研究多肽对人体的生理作用,可以提供许多预防和治疗人类疾病的有效方法。由于合成多肽的原料昂贵,且产率低,不易提纯,因此有必要对多肽的合成方法进行不断的简化和改进。选择赖氨酸、甘氨酸为主要研究对象,用二碳酸二叔丁酯(Boc2O)、9-芴甲氧羰基琥珀酰亚胺(Fmoc-OSu)分别保护赖氨酸的ε-氨基和α-氨基,以水-丙酮为反应体系,制得N-9-芴甲氧羰基-N-叔丁氧基羰基-L-赖氨酸(Fmoc-L-Lys(Boc)-OH)。然后采用HATU为缩合剂活化Fmoc-L-Lys(Boc)-OH结构中的羧基,生成活泼酯,以乙腈-水溶液为反应体系,50-60℃回流反应5h,与甘氨酸缩合制备Fmoc-L-Lys(Boc)-Gly-OH二肽。合成的Fmoc-L-Lys(Boc)-Gly-OH经红外光谱和质谱表征,结构得到验证,为氨基酸保护及多肽合成提供了实验依据和理论参考。
The research of polypeptides on the physiological process of human beings could provide preven tion and treatment methods to some diseases. However, there are some disadvantages concerning the syn theses of these polypeptides, such as expensive materials, low yield,and difficulty to purify, so it is neces sary to simplify and improve the synthetic method of polypeptides. Lysine and glycine are chosen as raw materials in this study. In water/acetone solvent system, ditertbutyl dicarbonate (BoczO) and 9fluore nylmethoxycarbonyl (FmocOSu) were used to protect eamino and aamino of lysine, respectively, for preparing FmocLLys ( Boc)OH. Then 2( 7azobenzotriazollyl)N, N, N', N'tetramethyluronium hexafluorophosphate (HATU) was employed as condensation reagent to activate FmocLLys(Boc)OH to form active ester. In acetonitrile/water solvent system, the activated FmocLLys(Boc)OH was reacted with glycine under refluxing at 50-60℃ for 5 h to give the dipetide FmocLLys(Boc)GlyOH which's structure was confirmed by IR and MS spectra. The study could provide the experimental basis and theo retical reference for amino protection reaction and polypeptide synthesis.