de Sousa Marcelo, Martins Carlos H Z, Franqui Lidiane S, Fonseca Leandro C, Delite Fabrício S, Lanzoni Evandro M, Martinez Diego Stéfani T, Alves Oswaldo L
Laboratory of Solid State Chemistry, Institute of Chemistry, University of Campinas, Campinas, São Paulo, 13083-970, Brazil.
J Mater Chem B. 2018 May 14;6(18):2803-2812. doi: 10.1039/c7tb02997g. Epub 2018 Apr 20.
In this work, graphene oxide (GO) was covalently functionalized with d-mannose (man-GO) using mannosylated ethylenediamine. XPS (C1s and N1s) confirmed the functionalization of GO through the binding energies at 288.2 eV and 399.8 eV, respectively, which are attributed to the amide bond. ATR-FTIR spectroscopy showed an increase in the amine bond intensity, at 1625 cm (stretching C[double bond, length as m-dash]O), after the functionalization step. Furthermore, the man-GO toxicity to human red blood cells (hemolysis) and its nanobiointeractions with human plasma proteins (hard corona formation) were evaluated. The mannosylation of GO drastically reduced its toxicity to red blood cells. SDS-PAGE analysis showed that the mannosylation process of GO also drastically reduced the amount of the proteins in the hard corona. Additionally, proteomics analysis by LC-MS/MS revealed 109 proteins in the composition of the man-GO hard corona. Finally, this work contributes to future biomedical applications of graphene-based materials functionalized with active biomolecules.
在这项工作中，使用甘露糖基化乙二胺将氧化石墨烯（GO）与D-甘露糖共价功能化（甘露糖基化氧化石墨烯，man-GO）。X射线光电子能谱（XPS，C1s和N1s）通过分别在288.2 eV和399.8 eV处的结合能证实了GO的功能化，这归因于酰胺键。衰减全反射傅里叶变换红外光谱（ATR-FTIR）显示在功能化步骤后，在1625 cm处（C=O拉伸）胺键强度增加。此外，评估了man-GO对人红细胞的毒性（溶血）及其与人类血浆蛋白的纳米生物相互作用（硬冠形成）。GO的甘露糖基化极大地降低了其对红细胞的毒性。十二烷基硫酸钠聚丙烯酰胺凝胶电泳（SDS-PAGE）分析表明，GO的甘露糖基化过程也极大地减少了硬冠中蛋白质的数量。此外，液相色谱-串联质谱（LC-MS/MS）的蛋白质组学分析揭示了man-GO硬冠组成中的109种蛋白质。最后，这项工作有助于基于石墨烯的材料与活性生物分子功能化在未来生物医学中的应用。
