| 焦园园,闫琦,汤立军.化学通报,2021,84(9):958-963,991. |
| 一种基于查尔酮衍生物的荧光探针对巯基氨基酸的检测及细胞成像 |
| A chalcone derivative-based fluorescent probe for biothiols detection and cell imaging |
| 投稿时间：2021-02-06 修订日期：2021-02-28 |
| DOI： |
| 中文关键词: 生物硫醇 荧光探针 查尔酮 细胞成像 |
| 英文关键词:Biothiols Fluorescent probe Chalcone Cell imaging |
| 基金项目:国家自然科学基金项目(21878023,U1608222)、辽宁省自然科学基金项目(20180551195)、辽宁省教育厅科学研究基金项目(LJ2019005)、辽宁省高等学校基本科研项目(LQ2017048)和辽宁特聘教授支持计划项目资助 |
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| 中文摘要: |
| 生物硫醇(如半胱氨酸(Cys)、同型半胱氨酸(Hcy) 及谷胱甘肽(GSH))与生物体和细胞中的许多生理和病理过程密切相关。荧光探针是对生物硫醇灵敏检测与成像的有力工具。本文合成了一种可检测生物硫醇的基于2￠-羟基查尔酮荧光团开启型荧光探针1。探针中的2,4-二硝基苯磺酸酯基团既作为反应识别基团,又作为荧光猝灭基团。在DMSO/Tris(8/2,v/v,pH=8.4)中,探针1与生物硫醇反应后释放出前体化合物3,3具有激发态分子内质子转移(ESIPT)和聚集诱导发光(AIE)特性,从而导致长波长荧光发射及较大的斯托克斯位移。探针1具有合成简单、灵敏度高、选择性高、细胞毒性低等优点,可以方便地检测溶液和活细胞中的生物硫醇。 |
| 英文摘要: |
| Biothiols (such as cysteine (Cys), homocysteine (Hcy) and glutathione (GSH)) are closely related to many physiological and pathological processes in organisms and cells. Fluorescent probes are powerful tools for sensitive detection and imaging of biothiols. In this work, a 2￠-hydroxychalcone fluorophore-based “off-on” fluorescent probe 1 was synthesized for biothiols detection. The 2,4-dinitrobenzenesulfonate group in probe 1 acts as reactive recognizing group and fluorescence quencher. In DMSO/Tris (8/2, v/v, pH = 8.4) solution, reaction of probe 1 with biothiols will release precursor compound 3, 3 possesses excited-state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) characteristics, which resulting in long-wavelength emission and a large Stokes shift. Probe 1 has the advantages of simple synthesis, high sensitivity, high selectivity, and low cytotoxicity, and can conveniently detect biothiols in solutions and living cells. |
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