Wang Yongfei, Meng Qingtao, Zhang Run, Jia Hongmin, Zhang Xuehu, Zhang Zhiqiang
School of Chemical Engineering, University of Science and Technology Liaoning, 185 Qianshan Zhong Road, Anshan 114044, P. R. China.
Org Biomol Chem. 2017 Mar 28;15(13):2734-2739. doi: 10.1039/c6ob02779b.
Although sulfur dioxide (SO) plays an essential role in several physiological processes, monitoring of intracellular SO at subcellular levels remains challenging due to the lack of rapid and sensitive methods for its quantification in a 100% aqueous solution. Herein, a new hemicyanine dyes-based fluorescence probe, NBD-Id, was designed and synthesized for the detection of SO derivatives in pure aqueous solution and living cells. By virtue of a specific 1,4-addition reaction of SOHSO and the polymethine chain of hemicyanine, significant changes in the absorption and fluorescence emission spectra were observed in less than 20 seconds. The ratiometric fluorescence (F/F) detection of SO derivatives was then obtained with high sensitivity (detection limit 3.6 nM). It was noted that NBD-Id has a specific response towards SO derivatives without interference from other anions and biomolecules. Intracellular fluorescence imaging indicated that NBD-Id is cell membrane permeable and mainly distributed within the mitochondria. Therefore, ratiometric fluorescence imaging of SO derivatives in the mitochondria of MCF-7 cells was successfully demonstrated.
尽管二氧化硫(SO)在多个生理过程中发挥着重要作用,但由于缺乏在100%水溶液中对其进行快速、灵敏定量的方法,在亚细胞水平监测细胞内的SO仍然具有挑战性。在此,设计并合成了一种基于新型半菁染料的荧光探针NBD-Id,用于检测纯水溶液和活细胞中的SO衍生物。借助于SOHSO与半菁聚次甲基链的特异性1,4-加成反应,在不到20秒的时间内观察到吸收光谱和荧光发射光谱的显著变化。随后以高灵敏度(检测限3.6 nM)实现了对SO衍生物的比率荧光(F/F)检测。值得注意的是,NBD-Id对SO衍生物具有特异性响应,不受其他阴离子和生物分子的干扰。细胞内荧光成像表明,NBD-Id具有细胞膜通透性,主要分布在线粒体内。因此,成功地证明了在MCF-7细胞线粒体中对SO衍生物进行比率荧光成像。