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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.

DOI:10.1016/j.jhazmat.2024.136291
PMID:39471619
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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