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基于 3,5-二硝基吡啶-2-基取代黄酮醇的荧光探针用于快速检测水样、食品样品和活细胞中的 HS。

A 3,5-dinitropyridin-2yl Substituted Flavonol-based Fluorescent Probe for Rapid Detection of HS in Water, Foodstuff Samples and Living Cells.

机构信息

Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, Xi'an Key Laboratory of Functional Supramolecular Structure and Materials, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069, Shaanxi, PR China.

出版信息

J Fluoresc. 2024 Sep;34(5):1945-1954. doi: 10.1007/s10895-023-03427-5. Epub 2023 Sep 6.

Abstract

A novel flavonol-based fluorescent probe, Fla-DNT, has been synthesized for the rapid and specific detection of HS. Fla-DNT exhibits excellent selectivity and anti-interference properties, a short response time (4 min), large Stokes shift (138 nm), and low detection limit (1.357 µM). Upon exposure to HS, Fla-DNT displays a remarkable increase in fluorescence intensity at 542 nm. Meanwhile, the recognizing site of HS was predicted through Electrostatic potential and ADCH charges calculations, while the sensing mechanism of HS was determined via HRMS analysis and DFT calculation. More importantly, the probe owes multiple applications, such as a recovery rate ranging from 92.00 to 102.10% for detecting HS in water samples, and it can be fabricated into fluorescent strips to track HS production during food spoilage by tracking color changes, thereby enabling real-time monitoring of food freshness. The bioimaging experiments demonstrate the capability of Fla-DNT to detect both endogenous and exogenous HS in living cells. These results provide a reliable method and idea for HS detection in complex environments.

摘要

一种新型基于黄酮醇的荧光探针 Fla-DNT 已被合成,用于快速和特异性检测 HS。Fla-DNT 表现出优异的选择性和抗干扰性,响应时间短(4 分钟),Stokes 位移大(138nm),检测限低(1.357µM)。暴露于 HS 后,Fla-DNT 在 542nm 处的荧光强度显著增加。同时,通过静电势和 ADCH 电荷计算预测了 HS 的识别位点,通过 HRMS 分析和 DFT 计算确定了 HS 的传感机制。更重要的是,该探针具有多种应用,例如在水样中检测 HS 的回收率范围为 92.00%至 102.10%,并且可以制成荧光条带,通过跟踪颜色变化来跟踪食品变质过程中 HS 的产生,从而实现对食品新鲜度的实时监测。生物成像实验证明了 Fla-DNT 检测活细胞内内源性和外源性 HS 的能力。这些结果为复杂环境中 HS 的检测提供了可靠的方法和思路。

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