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基于 BODIPY-水杨醛的新型氰化物检测比率型荧光和比色探针及其在细胞成像中的应用。

New turn-on fluorescent and colorimetric probe for cyanide detection based on BODIPY-salicylaldehyde and its application in cell imaging.

机构信息

Program of Petrochemistry and Polymer Science, Chulalongkorn University, Bangkok 10330, Thailand.

Department of Microbiology, Faculty of Science, Chulalongkorn University, Phayathai Road, Pathumwan, Bangkok 10330, Thailand.

出版信息

J Hazard Mater. 2016 Aug 15;314:277-285. doi: 10.1016/j.jhazmat.2016.04.001. Epub 2016 Apr 4.

Abstract

Development of cyanide sensor is important as the anion is harmful to human health and the environment. Herein, a new colorimetric and fluorescent probe GSB based on boron dipyrrole-methene (BODIPY) containing salicylaldehyde group for cyanide detection has been reported. GSB undergoes exclusive colorimetric change from orange to colorless and exhibits selective fluorescence turn-on at 504nm upon the addition of cyanide. Other 13 anions give almost no interference under physiological condition. Detection limit of the new cyanide-sensing GSB is 0.88μM, which is below World Health Organization (WHO) recommended level in drinking water. A calculation by density functional theory (DFT) shows suppression of photoinduced electron transfer (PET) mechanism along with the interruption of π-conjugation between salicylaldehyde and BODIPY core by cyanide anion. Cell imaging studies demonstrated that GSB is compatible and capable of sensing cyanide anion in living cells.

摘要

开发氰化物传感器很重要,因为这种阴离子对人类健康和环境有害。在此,我们报道了一种新型基于硼二吡咯甲川(BODIPY)的比色和荧光探针 GSB,它含有水杨醛基团,可用于氰化物检测。GSB 经历了从橙色到无色的独特比色变化,并在加入氰化物时在 504nm 处表现出选择性荧光开启。在生理条件下,其他 13 种阴离子几乎没有干扰。新型氰化物传感 GSB 的检测限为 0.88μM,低于世界卫生组织(WHO)推荐的饮用水标准。密度泛函理论(DFT)的计算表明,氰化物阴离子抑制了光诱导电子转移(PET)机制,并中断了水杨醛和 BODIPY 核心之间的π共轭。细胞成像研究表明,GSB 与活细胞中的氰化物阴离子兼容且能够进行传感。

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