Coumarin-Based Turn-on Fluorescent Probe for Copper(II) Detection and Its Application in Cell Imaging

被引:4
作者
Zhang Chang-Li [1 ]
Zhang Hong [1 ]
He Feng-Yun [1 ]
Yang Hui [1 ]
Liu Shao-Xian [1 ]
Liu Min-Sheng [1 ]
机构
[1] Nanjing Xiaozhuang Univ, Sch Environm Sci, Key Lab Adv Funct Mat Nanjing, Nanjing 211171, Jiangsu, Peoples R China
关键词
coumarin; copper probe; mechanism; cell imaging; CU2+ IONS; CHEMISTRY; PRION; CHEMODOSIMETER; NAPHTHALIMIDE; COORDINATION; CONSTRUCTION; CHEMOSENSORS; NEUROBIOLOGY; RECOGNITION;
D O I
10.11862/CJIC.2019.207
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new coumarin-based Cu2+ probe (Cou-P) according to the Cu2+ coordination induced hydrolysis mechanism has been developed. Cou-P exhibits a highly selective turn -on response to Cu2+ over other transition metal ions in aqueous media. The recognition mechanism of Cou-P for Cu2+ was comfirmed by UV-Vis, fluorescence and mass spectrometry. The results show that Cou-P first forms Cou-P/Cu2+(1:1) complex, and Cou-P/Cu2+ complex is further catalyzed to 3 -(carboxylic acid)-7-(diethylamino)-coumarin (Cou-COOH) by excessive Cu2+. Cou-P has low cytotoxicity and good membrane permeability. It has been successfully used to detect Cu2+ in MCF-7 cells.
引用
收藏
页码:1869 / 1876
页数:8
相关论文
共 53 条
[1]   Biological inorganic and bioinorganic chemistry of neurodegeneration based on prion and Alzheimer diseases [J].
Brown, DR ;
Kozlowski, H .
DALTON TRANSACTIONS, 2004, (13) :1907-1917
[2]   Metals and neuroscience [J].
Bush, AI .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2000, 4 (02) :184-191
[3]   Colorimetric and fluorescent pH and Cu2+ probes induced by photoisomerization of a maleonitrile-based Salen ligand [J].
Cheng, Jinghui ;
Zhang, Yuhui ;
Ma, Xiaofeng ;
Zhou, Xiangge ;
Xiang, Haifeng .
CHEMICAL COMMUNICATIONS, 2013, 49 (100) :11791-11793
[4]   Zinc metabolism in the brain: Relevance to human neurodegenerative disorders [J].
Cuajungco, MP ;
Lees, GJ .
NEUROBIOLOGY OF DISEASE, 1997, 4 (3-4) :137-169
[5]   A place for thioether chemistry in cellular copper ion recognition and trafficking [J].
Davis, Anna V. ;
O'Halloran, Thomas V. .
NATURE CHEMICAL BIOLOGY, 2008, 4 (03) :148-151
[6]   Synthetic fluorescent sensors for studying the cell biology of metals [J].
Domaille, Dylan W. ;
Que, Emily L. ;
Chang, Christopher J. .
NATURE CHEMICAL BIOLOGY, 2008, 4 (03) :168-175
[7]  
Fan FL, 2015, CHINESE J INORG CHEM, V31, P548
[8]   The neurobiology of zinc in health and disease [J].
Frederickson, CJ ;
Koh, JY ;
Bush, AI .
NATURE REVIEWS NEUROSCIENCE, 2005, 6 (06) :449-462
[9]   Copper homeostasis and neurodegenerative disorders (Alzheimer's, prion, and Parkinson's diseases and amyotrophic lateral sclerosis) [J].
Gaggelli, Elena ;
Kozlowski, Henryk ;
Valensin, Daniela ;
Valensin, Gianni .
CHEMICAL REVIEWS, 2006, 106 (06) :1995-2044
[10]   A reaction-based, colorimetric and near-infrared fluorescent probe for Cu2+ and its applications [J].
Gu, Biao ;
Huang, Liyan ;
Xu, Zhifeng ;
Tan, Zhen ;
Hu, Meng ;
Yang, Zitun ;
Chen, Yanxia ;
Peng, Cheng ;
Xiao, Wenpei ;
Yu, Donghai ;
Li, Haitao .
SENSORS AND ACTUATORS B-CHEMICAL, 2018, 273 :118-125