以壳聚糖为原料,首先合成N,N-双长链烷基壳聚糖(DACS),溶于四氢呋喃(THF)中用Nail活化后与1,3-丙烷磺内酯反应,制得N,N-双烷基-3,6-O-磺丙基壳聚糖(SPDACS)两亲性衍生物。用FT-IR、1H-NMR、EA和溶解性实验等对产物进行表征,并研究其在水溶液中的自组装行为。结果表明。SP-DACS能溶于酸性、中性和碱性水溶液中,在水溶液中形成的自组装纳米聚合物胶束为球形结构。随着烷基链长度的增加(8、10、12),临界胶柬浓度(CMC)从0.014mg/mL减小到0.006mg/mL,平均粒径从169.4nm减小到117.0nm。甲苯胺蓝变色实验结果表明SPDACS具有类肝素结构,有望成为血液相容性良好的药物载体。
N, N-dialkyl-3,6-O-sulfopropyl chitosan (SPDACS) was synthesized by the reaction of l, 3-propane sultone and N,N-dialkyl chitosan(DACS) whose hydroxyl groups were activated by Nail using THF as solvent. The products were characterized by FT-IR, 1H NMR, EA and solubility test. The self-assembly behaviors of SPDACS in aqueous solution were studied. The results showed that SPDACS were soluble in acidic, neutral and alkaline aqueous solution. SPDACS self-assembled nanomicelles with the spherical shape was successfully pre- pared in the water. The CMC and the average particle size of SPDACS with heparin structure verified by toluid- ine blue discoloration test decreased from 0. 014mg/mL to 0. 006mg/mL and from 169.4nm to ll7nm with the increase of the carbon chain length from 8 to 12. The results showed that the SPDACS was expected to become a drug carrier with good blood compatibility.
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