A highly selective ESIPT-based fluorescent probe with a large Stokes shift for the turn-on detection of cysteine and its application in living cells

被引:82
作者
Sheng, Huace [1 ]
Hu, Yonghong [1 ,2 ]
Zhou, Yi [3 ]
Fan, Shimin [2 ]
Cao, Yang [4 ]
Zhao, Xinxin [1 ]
Yang, Wenge [1 ]
机构
[1] Nanjing Tech Univ, Sch Pharmaceut Sci, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[2] Nanjing Tech Univ, Synerget Innovat Ctr Adv Mat, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[3] Nanjing Tech Univ, Coll Chem & Mol Engn, Nanjing 211816, Jiangsu, Peoples R China
[4] Jiangsu Prov Hosp, Nanjing 210000, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Cysteine; Fluorescent probe; Michael addition; Imidazo[1,5-alpha]pyridine; Cell imaging; AGGREGATION-INDUCED EMISSION; POLYMERIC NANOPARTICLES; ORGANIC NANOPARTICLES; LIQUID-CHROMATOGRAPHY; HYDROGEN-SULFIDE; CLICK REACTION; HUMAN PLASMA; AIE; HOMOCYSTEINE; THIOLS;
D O I
10.1016/j.dyepig.2018.07.036
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new imidazo [1,5-alpha]pyridine-based fluorescent probe, named MZC-AC, is developed for the detection of cysteine (Cys) based on an excited state intramolecular proton transfer (ESIPT) mechanism. The probe MZC-AC uses an acrylate moiety as the ESIPT blocking group as well as the recognition site. Upon the treatment with Cys, MZC-AC exhibits a dramatic fluorescence enhancement (85-fold) and a large Stokes shift (166 nm). The limit of detection obtained from fluorescent titration was as low as 0.07 mu M. MZC-AC displays highly sensitive and selective response to Cys over homocysteine (Hcy) and glutathione (GSH). Significantly, MZC-AC could be used to detect Cys in living cells.
引用
收藏
页码:48 / 57
页数:10
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