A novel ESIPT fluorescent probe based on 1,3,4-thiadiazole and coumarin for sequential detection of Cu2+ and H2S and its application in food samples

IF 8.5 1区农林科学 Q1 CHEMISTRY, APPLIED

Food Chemistry Pub Date : 2025-06-17 DOI:10.1016/j.foodchem.2025.145179

Minghao Zhao, Ruyi Ma, Zihan Wang, Yongchen Wang, Chengwei Lü

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Abstract

Here, 2-(2-hydroxy phenyl)-1,3,4-thiadiazole was used as fluorophore with ESIPT effect and a new fluorescent probe for sequential detection of Cu²⁺ and H₂S in food, environment and biological imaging was rationally designed and synthesized by the arrival of coumarin. The effects of molecular structure modification on ESIPT characteristic were investigated thoroughly. Identification mechanism, especially the recognition site was discussed in detail with the help of DFT calculations, ¹H NMR titration and HRMS analysis. Based on the settling effect of H₂S on Cu²⁺, significant “on-off-on” fluorescence change was obtained and sequential detection of Cu²⁺ and H₂S was achieved. The detection limits for sequential detection of Cu²⁺ and H₂S were as low as 78.0 nM and 52.2 nM. In view of the good performance, probe was successfully applied to precise quantitative detection of target substances in foodstuff such as actual water samples, traditional Chinese medicine, red wine and fruits.

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基于1,3,4-噻二唑和香豆素的新型ESIPT荧光探针对Cu2+和H2S的序列检测及其在食品样品中的应用

本文以具有ESIPT效应的2-（2-羟基苯基）-1,3,4-噻二唑为荧光基团，利用香豆素的到来，合理设计合成了一种用于食品、环境和生物成像中Cu2+和H2S序列检测的新型荧光探针。深入研究了分子结构修饰对ESIPT性能的影响。通过DFT计算、1H NMR滴定和HRMS分析，详细讨论了其识别机理，特别是识别位点。基于H2S对Cu2+的沉淀作用，获得了明显的“开-关-开”荧光变化，实现了Cu2+和H2S的序列检测。Cu2+和H2S的序贯检出限分别为78.0 nM和52.2 nM。由于该探针具有良好的性能，成功地应用于实际水样、中药、红酒、水果等食品中目标物质的精确定量检测。

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来源期刊

Food Chemistry 工程技术-食品科技

CiteScore

16.30

自引率

10.20%

发文量

3130

审稿时长

122 days

期刊介绍： Food Chemistry publishes original research papers dealing with the advancement of the chemistry and biochemistry of foods or the analytical methods/ approach used. All papers should focus on the novelty of the research carried out.