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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (12): 1525-1529. 上一篇    下一篇

研究论文

固相合成胸腺五肽(TP5)

宓鹏程，朱颐申*，张琪，韦萍   

  1. (南京工业大学制药与生命科学学院 南京 210009)
  • 收稿日期:2006-08-21 修回日期:2007-04-09 发布日期:2007-12-04
  • 通讯作者: 朱颐申

Solid-Phase Synthesis of Thymopentin (TP5)

MI Peng-Cheng, ZHU Yi-Shen*, ZHANG Qi, WEI Ping   

  1. (College of Life Science and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing 210009)
  • Received:2006-08-21 Revised:2007-04-09 Published:2007-12-04
  • Contact: ZHU Yi-Shen

PDF

1151

被引次数

14

采用Fmoc固相多肽合成中的活化酯方法和2,6-二氯苯甲酰氯(DCB)混合酸酐法, 对Fmoc-Tyr(t-Bu)-OH与Wang树脂反应中的反应级数和表观活化能进行了研究, 并采用常规方法和微波强化方法分别进行了胸腺五肽的合成. 实验结果表明, 活化酯方法的反应级数为1.855, 表观活化能15.24 kJ/mol, 混合酸酐法的表观活化能为35.14 kJ/mol. 与传统方法相比, 微波将缩合反应速率提高了30倍以上, 氨基酸过量倍数也从传统的三倍降低到两倍.

关键词: 微波强化, 固相多肽合成, 胸腺五肽, 表观活化能, 反应级数

The reaction order and apparent activation energy of esterification reaction of Fmoc-Tyr- (t-Bu)-OH and Wang resin were studied using the active ester method and 2,6-dichlorobenzoyl chloride method (DCB mixed anhydride method). Microwave-irradiation technique was applied to synthesize the thymopentin. Experiment results showed that the reaction order by the active ester method was 1.855 and the apparent activation energies by the active ester method and mixed anhydride method were 15.24 and 35.14 kJ/mol, respectively. Compared with the classical method, the reaction rate of forming peptide bond was increased by over 30 times, and the excessive amount of amino acid was reduced to twice from 3 times of that in the classical method.

Key words: solid-phase peptide synthesis, thymopentin, apparent activation energy, reaction order, microwave enhancement