互作用时表现出可见的颜色变化和非发光到强烈红色荧光的转变。检测机制涉及 HSO 在喹啉单元的 4-位的 1,4-亲核加成反应,该反应绕过了光诱导电子转移荧光猝灭途径,并激活了分子内电荷转移机制,从而增强了荧光发射。RQB-R 探针的实际应用包括快速定量糖样品中的 HSO 水平,并集成到智能手机辅助检测平台中。该方法表现出优异的生物相容性,并能够可视化 MCF-7 细胞内的外源性和内源性 HSO,特别关注靶向线粒体。

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