中文摘要：

以壳聚糖为母体,在其侧链氨基上引入亲水基精氨酸以及疏水基辛基,合成了一种新型的具有仿穿膜肽结构的壳聚糖衍生物——N-辛基-N-精氨酸壳聚糖（OACS）。同时通过FT-IR、1H NMR、元素分析和精氨酸显色法确证了OACS的化学结构以及其辛基和精氨酸的取代度。荧光光谱法测得系列OACS的临界胶束浓度为0.12～0.27 mg.mL/1;溶解度实验表明其在pH 1～12溶液中均易溶,并可自组装形成淡蓝色略带乳光的胶束溶液;马尔文粒径测定仪显示系列OACS形成的聚合物胶束平均粒径为158.4～224.6 nm,多分散系数为0.038～0.309,ζ电位为＋19.16～＋30.80 mV;原子力显微镜图谱显示所得胶束粒子分散均匀、大小规则圆整;MTT实验证实所得OACS在50～1 000μmol.L？1内安全性能良好。细胞实验结果表明,随着精氨酸取代度的升高,OACS胶束进入细胞的荧光量也随之增加,与壳聚糖相比,最大增加倍数可达40倍。因此,OACS有望作为一种兼具促吸收和载药功能的新型纳米载体。

英文摘要：

A novel chitosan derivant,N-octyl-N-arginine chitosan（OACS） with a mimetic structure of cell-penetrating peptides was synthesized by introducing hydrophilic arginine groups and hydrophobic octyl groups to the amino-group on chitosan＇s side chain.Structure of the obtained polymer was characterized by FT-IR and 1H NMR.The substitution degree of octyl and arginine groups was calculated through element analysis and spectrophotometric method,separately.The critical micelle concentration of OACS was 0.12 - 0.27 mg·mL/1 tested by fluorescence spectrometry.The solubility test showed OACS could easily dissolve in pH 1 - 12 solutions and self-assemble to form a micelle solution with light blue opalescence.The OACS micelles have a mean size of 158.4 - 224.6 nm,polydisperse index of 0.038 - 0.309 and a ζ potential of ＋19.16 - ＋30.80 mV determined by malvern zetasizer.AFM images confirmed free OACS micelle has a regular sphere form with a uniform particle size.MTT test confirmed that OACS was safe in 50 - 1 000 μmol·L-1.The result of HepG2 cell experiment showed that the cell internalization of OACS micelles enhanced with increased substitution degree of arginine by 40 folds compared to chitosan.Thus,OACS micelles were a promising nano vehicle with permeation enhancement and drug carrier capability.