Chemoselective Modification of Turnip Yellow Mosaic Virus by Cu(I) Catalyzed Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction and Its Application in Cell Binding
Chemoselective Modification of Turnip Yellow Mosaic Virus by Cu(I) Catalyzed Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction and Its Application in Cell Binding
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DOI：
10.1021/bc100351n
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发表时间：
2011-01-01
影响因子：
4.7
通讯作者：
Wang, Qian
中科院分区：
文献类型：
--
作者：
Zeng, Qingbing;Saha, Sharmistha;Wang, Qian
芜菁黄花叶病毒(TYMV)是一种直径为28-30 nm的二十面体植物病毒，可以廉价地从萝卜或大白菜上分离到克量的病毒。在这项研究中，TYMV与空间可寻址表面化学相结合被选为一种原型生物纳米粒子，用于调节细胞黏附、形态和增殖的模式。我们利用铜(I)催化的叠氮化物-炔环加成反应(CuAAC)的温和条件开发了TYMV的化学反应活性，这是“点击”化学的最好例子。通过碳二亚胺活化和CuAAC反应，在TYMV表面接枝了低聚乙二醇(OEG)短链、香豆素三唑和棒状肽。通过MS、TEM、FPLC、SDS-PAGE和荧光可视化分析，证实了其与完整病毒颗粒的生物偶联。因此，该方法是将各种类型的功能合并到TYMV表面上的通常有用的方法。进一步研究了NIH-3T3成纤维细胞在修饰或未修饰的TYMV表面的行为。OEG修饰的TYMV表面抑制了细胞的附着和生长，而RGD修饰的TYMV表面的细胞黏附、铺展和增殖显著增强。与Rod固定的3-氨基丙基三乙氧基硅烷涂层玻璃表面相比，细胞更容易在TYMV-RGD涂层表面充分铺展和增殖，从而提供了更友好的细胞环境和纳米级的表面特征。这说明了基于植物病毒的材料在组织工程、药物输送和生物传感方面的潜在应用。
Turnip yellow mosaic virus (TYMV) is an icosahedral plant virus with a diameter of 28-30 nm that can be isolated in gram quantities from turnip or Chinese cabbage inexpensively. In this study, TYMV combined with spatially addressable surface chemistries was selected as a prototype bionanoparticle for Modulating patterns of cell adhesion, morphology, and proliferation. We exploited the chemical reactivity of TYMV using the mild conditions of Cu(I) catalyzed azide-alkyne cycloaddition (CuAAC) reaction, the best example of "click" chemistry. Oligo-ethylene glycol (OEG) short chain, coumarintriazole, and ROD-containing peptide were grafted on the surface of TYMV via carbodiimide activation and CuAAC reaction. The bioconjugation to intact viral particles was confirmed by MS, TEM, FPLC, and SDS-PAGE with fluorescence visualization analysis. Therefore, this method is a generally useful means of incorporating various types of functionalities onto the TYMV surface. Further studies were done to learn the behavior of NIH-3T3 fibroblast cells on the modified or unmodified TYMV surfaces. OEG-modified TYMV surfaces retarded cell attachment and growth, while cell adhesion, spreading, and proliferation were dramatically enhanced on RGD-modified TYMV surfaces. Compared with ROD immobilized 3-aminopropyltriethoxysilane-coated glass surface, the cells are more ready to spread fully and proliferate on TYMV-RGD coated surface, which thus provides a more cell-friendly environment with nanometer-scale surface features. This illustrates the potential application of plant virus based materials in tissue engineering, drug delivery, and biosensing.