Chinese Chemical Letters ( IF 9.4 ) Pub Date : 2022-06-30 , DOI: 10.1016/j.cclet.2022.06.069 Minghao Ren , Chengyong Zhou , Linfang Wang , Xin Lv , Wei Guo
Fluorescent dyes with fluorescence emission above 700 nm are favorable for bio-imaging due to the higher tissue transparency and lower background fluorescence. In this study, we present a meso-benzimidazole-pyronin platform (SiBMs) with fluorescence emission maxima above 700 nm, which possess good cell permeability, photostability, and lysosomal localization. The great photophysical properties of the SiBMs encouraged us to further exploit their application toward bio-imaging. We synthesized the reduced ‘dihydro’ derivative HSiBM3 for sensing ONOO−, with high selectivity and sensitivity and a fast fluorescence “off-on” response (within 2 s). Then, we confirmed the potential of HSiBM3 for visualizing exogenous and endogenous ONOO− in cells and mice. More importantly, HSiBM3 was successfully employed for visualizing acute-liver-injury-induced peroxynitrite.
中文翻译:
合理设计的内消旋-苯并咪唑-吡咯宁,发射波长超过 700 nm,可实现急性肝损伤诱导的过氧亚硝酸盐的体内可视化
荧光发射高于 700 nm 的荧光染料具有更高的组织透明度和更低的背景荧光,有利于生物成像。在这项研究中,我们提出了一种荧光发射最大值超过 700 nm 的内消旋- 苯并咪唑 - 吡咯宁平台 (SiBMs),它具有良好的细胞渗透性、光稳定性和溶酶体定位。SiBM 出色的光物理特性鼓励我们进一步开发它们在生物成像方面的应用。我们合成了用于感测 ONOO -的还原“二氢”衍生物 HSiBM3 ,具有高选择性和灵敏度以及快速荧光“关断”响应(2 秒内)。然后,我们证实了 HSiBM3 可视化外源性和内源性 ONOO 的潜力-在细胞和小鼠中。更重要的是,HSiBM3 已成功用于可视化急性肝损伤诱导的过氧亚硝酸盐。