Design and synthesis of Schiff base AIE fluorescent probe for the detection of exogenous and endogenous H2O2 in tumor cells

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-07-23 DOI:10.1016/j.tet.2025.134861

Fengqing Yang , Yulong Yang , Likang Zhang , Jiali Tao , Xiaozhen Gao , Fenfen Liang , Jin Chang , Dezhi Shi , Mingxia Zhao , Junbing Jiang

{"title":"Design and synthesis of Schiff base AIE fluorescent probe for the detection of exogenous and endogenous H2O2 in tumor cells","authors":"Fengqing Yang , Yulong Yang , Likang Zhang , Jiali Tao , Xiaozhen Gao , Fenfen Liang , Jin Chang , Dezhi Shi , Mingxia Zhao , Junbing Jiang","doi":"10.1016/j.tet.2025.134861","DOIUrl":null,"url":null,"abstract":"<div><div>In this work, a Schiff base AIE fluorescent probe (Compound 2)was designed and synthesized for detecting H2O2. The synthesis process of the probe was described in detail and characterized by 1 H NMR, 13 C NMR and HRMS. The performance (spectral properties, AIE property, concentration titration test, detection limit, selectivity and anti-interference capability, effect of pH and temperature, and response time) of the probe was extensively investigated. The Compound 2 not only had excellent selectivity, sensitivity and special selectivity for detecting H2O2, but also had good anti-interference ability to pH and temperature. Biological experiments had proved that the probe had low cytotoxicity, and successfully achieved the detection of exogenous and endogenous H2O2 in tumor cells and zebrafish, which would realize the early tumor diagnosis.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"185 ","pages":"Article 134861"},"PeriodicalIF":2.2000,"publicationDate":"2025-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040202500417X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

Abstract

In this work, a Schiff base AIE fluorescent probe (Compound 2)was designed and synthesized for detecting H₂O₂. The synthesis process of the probe was described in detail and characterized by ¹ H NMR, ¹³ C NMR and HRMS. The performance (spectral properties, AIE property, concentration titration test, detection limit, selectivity and anti-interference capability, effect of pH and temperature, and response time) of the probe was extensively investigated. The Compound 2 not only had excellent selectivity, sensitivity and special selectivity for detecting H₂O₂, but also had good anti-interference ability to pH and temperature. Biological experiments had proved that the probe had low cytotoxicity, and successfully achieved the detection of exogenous and endogenous H₂O₂ in tumor cells and zebrafish, which would realize the early tumor diagnosis.

Abstract Image

查看原文本刊更多论文

用于检测肿瘤细胞外源性和内源性H2O2的希夫碱AIE荧光探针的设计与合成

本工作设计并合成了一种用于检测H2O2的希夫碱AIE荧光探针（化合物2）。详细描述了探针的合成过程，并用1h NMR、13c NMR和HRMS对其进行了表征。对探针的性能（光谱性质、AIE性质、浓度滴定试验、检出限、选择性和抗干扰能力、pH和温度的影响以及响应时间）进行了广泛的研究。化合物2不仅对H2O2的检测具有良好的选择性、敏感性和特殊选择性，而且对pH和温度具有良好的抗干扰能力。生物学实验证明该探针具有较低的细胞毒性，成功实现了肿瘤细胞和斑马鱼体内外源性和内源性H2O2的检测，实现了肿瘤的早期诊断。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.