Synthesis and characterization of fluorescent perylene bisimide-containing glycopolymers for Escherichia coli conjugation and cell imaging
Synthesis and characterization of fluorescent perylene bisimide-containing glycopolymers for Escherichia coli conjugation and cell imaging
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用于大肠杆菌缀合和细胞成像的含荧光苝双酰亚胺糖聚合物的合成和表征
DOI：
10.1016/j.polymer.2011.10.019
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发表时间：
2011-11
期刊：
影响因子：
4.6
通讯作者：
Fu, GD
中科院分区：
文献类型：
--
作者：
Xu, LQ;Huang, C;Wang, R;Neoh, KG;Kang, ET;Fu, GD
以甲基丙烯酸叠氮乙酯（AzEMA）、2-丙炔基α-d-吡喃甘露糖苷、N，N′-双{2-[2-[（2-溴-2-甲基丙酰基）氧基]乙氧基]乙基}二萘嵌苯-3，4，9，10-四羧酸双酰亚胺（PBI-Br），溴化铜（I）催化剂和五甲基二亚乙基三胺（PMDETA）配体。同时ATRP和“点击化学”是一种有吸引力的方法，用于合成功能性糖共聚物，因为反应条件与叠氮化物单体的ATRP相容，只要炔基官能化的碳水化合物可用于点击偶联反应。用1H NMR、FT-IR、紫外-可见吸收光谱、荧光光谱、X射线光电子能谱和凝胶渗透色谱对荧光糖共聚物进行了表征。大肠杆菌（E. coliDH 5 α）与荧光糖聚合物反应，产生绿色荧光菌群。通过在体外3-（4，5-二甲基噻唑-2-基）-2，5-二苯基溴化四唑（MTT）测定中与3 T3成纤维细胞、巨噬细胞和KB细胞孵育，揭示了荧光糖基共聚物的低细胞毒性水平。随后，水溶性，生物相容性和荧光糖共聚物被用作有效的荧光细胞标记剂。
Fluorescent glycopolymers were prepared via combined atom transfer radical polymerization (ATRP) and ‘Click Chemistry’ in one-pot synthesis, in the presence of 2-azidoethyl methacrylate (AzEMA), 2-propynyl α-d-mannopyranoside, N,N′-bis{2-[2-[(2-bromo-2-methylpropanoyl)oxy]ethoxy]ethyl}perylene-3,4,9,10-tetracarboxylic acid bisimide (PBI-Br), copper (I) bromide catalyst and pentamethyldiethylenetriamine (PMDETA) ligand. Simultaneous ATRP and ‘Click Chemistry’ is an attractive method for the synthesis of functional glycopolymers as the reaction conditions are compatible with ATRP of an azide monomer, as long as an alkynyl-functionalized carbohydrate is available for click coupling reaction. The fluorescent glycopolymers were characterized by1H NMR, FT-IR, UV–visible absorption, fluorescence and X-ray photoelectron spectroscopies, as well as by gel permeation chromatography. Incubation of Escherichia coli (E. coli DH5α) with the fluorescent glycopolymers yielded green fluorescent bacterial clusters. The low cytotoxicity level of the fluorescent glycopolymers was revealed by incubation with 3T3 fibroblasts, macrophages and KB cells in 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assays in vitro. Subsequently, the water-soluble, biocompatible and fluorescent glycopolymers were used as effective fluorescent cell labeling agents.
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影响因子：
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