两亲性壳聚糖衍生物的制备与表征
首发时间:2013-03-01
摘要:以天然壳聚糖(chitosan)为功能性高分子的骨架,通过西弗碱还原法以正癸醛(decanal)制备了癸基化壳聚糖(N-decyl chitosan, DCTS),在其基础上和氯乙酸反应,制备了具有亲疏水性质的羧甲基化癸基化壳聚糖衍生物(N-decyl-O,N-carboxymethyl chitosan, CMDCTS)。对癸基化壳聚糖进行了DSC测试,得到了其热力学性质。用FTIR、1H NMR对壳聚糖衍生物进行了结构表征。制备的水溶性胶束,用动态光散射(DLS)测试其流体力学直径与分布,研究了烷基链接枝比率对粒径大小的影响,研究结果表明:烷基链接枝率越高,聚合物胶束粒径越小。以芘为分子探针,通过荧光光谱法测定了壳聚糖衍生物的临界胶束浓度(CMC)为4.90×10-3 mg/mL。最后我们还测定了羧甲基化癸基化壳聚糖细胞毒性。
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THE PREPARATION AND CHARACTERIZATION OF AMPHIPHILIC BIOCOMPATIBLE CHITOSAN DERIVATIVES
Abstract:In this paper, alkyl- chitosan derivatives(Decyl chitosan)were successfully synthesized via Schiff base reduction reaction of chitosan and n-Decanal, with chitosan acting as the backbone of the grafted copolymers. In the subsequent procedure, the The N-decyl-O,N-carboxymethyl chitosan was synthesised by the carboxy methylation of Decyl chitosan. It was confirmed by characterization employing Fourier transform sample infrared spectroscopy (FT-IR) and 1HNMR characterization. The size and distribution of the polymeric micelle was determined by dynamic light scattering (DLS), as well the effect of the amount of alkyl chains on the size of the hollow polymeric micelles. The result showed that with grafting level increasing, the size of those nanoparticles diminished accordingly. Moreover, critical micelle concentration (CMC) was determined based on I3/I1 derived from emission spectrum afforded by fluorescence spectroscopy with pyrene as fluorescent probe. The CMC of CMDCTS=4.90×10-3mg/mL. In the end of the work, MTT assay was performed to evaluate the cytotoxicity of CMDCTS micelles against HepG2 cells. The results show that the CMDCTS micelles were low cytotoxicity and may be widely used in biomedical in the future.
Keywords: Amphiphilic chitosan graft level alkylation carboxymethylation
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