Synthesis of 6-N,N,N-Trimethyltriazole Chitosan via "Click Chemistry" and Evaluation for Gene Delivery
Synthesis of 6-N,N,N-Trimethyltriazole Chitosan via "Click Chemistry" and Evaluation for Gene Delivery
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通过“点击化学”合成6-N,N,N-三甲基三唑壳聚糖及基因递送评估
DOI：
10.1021/bm900341d
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发表时间：
2009-08-01
影响因子：
6.2
通讯作者：
Li, Yaping
中科院分区：
文献类型：
--
作者：
Gao, Yu;Zhang, Zhiwen;Li, Yaping
首次通过“点击化学”成功地在壳聚糖(Cs)的C-6位选择性地引入了一个三甲基铵阳离子基团，并且6-N，N，N-三甲基三氮唑-Cs(TCS)在水中表现出良好的溶解性。经GET电泳法检测，天花粉蛋白具有较强的DNA结合能力和较强的DNA保护作用。在含血清的介质中，TCNs在60min内的絮凝度低于Cs/DNA自组装纳米粒(CSNS)。与未修饰Cs相比，三甲基三氮唑基团的引入使细胞摄取显著增加，从而提高了HEK 293和MDA-MB-468细胞的转染率。TCs无细胞毒性，即使在50mU g/m L的浓度下，TCN作用24 h，细胞存活率仍在80%以上。这些结果表明TCS可能是一种高效、安全的基因传递材料。
The selective introduction of a trimethylammonium cationic group into the C-6 position of chitosan (Cs) was successfully performed by "click chemistry" for the first time, and the 6-N,N,N-trimethyltriazole-Cs (TCs) showed good solubility in water. TCs showed strong DNA binding ability and high protection of DNA against nuclease degradation assessed by get electrophoresis assay. TCNs showed lower degree of flocculation than Cs/DNA self-assembled nanoparticles (CsNs) in the presence of medium containing serum within 60 min. The introduction of trimethyltriazole group led to significantly increased cellular uptake compared with unmodified Cs, which resulted in higher transfection efficiency in HEK 293 and MDA-MB-468 cells. TCs were noncytotoxic, and viability of cells exposure to TCNs for 24 h was over 80% even at 50 mu g/mL of polymer. These results suggested that TCs could be an efficient and safe material for gene delivery.