Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100, PR China.
Shandong Provincial Key Laboratory of Animal Cells and Developmental Biology, School of Life Science, Shandong University, Qingdao, 266237, PR China.
Anal Chim Acta. 2020 Nov 15;1137:47-55. doi: 10.1016/j.aca.2020.09.002. Epub 2020 Sep 6.
A deep-red emission and lipid droplets-targeted fluorescence probe (named ZFPy) for effective bioimaging of bisulfite was developed from flavone moiety and benzoindole derivative based on intramolecular charge transfer (ICT) and Förster resonance energy transfer (FRET) platform. ZFPy displayed promising fluorescence parameters including bright deep red fluorescence (615 nm), large Stokes shift (205 nm), extended emission window gap (140 nm), high absolute fluorescence quantum yield (4.1%) and stable emission signal output. In addition, ZFPy realized ratiometric fluorescence monitoring for SO derivatives with low detection limit (30 nM), preferable linearity, high sensitivity and selectivity. Interestingly, dual fluorophores (i.e. the donor moiety and 1,1,2,3-tetra-substituent-1H-benzo[e]indol-3-ium iodide moiety) released the same emission band about 475 nm to enhance the emission signal when ZFPy reacted with SO derivatives, to the best of our knowledge, this is the first synergetic FRET/ICT platform for fluorescence probe, which might effectively offer ZFPy a high sensitivity and low detection limit in the detection of SO derivatives. More importantly, ZFPy could image exogenous and endogenous SO derivatives in living HeLa, HepG2 and L-O2 cells with good biocompatibility and photostability. ZFPy also preferred to load on lipid droplets with high Pearson's coefficient (0.95).
一种基于分子内电荷转移(ICT)和Förster 共振能量转移(FRET)平台,由黄酮部分和苯并吲哚衍生物开发的深红光发射和脂质滴靶向荧光探针(命名为 ZFPy),可有效对亚硫酸根进行生物成像。ZFPy 表现出有前景的荧光参数,包括明亮的深红光荧光(615nm)、大斯托克斯位移(205nm)、扩展的发射窗口间隙(140nm)、高绝对荧光量子产率(4.1%)和稳定的发射信号输出。此外,ZFPy 实现了 SO 衍生物的比率荧光监测,具有低检测限(30nM)、良好的线性、高灵敏度和选择性。有趣的是,双荧光团(即供体部分和 1,1,2,3-四取代-1H-苯并[e]吲哚-3-碘鎓部分)释放相同的发射带约 475nm,当 ZFPy 与 SO 衍生物反应时,增强发射信号,据我们所知,这是第一个协同 FRET/ICT 平台的荧光探针,这可能有效地为 ZFPy 在 SO 衍生物的检测中提供高灵敏度和低检测限。更重要的是,ZFPy 可以在具有良好生物相容性和光稳定性的活 HeLa、HepG2 和 L-O2 细胞中外源和内源性 SO 衍生物成像。ZFPy 也倾向于与高 Pearson 系数(0.95)一起加载到脂质滴上。