Rapid detection of hypochlorite by a coumarin-based hydrazide in aqueous solution and its application in live-cell imaging

被引:33
作者
Wang, Lei [1 ]
Li, Wenxuan [1 ]
Zhi, Wenjing [1 ]
Ye, Dandan [1 ]
Zhang, Wenli [1 ]
Ni, Liang [1 ]
机构
[1] Jiangsu Univ, Sch Chem & Chem Engn, Zhenjiang 212013, Jiangsu, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
Coumarin; Hypochlorite; Fluorescent probe; Live-cell imaging; FLUORESCENT-PROBE; TAP WATER; RATIOMETRIC DETECTION; LIVING CELLS; TURN-ON; MITOCHONDRIA; OXIDATION; ACID;
D O I
10.1016/j.snb.2017.08.039
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
By employing the oxidation property of hypochlorite (OCl-), a new probe based on coumarin dye and an OCl- -specific reactive moiety of hydrazide group was designed and synthesized. The probe rendered turn on type fluorogenic response toward OCl- via hypochlorite-triggered oxidative hydrolysis of hydrazide to release strongly fluorescent coumarin. Most notably, the probe showed sufficiently satisfactory selectivity to OCl- over other oxidants, and high sensitivity with approximate 18-fold fluorescence enhancement at nanomolar level. Moreover, the fast detection of OCl- could be realized by the probe with only 30s. The interaction mechanism has been proposed and further confirmed by the changes in electrospray ionization (ESI) mass spectra. The probe was also successfully applied to fluorescence imaging of OCl- in its vitro macrophage cells. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:1112 / 1118
页数:7
相关论文
共 21 条
[1]   A Fluorescent Hypochlorite Probe Built on 1,10-Phenanthroline Scaffold and its Ion Recognition Features [J].
Algi, Melek Pamuk .
JOURNAL OF FLUORESCENCE, 2016, 26 (02) :487-496
[2]   Mitochondria, oxidants, and aging [J].
Balaban, RS ;
Nemoto, S ;
Finkel, T .
CELL, 2005, 120 (04) :483-495
[3]   A highly selective and sensitive fluorescence probe for the hypochlorite anion [J].
Chen, Xinqi ;
Wang, Xiaochun ;
Wang, Shajuan ;
Shi, Wen ;
Wang, Ke ;
Ma, Huimin .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (15) :4719-4724
[4]   A highly sensitive and selective hypochlorite fluorescent probe based on oxidation of hydrazine via free radical mechanism [J].
Cheng, Tanyu ;
Zhao, Junwei ;
Wang, Ziyun ;
An, Juzeng ;
Xu, Yufang ;
Qian, Xuhong ;
Liu, Guohua .
DYES AND PIGMENTS, 2016, 126 :218-223
[5]   Selective fluorescence signaling of hypochlorite in tap water by oxidative hydrolysis of sulfonhydrazone [J].
Cho, Min Jeoung ;
Ryu, Hyein ;
Lee, Hyo Jin ;
Chang, Suk-Kyu .
SENSORS AND ACTUATORS B-CHEMICAL, 2017, 241 :285-291
[6]   Dual signaling of hypochlorite in tap water by selective oxidation of phenylselenylated dichlorofluorescein [J].
Choi, Myung Gil ;
Ryu, Hyein ;
Cho, Min Jeoung ;
Lee, Seul Ki ;
Chang, Suk-Kyu .
SENSORS AND ACTUATORS B-CHEMICAL, 2017, 244 :307-313
[7]   Fluorometric and naked-eye detectable dual signaling chemodosimeter for hypochlorite [J].
Goswami, Shyamaprosad ;
Maity, Sibaprasad ;
Maity, Annada C. ;
Das, Avijit Kumar .
SENSORS AND ACTUATORS B-CHEMICAL, 2014, 204 :741-745
[8]   Nanomolar Detection of Hypochlorite by a Rhodamine-Based Chiral Hydrazide in Absolute Aqueous Media: Application in Tap Water Analysis with Live-Cell Imaging [J].
Goswami, Shyamaprosad ;
Das, Avijit Kumar ;
Manna, Abhishek ;
Maity, Anup Kumar ;
Saha, Partha ;
Quah, Ching Kheng ;
Fun, Hoong-Kun ;
Abdel-Aziz, Hatem A. .
ANALYTICAL CHEMISTRY, 2014, 86 (13) :6315-6322
[9]   A new turn-on fluorescent probe towards hypochlorite in living cells [J].
Guo, Jing ;
Zhang, Zhixiang ;
Kuai, Ziyu ;
Wang, Rui ;
Yang, Qingbiao ;
Shan, Yaming ;
Li, Yaoxian .
ANALYTICAL METHODS, 2017, 9 (05) :864-870
[10]   Ratiometric detection and imaging of endogenous hypochlorite in live cells and in vivo achieved by using an aggregation induced emission (AIE)-based nanoprobe [J].
Huang, Yong ;
Zhang, Peisheng ;
Gao, Meng ;
Zeng, Fang ;
Qin, Anjun ;
Wu, Shuizhu ;
Tang, Ben Zhong .
CHEMICAL COMMUNICATIONS, 2016, 52 (45) :7288-7291