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一种用于次氯酸的“反应型”荧光探针及其生物成像应用。

A "reactive" turn-on fluorescence probe for hypochlorous acid and its bioimaging application.

机构信息

State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, China; Department of Chemistry, University of Manitoba, Winnipeg, MB R3T 2N2, Canada.

State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Jan 5;206:190-196. doi: 10.1016/j.saa.2018.07.090. Epub 2018 Jul 31.

Abstract

An aza-BODIPY-CNOH probe attached aldoxime group demonstrated the specific detection for hypochlorous acid by the turn-on red emission signal. NMR and HRMS experiments confirmed that the fluorescence originated from the oxidation degradation of the non-fluorescence, aldoxime-based aza-BODIPY-CNOH probe into the red-fluorescence, nitrile oxide-based aza-BODIPY compound aza-BODIPY-CNO. The aza-BODIPY-CNOH probe showed good biocompatibility and was low toxic to living cells as shown from MTT experiments. Living RAW264.7 cells imaging indicated the aza-BODIPY-CNOH probe had good permeability and either exogenous or endogenous HClO caused the intracellular bright-red fluorescence, showing its potential hypochlorous acid-specific sensing ability in biological systems.

摘要

一种带有醛肟基团的氮杂 BODIPY-CNOH 探针通过开启红色发射信号来特异性检测次氯酸。NMR 和高分辨率质谱实验证实,荧光来源于非荧光醛肟基氮杂 BODIPY-CNOH 探针的氧化降解,生成红色荧光的腈氧化物基氮杂 BODIPY 化合物氮杂 BODIPY-CNO。MTT 实验表明,氮杂 BODIPY-CNOH 探针具有良好的生物相容性和低细胞毒性。活 RAW264.7 细胞成像表明,氮杂 BODIPY-CNOH 探针具有良好的通透性,外源性或内源性 HClO 导致细胞内产生强亮红色荧光,表明其在生物体系中具有潜在的次氯酸特异性传感能力。

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