Glycosylation enhances the aqueous sensitivity and lowers the cytotoxicity of a naphthalimide zinc ion fluorescence probe

被引:60
作者
Dong, Lei [1 ,2 ]
Zang, Yi [3 ]
Zhou, Dan [1 ,2 ,3 ]
He, Xiao-Peng [1 ,2 ]
Chen, Guo-Rong [1 ,2 ]
James, Tony D. [4 ]
Li, Jia [3 ]
机构
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Natl Ctr Drug Screening, Shanghai 201203, Peoples R China
[4] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
基金
中国国家自然科学基金;
关键词
METAL-IONS; RECOGNITIONS; LIGANDS; CELLS;
D O I
10.1039/c5cc04357c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
With this research we demonstrate that glycosylation of a naphthalimide zinc ion probe, using click chemistry, leads to an improvement of the aqueous sensitivity, working pH range and targeting ability for specific cells, together with significantly reduced cytotoxicity.
引用
收藏
页码:11852 / 11855
页数:4
相关论文
共 21 条
[1]   Fluorescent Sensors for Measuring Metal Ions in Living Systems [J].
Carter, Kyle P. ;
Young, Alexandra M. ;
Palmer, Amy E. .
CHEMICAL REVIEWS, 2014, 114 (08) :4564-4601
[2]   Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensors [J].
Duke, Rebecca M. ;
Veale, Emma B. ;
Pfeffer, Frederick M. ;
Kruger, Paul E. ;
Gunnlaugsson, Thorfinnur .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (10) :3936-3953
[3]   Magnetic Glyco-Nanoparticles: A Tool To Detect, Differentiate, and Unlock the Glyco-Codes of Cancer via Magnetic Resonance Imaging [J].
El-Boubbou, Kheireddine ;
Zhu, David C. ;
Vasileiou, Chrysoula ;
Borhan, Babak ;
Prosperi, Davide ;
Li, Wei ;
Huang, Xuefei .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (12) :4490-4499
[4]   The neurobiology of zinc in health and disease [J].
Frederickson, CJ ;
Koh, JY ;
Bush, AI .
NATURE REVIEWS NEUROSCIENCE, 2005, 6 (06) :449-462
[5]   Glycans as Biofunctional Ligands for Gold Nanorods: Stability and Targeting in Protein-Rich Media [J].
Garcia, Isabel ;
Sanchez-Iglesias, Ana ;
Henriksen-Lacey, Malou ;
Grzelczak, Marek ;
Penades, Soledad ;
Liz-Marzan, Luis M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (10) :3686-3692
[6]   Dynamic tracking of pathogenic receptor expression of live cells using pyrenyl glycoanthraquinone-decorated graphene electrodes [J].
He, Xiao-Peng ;
Zhu, Bi-Wen ;
Zang, Yi ;
Li, Jia ;
Chen, Guo-Rong ;
Tian, He ;
Long, Yi-Tao .
CHEMICAL SCIENCE, 2015, 6 (03) :1996-2001
[7]   Hepatocyte-Targeting Single Galactose-Appended Naphthalimide: A Tool for Intracellular Thiol Imaging in Vivo [J].
Lee, Min Hee ;
Han, Ji Hye ;
Kwon, Pil-Seung ;
Bhuniya, Sankarprasad ;
Kim, Jin Young ;
Sessler, Jonathan L. ;
Kang, Chulhun ;
Kim, Jong Seung .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (02) :1316-1322
[8]   Ratiometric glyco-probe for transient determination of thiophenol in full aqueous solution and river water [J].
Li, Kai-Bin ;
Zhou, Dan ;
He, Xiao-Peng ;
Chen, Guo-Rong .
DYES AND PIGMENTS, 2015, 116 :52-57
[9]   Hepatoma-selective imaging of heavy metal ions using a 'clicked' galactosylrhodamine probe [J].
Li, Kai-Bin ;
Zang, Yi ;
Wang, Huan ;
Li, Jia ;
Chen, Guo-Rong ;
James, Tony D. ;
He, Xiao-Peng ;
Tian, He .
CHEMICAL COMMUNICATIONS, 2014, 50 (79) :11735-11737
[10]   The novel anti-tumor agents of 4-triazol-1,8-naphthalimides: Synthesis, cytotoxicity, DNA intercalation and photocleavage [J].
Li, Xiaolian ;
Lin, Yanjie ;
Wang, Qianqian ;
Yuan, Yukun ;
Zhang, Hua ;
Qian, Xuhong .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (04) :1274-1279