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

被引:8
|
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
Fluorescent probe; Cysteine; Aggregation-induced emission; Conjugate addition; Cell imaging; HIGHLY SELECTIVE DETECTION; AGGREGATION-INDUCED EMISSION; ESIPT CHARACTERISTICS; THIOLS; HOMOCYSTEINE; VISUALIZATION; AIE; GLUTATHIONE; BIOTHIOLS; ROLES;
D O I
10.1016/j.jphotochem.2018.07.014
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A hydroxyphenylquinazolinone-based fluorescent probe DAP-1 with a large Stokes shift (162 nm) was firstly developed for detection of cysteine. The probe DAP-1 with two acrylate as highly Cys-selective sites was designed based on the combination of excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) mechanism. Upon the treatment with cysteine, DAP-1 displayed a strong fluorescence enhancement (65-fold). The limit of detection obtained from fluorescent titration was as low as 0.03 mu M. DAP-1 could detect cysteine with high selectivity and sensitivity. Significantly, DAP-1 could be used to detect cysteine in living cells.
引用
收藏
页码:750 / 757
页数:8
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