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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (05): 851-856. 上一篇    下一篇

研究论文

微波作用下的多肽固相缩合反应及动力学研究

杨明，王卫国，李佩华，张俊，沈树宝*   

  1. (南京工业大学制药与生命科学学院 南京 210009)
  • 收稿日期:2007-03-30 修回日期:2007-10-20 发布日期:2008-05-20
  • 通讯作者: 沈树宝

Solid Phase Peptide Coupling and Its Kinetics under Microwave Irradiation

YANG Ming,WANG Wei-Guo,LI Pei-Hua,ZHANG Jun,SHEN Shu-Bao*   

  1. (College of Life Science and Pharmacy, Nanjing University of Technology, Nanjing 210009)
  • Received:2007-03-30 Revised:2007-10-20 Published:2008-05-20
  • Contact: SHEN Shu-Bao

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1062

被引次数

20

分别在微波作用以及传统加热两种方式下, 研究了Fmoc-Val-OH与NH2-Tyr(t-Bu)-Wang树脂的固相缩合反应及其动力学. 测定了温度变化对反应速率的影响, 并获得了两种方式下的缩合反应的宏观动力学参数: 300 W微波作用下表观缩合反应级数为2.3, 活化能为104.7 kJ/mol; 传统方法中表观反应级数为2.9, 活化能为142.4 kJ/mol. 微波作用将常规条件下的连接率由68%提高到95%, 而所需时间降为常规条件的1/14.

关键词: 微波合成, 多肽固相合成, 缩合反应, 反应动力学

The coupling of Fmoc-Val-OH to NH2-Tyr(t-Bu)-Wang resin and its kinetics were studied under microwave irradiation and conventional heating. The effect of reaction temperature on reaction rate was determined and the macroscopic kinetic parameters were obtained. The reaction stage is 2.3 and the activation energy is 104.7 kJ/mol under 300 W microwave irradiation, while the reaction stage is 2.9 and the activation energy is 142.4 kJ/mol under normal heating. The microwave irradiation brought the coupling yield of 68% under conventional heating up to 95% and the time required was shorten to 1/14 of that in conventional method.

Key words: solid phase peptide synthesis, coupling reaction, action kinetics, microwave synthesis