一例喹喔啉酰腙荧光探针对锌离子的选择性高灵敏识别及细胞成像应用 |
A quinoxaline-containing Schiff base probe for the selective and sensitive detection of Zn2+ and imaging application in living cells |
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摘要: 通过缩合反应制备了一例席夫碱荧光探针2-喹喔啉甲醛缩2-吡啶酰肼(1),使用核磁共振氢谱和碳谱及质谱等手段表征了探针的结构。荧光光谱分析表明,探针1自身无荧光,而Zn2+能够导致其在500 nm处出现强发射峰。该荧光增强能够在常见阳离子中选择性检测Zn2+,检测限低至0.16 μmol·L-1。通过核磁、质谱和紫外等手段推测了探针1与Zn2+可能的配位模式。通过单晶X射线衍射解析了1-Zn2+配合物的晶体结构,进一步确认了探针的配位行为。1-Zn2+晶体中探针分别采取ONN和NN配位模式螯合2个Zn2+,并由桥联CH3O-和Cl-连接形成一维链状结构。此外,该探针还可用于活细胞中Zn2+的检测。 |
关键词: 荧光探针 喹喔啉 席夫碱 Zn2+ 细胞成像 |
基金项目: 国家自然科学基金(No.21907023,21001040,61964008)、江西省自然科学基金(No.20212BAB204017)、河南省重点研发与推广专项科技攻关项目(No.232102320092)、河南省高校基本科研业务费项目(No.NSFRF230402)、河南理工大学安全学科“双一流”创建工程项目(No.AQ20230745,AQ20230754)和河南理工大学研究生教改项目(No.2021YJ16)资助。 |
Abstract: A Schiff base probe, namely N'-(quinoxaline-2-ylmethylene) pyridinyl hydrazide (1) was produced by a simple condensation reaction and was fully characterized through 1H NMR, 13C NMR, and ESI-MS. Probe 1 was non- emissive while displaying a strong emission at 500 nm in the presence of Zn2+. This fluorescence enhancement was highly selective and sensitive toward Zn2+ over other common cations, with a detection limit of 0.16 μmol·L-1. The coordination mode of 1 with Zn2+ was proposed by means of ESI-MS, 1H NMR, and UV-Vis. The crystal structure of the 1-Zn2+ complex was characterized by X-ray single-crystal diffraction, further confirming the coordination behavior of the probe. The results showed that the probe can coordinate two independent Zn2+ ions via ONN and NN donor sets, which are connected by bridged CH3O- and Cl- to form a 1D chain. Finally, the probe was used to trace Zn2+ in HeLa cells. |
Keywords: fluorescent probe quinoxaline Schiff base Zn2+ cell imaging |
投稿时间:2022-11-21 修订日期:2023-04-19 |
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时建朝,田雨蔓,吴伟娜,王元,李小侠.一例喹喔啉酰腙荧光探针对锌离子的选择性高灵敏识别及细胞成像应用[J].无机化学学报,2023,39(7):1295-1302. |
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