Design and synthesis of a new fluorescent probe for cascade detection of Zn2+ and H2PO4- in water and targeted imaging of living cells

被引:11
作者
Du, Kui [1 ,2 ]
Liu, Jian [1 ]
Shen, Runpu [1 ]
Zhang, Pengfei [2 ]
机构
[1] Shaoxing Univ, Sch Chem & Chem Engn, Shaoxing 312000, Peoples R China
[2] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
fluorescent probe; in water; Galactose; targeted imaging; Zn2+ and H2PO4-; RELAY RECOGNITION; HIGH-SENSITIVITY; ZN(II); CANCER; SENSOR; NAPHTHALIMIDE; CHEMOSENSOR; SUBSTRATE; CD2+;
D O I
10.1002/bio.3623
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Design and synthesis of new fluorescence probes with good water-solubility is of great importance to better understanding the significant role of ions which are related to biology and the environment. As important ions, zinc ion (Zn2+) and dihydrogen phosphate ion (H2PO4-) display essential roles in living systems, and quantitative detection of these ions in water is still a challenge. In order to consider the significant role of the galactose moiety in the design of a water-soluble fluorescence sensor, herein, we have developed a novel probe, Gal-AQTF, for the cascade detection of Zn2+ and H2PO4- with excellent selectivity in water. Through the introduction of the galactose moiety onto the sensor AQTF, which has been reported earlier by us, the water-solubility, cell compatibility and targeting ability were enhanced. Gal-AQTF has been successfully applied in the imaging of the living cells of HepG2 and A549, and illustrated good selectivity for the HepG2 cells which overly express the asialoglycoprotein (ASGP) receptor.
引用
收藏
页码:407 / 414
页数:8
相关论文
共 40 条
[21]   A Zn2+ Fluorescent Sensor Derived from 2-(Pyridin-2-yl)benzoimidazole with Ratiometric Sensing Potential [J].
Liu, Zhipeng ;
Zhang, Changli ;
Li, Yunling ;
Wu, Zhengyi ;
Qian, Fang ;
Yang, Xiaoliang ;
He, Weijiang ;
Gao, Xiang ;
Guo, Zijian .
ORGANIC LETTERS, 2009, 11 (04) :795-798
[22]   A new coumarin-derived fluorescent sensor with red-emission for Zn2+ in aqueous solution [J].
Ma, Jingjin ;
Sheng, Ruilong ;
Wu, Jiasheng ;
Liu, Weimin ;
Zhang, Hongyan .
SENSORS AND ACTUATORS B-CHEMICAL, 2014, 197 :364-369
[23]   Optical chemical sensors [J].
McDonagh, Colette ;
Burke, Conor S. ;
MacCraith, Brian D. .
CHEMICAL REVIEWS, 2008, 108 (02) :400-422
[24]   In vivo bio-imaging of sodium meta-arsenite and hydrogen phosphate in zebrafish embryos using red fluorescent zinc complex [J].
Murugan, A. Senthil ;
Vidhyalakshmi, N. ;
Ramesh, U. ;
Annaraj, J. .
SENSORS AND ACTUATORS B-CHEMICAL, 2019, 281 :507-513
[25]   An azine-based carbothioamide chemosensor for selective and sensitive turn-on-off sequential detection of Zn(II) and H2PO4, live cell imaging and INHIBIT logic gate [J].
Purkait, Rakesh ;
Das Mahapatra, Ananya ;
Chattopadhyay, Debprasad ;
Sinha, Chittaranjan .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 207 :164-172
[26]  
ROTMAN B, 1963, P NATL ACAD SCI USA, V50, P1
[27]   Development of a theranostic prodrug for colon cancer therapy by combining ligand-targeted delivery and enzyme-stimulated activation [J].
Sharma, Amit ;
Kim, Eun-Joong ;
Shi, Hu ;
Lee, Jin Yong ;
Chung, Bong Geun ;
Kim, Jong Seung .
BIOMATERIALS, 2018, 155 :145-151
[28]   A phenylene-vinylene terpyridine conjugate fluorescent probe for distinguishing Cd2+ from Zn2+ with high sensitivity and selectivity [J].
Sil, Amit ;
Maity, Apurba ;
Giri, Dipanjan ;
Patra, Sanjib K. .
SENSORS AND ACTUATORS B-CHEMICAL, 2016, 226 :403-411
[29]   SYNTHESIS AND PROPERTIES OF 4-METHYL-2-OXO-1,2-BENZOPYRAN-7-YL BETA-D-GALACTOSIDE (GALACTOSIDE OF 4-METHYLUMBELLIFERONE) [J].
STRACHAN, R ;
WOOD, J ;
HIRSCHMANN, R .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (03) :1074-&
[30]   A Critical Review on Colorimetric and Fluorescent Probes for the Sensing of Analytes via Relay Recognition from the year 2012-17 [J].
Suganya, Sivalingam ;
Naha, Sanay ;
Velmathi, Sivan .
CHEMISTRYSELECT, 2018, 3 (25) :7231-7268