College of Marine Life Science, Ocean University of China, Qingdao, People's Republic of China.
J Mater Sci Mater Med. 2012 Aug;23(8):1921-9. doi: 10.1007/s10856-012-4665-8. Epub 2012 May 12.
Histidine-hyaluronic acid (His-HA) conjugates were synthesized using hyaluronic acid (HA) as a hydrophilic segment and histidine (His) as hydrophobic segment by 1-ethyl-3(3-dimethylaminopropyl)carbodiimide (EDC) mediated coupling reactions. The structural characteristics of the His-HA conjugates were investigated using (1)H NMR. His-HA nanoparticles (HH-NPs) were prepared based on His-HA conjugates, and the characteristics of HH-NPs were investigated using dynamic light scattering, transmission electron microscopy (TEM), scanning electron microscopy (SEM), and fluorescence spectroscopy. The particles were between 342 and 732 nm in size, depending on the degree of substitution (DS) of the His. TEM and SEM images indicated that the morphology of HH-NPs was spherical in shape. The critical aggregation concentrations of HH-NPs ranged from 0.034 to 0.125 mg/ml, which decreased with an increase in the DS of the His. Images of fluorescence microscopy indicate that HH-NPs were taken up by the cancer cell line (MCF-7), and significantly decreased by competition inhibition of free HA. From the cytotoxicity test, it was found that DOX-loaded HH-NPs exhibited similar dose and time-dependent cytotoxicity against MCF-7 cells with free DOX.
组氨酸-透明质酸（His-HA）缀合物通过 1-乙基-3(3-二甲基氨基丙基)碳二亚胺（EDC）介导的偶联反应，以透明质酸（HA）作为亲水性部分，组氨酸（His）作为疏水性部分合成。使用（1）H NMR 研究了 His-HA 缀合物的结构特征。基于 His-HA 缀合物制备了 His-HA 纳米颗粒（HH-NPs），并使用动态光散射、透射电子显微镜（TEM）、扫描电子显微镜（SEM）和荧光光谱研究了 HH-NPs 的特性。根据 His 的取代度（DS），颗粒的大小在 342nm 到 732nm 之间。TEM 和 SEM 图像表明 HH-NPs 的形态为球形。HH-NPs 的临界聚集浓度范围为 0.034mg/ml 至 0.125mg/ml，随着 His 的 DS 的增加而降低。荧光显微镜图像表明 HH-NPs 被癌细胞系（MCF-7）摄取，并通过游离 HA 的竞争抑制显著减少。从细胞毒性试验中发现，载 DOX 的 HH-NPs 对 MCF-7 细胞的细胞毒性具有相似的剂量和时间依赖性，与游离 DOX 相似。
