一种基于三苯胺席夫碱的新型荧光探针，用于生物成像以及对pH值和铁的响应。
A novel fluorescence probe based on triphenylamine Schiff base for bioimaging and responding to pH and Fe.
作者信息
Wang Lei, Yang Xiaodong, Chen Xiuli, Zhou Yuping, Lu Xiaodan, Yan Chenggong, Xu Yikai, Liu Ruiyuan, Qu Jinqing
机构信息
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China.
Guangdong Provincial key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
出版信息
Mater Sci Eng C Mater Biol Appl. 2017 Mar 1;72:551-557. doi: 10.1016/j.msec.2016.11.108. Epub 2016 Dec 5.
A novel fluorescence probe 1 based on triphenylamine was synthesized and characterized by NMR, IR, high resolution mass spectrometry and elemental analysis. Its fluorescence was quenched when pH below 2. There was a linear relationship between the fluorescence intensity and pH value ranged from 2 to 7. And its fluorescence emission was reversibility in acidic and alkaline solution. Furthermore, it exhibited remarkable selectivity and high sensitivity to Fe and was able to detect Fe in aqueous solution with low detection limit of 0.511μM. Job plot showed that the binding stoichiometry of 1 with Fe was 1:1. Further observations of H NMR titration suggested that coordination interaction between Fe and nitrogen atom on CN bond promoted the intramolecular charge transfer (ICT) or energy transfer process causing fluorescence quenching. Additionally, 1 was also able to be applied for detecting Fe in living cell and bioimaging.
合成了一种基于三苯胺的新型荧光探针1，并通过核磁共振（NMR）、红外光谱（IR）、高分辨率质谱和元素分析对其进行了表征。当pH值低于2时，其荧光被猝灭。在2至7的pH值范围内，荧光强度与pH值呈线性关系。并且其荧光发射在酸性和碱性溶液中具有可逆性。此外，它对铁表现出显著的选择性和高灵敏度，能够在水溶液中检测铁，检测限低至0.511μM。Job曲线表明1与铁的结合化学计量比为1:1。1H NMR滴定的进一步观察表明，铁与氰基键上氮原子之间的配位相互作用促进了分子内电荷转移（ICT）或能量转移过程，导致荧光猝灭。此外，1还能够用于活细胞中铁的检测和生物成像。
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