Zhang Xinfu, Zhao Weiyu, Li Bin, Li Wenqing, Zhang Chengxiang, Hou Xucheng, Jiang Justin, Dong Yizhou
Division of Pharmaceutics & Pharmaceutical Chemistry , College of Pharmacy , The Ohio State University , Columbus , Ohio 43210 , USA . Email:
State Key Laboratory of Fine Chemicals , Dalian University of Technology , Dalian 116024 , China.
Chem Sci. 2018 Sep 5;9(43):8207-8212. doi: 10.1039/c8sc03226b. eCollection 2018 Nov 21.
Hypochlorous acid (HClO) is a promising diagnostic marker for inflammation and relevant diseases. Although many probes were previously developed for HClO imaging, the development of organ targeting probes is still lacking. Herein, we designed and synthesized a series of cyanine derivatives as ratiometric fluorescent probes to detect endogenous HClO in the lungs with inflammation. By installing diverse lipid chains and amino groups on cyanine, we identified that , with one -octadecane chain and two 2-[[2-(dimethylamino)ethyl]methylamino]-ethyl groups, is a superior probe to target the lungs over other major organs in mice. was able to sense both exogenous and endogenous HClO in A549 (human lung epithelial) cells through fluorescence ratiometric imaging. In a lipopolysaccharide (LPS)-induced lung inflammation mouse model, effectively captured endogenous HClO in the lungs after intravenous administration. Overall, these cyanine-derived probes merit further development as organ targeting HClO sensors.
次氯酸(HClO)是一种很有前景的炎症及相关疾病诊断标志物。尽管此前已开发出许多用于HClO成像的探针,但仍缺乏器官靶向探针。在此,我们设计并合成了一系列花青衍生物作为比率荧光探针,用于检测炎症状态下肺内的内源性HClO。通过在花青上引入不同的脂链和氨基,我们发现,带有一条十八烷链和两个2-[[2-(二甲氨基)乙基]甲氨基]乙基的化合物,在靶向小鼠肺部方面优于其他主要器官。该化合物能够通过荧光比率成像检测A549(人肺上皮)细胞中外源性和内源性的HClO。在脂多糖(LPS)诱导的肺部炎症小鼠模型中,静脉注射后该化合物能有效捕获肺内的内源性HClO。总体而言,这些花青衍生探针作为器官靶向HClO传感器值得进一步开发。