氨基酸修饰环糊精的合成及表征

Synthesis and Characterization of Cyclodextrin Modified by Amino Acids

利用α-氨基酸,包括甘氨酸、L-色氨酸、L-谷氨酸和L-天冬氨酸在通入N2气并且回流的条件下和单-(6-O-对甲苯磺酰基)-β环糊精进行反应,生成氨基酸修饰的β-环糊精。目标产物2a^2d的收率分别为65.3%、27.9%、44.6%和40.0%。确定三乙醇胺和水的最佳质量比为2∶3。氨基酸与环糊精的摩尔比为3∶1时,收率最高。用交联的葡聚糖凝胶色谱柱配合重结晶法进行分离和提纯,效果很好。采用红外、飞行质谱、1H NMR、13C NMR和元素分析等测试技术对产物进行了表征。

We used glycin, L-tryptophan, L-glutamic acid and L-aspartic acid as substrates to react with 6- OTs-β-CD to yield amino acid modified β-cyclodextrinunder. The yields of the targeted compounds 2a - 2d were 65.3%, 27.9%, 44.6% and 40.0%, respectively. It was determined that the optimum mass ratio between triethanolamine and water was 2：3. When the mole ratio between amino acid and cyclodextrin was 3：1, the yield was the best. The products were purified by chromatography on a Sephadex G-25 column with deionizated water as eluent, followed by recrystallization from water and ethanol. The molecular structures of the products were studied using FTIR, MS, ^1H NMR, ^13C NMR and element analysis.