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以邻苯二甲酰化壳聚糖(PHCS)为中间体,将胆甾醇琥珀酸酯(CHS)选择性接枝到壳聚糖的6-OH上,再经水合肼脱去N-邻苯二甲酰亚胺基,游离出氨基,获得疏水改性的O-胆甾醇基壳聚糖(O-CHCS)。采用傅立叶红外光谱仪(FT-IR)和核磁共振仪(1HNMR)对产物进行结构表征;通过透析法制备O-CHCS自聚集纳米粒,用透射电镜(TEM)和动态激光粒度分析仪(DLLS)表征了纳米粒的形态、粒径、粒径分布及表面电位;以芘为荧光探针测定O-CHCS的临界胶束浓度(CMC)。结果表明,合成的O-CHCS是一种两亲性化合物,能在水中自聚集形成粒径约337nm,ζ电位为+25.6mV的球形纳米粒,获得的纳米粒具有明显的核壳结构和较低的临界胶束浓度,有望成为疏水性药物或DNA的载体。
Cholesteryl succinate (CHS) was selectively grafted onto 6-OH of chitosan with phthaliclated chitosan (PHCS) as an intermediate and then hydrazine hydrate to remove N-o-benzene Dicarboximido groups to free amino groups, to obtain hydrophobically modified O-cholesteryl chitosan (O-CHCS). The products were characterized by Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (1HNMR). O-CHCS self-aggregated nanoparticles were prepared by dialysis and characterized by transmission electron microscopy (TEM) and dynamic laser particle size analyzer The morphology, particle size, particle size distribution and surface potential of nanoparticles were determined. The critical micelle concentration (CMC) of O-CHCS was determined by pyrene fluorescence probe. The results show that the synthesized O-CHCS is an amphiphilic compound that self-aggregates in water to form spherical nanoparticles with a diameter of about 337 nm and a zeta potential of +25.6 mV. The obtained nanoparticles have obvious core-shell structure Low critical micelle concentration, is expected to become a hydrophobic drug or DNA carrier.