Facile synthesis of AIE-active amphiphilic polymers: Self-assembly and biological imaging applications

被引:91
作者
Long, Zi [1 ]
Liu, Meiying [1 ]
Wang, Ke [2 ,3 ]
Deng, Fengjie [1 ]
Xu, Dazhuang [1 ]
Liu, Liangji [4 ]
Wan, Yiqun [1 ]
Zhang, Xiaoyong [1 ]
Wei, Yen [2 ,3 ]
机构
[1] Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Peoples R China
[2] Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
[3] Tsinghua Univ, Tsinghua Ctr Frontier Polymer Res, Beijing 100084, Peoples R China
[4] Affiliated Hosp Jiangxi Univ Tradit Chinese Med, Nanchang 330006, Peoples R China
来源
MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS | 2016年 / 66卷
基金
美国国家科学基金会;
关键词
Ring-opening reaction; Aggregation induced emission; Biological imaging applications; Drug delivery; Pluronic F127; AGGREGATION-INDUCED EMISSION; FLUORESCENT ORGANIC NANOPARTICLES; BIOIMAGING APPLICATIONS; ENCAPSULATED NANOPARTICLES; BIOMEDICAL APPLICATIONS; SILICA NANOPARTICLES; CARBON NANOTUBES; CELLULAR UPTAKE; DYE; FABRICATION;
D O I
10.1016/j.msec.2016.04.081
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
In this work, we reported a rather facile method for fabrication of ultrabright, well dispersible and biocompatible fluorescent organic nanoparticles (FONs) with aggregation-induced emission (AIE) properties through combination of esterification and ring-opening reaction. The hydroxyl groups of Pluronic F127 was first reacted with the chloride of trimellitic anhydride chloride (TMAC), and its anhydride groups were further reacted with the amino groups of amino-terminated AIE dye (PhNH2) through ring-opening reaction. The optical properties, biocompatibility as well as cell uptake behavior of these obtained AIE-active nanoparticles (F127-TMAC-PhNH2 FONs) were examined by a series of characterization techniques and assays. We demonstrated that uniform organic nanoparticles with high water dispersibility, strong luminescence and desirable biocompatibility can be facilely obtained, which are promising for biological imaging applications. More importantly, a number of carboxyl groups were introduced into these AIE-active nanoparticles, which can be further utilized for further conjugation reaction and carrying anticancer drugs such as cisplatin. Therefore, the strategy of described in this work should be a simple and useful route for fabrication of multifunctional AIE-active luminescent nanotheranostic systems. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:215 / 220
页数:6
相关论文
共 56 条
[1]   Fluorescent monomers as building blocks for dye labeled polymers: synthesis and application in energy conversion, biolabeling and sensors [J].
Breul, Alexander M. ;
Hager, Martin D. ;
Schubert, Ulrich S. .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (12) :5366-5407
[2]   Size-dependent cytotoxicity of europium doped NaYF4 nanoparticles in endothelial cells [J].
Chen, Shizhu ;
Zhang, Cuimiao ;
Jia, Guang ;
Duan, Jianlei ;
Wang, Shuxiang ;
Zhang, Jinchao .
MATERIALS SCIENCE AND ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2014, 43 :330-342
[3]   Recent advances in organic mechanofluorochromic materials [J].
Chi, Zhenguo ;
Zhang, Xiqi ;
Xu, Bingjia ;
Zhou, Xie ;
Ma, Chunping ;
Zhang, Yi ;
Liu, Siwei ;
Xu, Jiarui .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (10) :3878-3896
[4]   Bioprobes Based on AIE Fluorogens [J].
Ding, Dan ;
Li, Kai ;
Liu, Bin ;
Tang, Ben Zhong .
ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (11) :2441-2453
[5]   Synthesis and characterization of a novel nitric oxide fluorescent probe CdS-PMMA nanocomposite via in-situ bulk polymerization [J].
Ding, Liyun ;
Li, Tao ;
Zhong, Yunming ;
Fan, Chao ;
Huang, Jun .
MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2014, 35 :29-35
[6]   Synthesis and characterization of novel amphiphilic copolymer stearic acid-coupled F127 nanoparticles for nano-technology based drug delivery system [J].
Gao, Qihe ;
Liang, Qing ;
Yu, Fei ;
Xu, Jian ;
Zhao, Qihua ;
Sun, Baiwang .
COLLOIDS AND SURFACES B-BIOINTERFACES, 2011, 88 (02) :741-748
[7]   Lipid-PEG-Folate Encapsulated Nanoparticles with Aggregation Induced Emission Characteristics: Cellular Uptake Mechanism and Two-Photon Fluorescence Imaging [J].
Geng, Junlong ;
Li, Kai ;
Ding, Dan ;
Zhang, Xinhai ;
Qin, Wei ;
Liu, Jianzhao ;
Tang, Ben Zhong ;
Liu, Bin .
SMALL, 2012, 8 (23) :3655-3663
[8]   Aggregation-induced emission [J].
Hong, Yuning ;
Lam, Jacky W. Y. ;
Tang, Ben Zhong .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (11) :5361-5388
[9]   AIE macromolecules: syntheses, structures and functionalities [J].
Hu, Rongrong ;
Leung, Nelson L. C. ;
Tang, Ben Zhong .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (13) :4494-4562
[10]   One-pot synthesis and biological imaging application of an amphiphilic fluorescent copolymer via a combination of RAFT polymerization and Schiff base reaction [J].
Huang, Zengfang ;
Zhang, Xiqi ;
Zhang, Xiaoyong ;
Yang, Bin ;
Zhang, Yaling ;
Wang, Ke ;
Yuan, Jinying ;
Tao, Lei ;
Wei, Yen .
POLYMER CHEMISTRY, 2015, 6 (11) :2133-2138