化学学报 ›› 2001, Vol. 59 ›› Issue (10): 1735-1739. 上一篇    下一篇

研究论文

人参寡肽的合成

范崇旭;叶蕴华;邢其毅   

  1. 北京大学化学与分子工程学院;北京大学生物有机与分子工程教育部重点实验室
  • 发布日期:2001-10-15

Synthesis of ginseng oligopeptides

Fan Chongxu;Ye Yunhua;Xing Qiyi   

  • Published:2001-10-15

使用溶液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。

关键词: 人参, 寡肽, 胱氨酸, 甘氨酸, 氨基酸, 高速液体色谱, 质谱法, 核磁共振谱法

In the course of our investigation of water-soluble constituents of ginseng, some oligopeptides, oxidized glutathione, N, N'-bis-( γ- glutamylglycyl) cystine 1, N, N'-bis-γ-glutamylcystinylglycine 2,N- γ-glutamylcystinyl-bis-glycine 3 and γ-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 γ- 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'-γ-glutamylcystine and cystinyl-bis-glycine. The final products were separated from contaminating compounds by ion-exchange chromatography or PHLC and confirmed by MS, NMR and amino acid analysis.

Key words: PANAX GINSENG, OLIGOPEPTIDE, CYSTINE, GLYCINE, AMINO ACID, HIGH SPEED LIQUID CHROMATOGRAPHY, MASS SPECTROGRAPHY, NMR SPECTROMETRY

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