一例简单的席夫碱探针对次氯酸根的荧光开启识别及生物成像应用 |
A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application |
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摘要: 通过缩合反应制备了一例简单的席夫碱探针苯并色烯-2-甲醛缩二氨基马来腈(1),使用核磁共振氢谱/碳谱、质谱和单晶X射线衍射等手段表征了探针的结构。荧光测试表明,探针1自身无荧光,而次氯酸根(ClO-)能够特异性打开探针1在530 nm处的强荧光发射。探针1对ClO-响应灵敏且在数秒内完成。通过质谱和理论计算手段研究了ClO-介导的探针1的分解反应机理。此外,该探针还可用于活细胞、斑马鱼和拟南芥中ClO-的荧光成像。 |
关键词: 苯并色烯 生物成像 荧光探针 次氯酸根 席夫碱 |
基金项目: 河南省自然科学基金(No.242300420190)、河南省科技攻关项目(No.242102320058)、河南省教育厅高等学校重点科研项目(No.24A150010)、河南省高校基本科研业务费项目(No.NSFRF240809,NSFRF230402)、河南理工大学“双一流”创建工程项目(No.AQ20230745,AQ20230754)和焦作师范高等专科学校高层次科研培育基金项目(No.GJ-2023-06)资助。 |
Abstract: A simple Schiff base probe, namely 2-(((E)-(3H-benzo[f]chromen-2-yl)methylene)amino)-3-aminomaleonitrile (1),was prepared by the condensation reaction, which was characterized through 1H NMR, 13C NMR, ESI-MS, and single crystal X-ray diffraction. The fluorescence experiments indicated that probe 1 was non-emissive, while hypochlorite (ClO-) could induce a strong emission of the probe at 530 nm. The response of probe 1 toward ClO- was highly sensitive and finished within a few seconds. The ClO--promoted decomposition of probe 1 was suggested by spectral and theoretical methods. Furthermore, the probe was applied to imaging exogenous and endogenous ClO- in living cells, zebrafish, and Arabidopsis thaliana. |
Keywords: benzo[f]chromene biological imaging fluorescent probe hypochlorite Schiff base |
投稿时间:2024-05-04 修订日期:2024-07-01 |
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闫金龙,吴伟娜,王元.一例简单的席夫碱探针对次氯酸根的荧光开启识别及生物成像应用[J].无机化学学报,2024,40(9):1653-1660. |
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