人参寡肽的合成

Synthesis of Ginseng Oligopeptides

使用溶液法和有机磷肽缩合试剂DEPBT合成了从人参中分离鉴定的三个寡肽,N,N'-双-(γ-谷氨酰甘氨酰)胱氨酸1,N.N'-双-γ-谷氨酰胱氨酰甘氨酸2,N-γ-谷氨酰胱氨酰-双-甘氨酸3,以及γ-谷氨酰甘氨酰半胱氨酸4.产物经离子交换树脂柱或HPLC纯化,用质谱、核磁共振谱、氨基酸分析进行了验证.

In the course of our investigation of the water - soluble constituents of ginseng, some oligopeptides, oxidized glutathione, N, N' - bis - (gamma - glutamylglycyl) cystine 1, N, N' - his - gamma - glutamylcystinylglycine 2, N - gamma - glutamylcystinyl - bis - glycine 3 and gamma - glutamylcysteinylglycinamide disulfide were isolated for the first time from aqueous extracts of Panax ginseng root. Here the chemical synthesis of peptide 1, 2, 3, and gamma - glutamylglycylcysteine 4 was described. All peptides were prepared by solution method and using an organophosphorus compound 3 - O - (diethoxyphosphoryloxy) - 1, 2, 3 - benzotriazin - 4 - (3H) - one (DEPBT) as a coupling reagent. The synthesis of asymmetrical disulfides, peptide 2 and 3, based on glutathione ( GSH) thiolysis of the thiolsulfonate derivatives of corresponding peptides N, N' - gamma - glutamylcystine and cystinyl - bis - glycine. The final products were separated from contaminating compounds by ion - exchange chromatography or HPLC and confirmed by MS, NMR and amino acid analysis.