高等学校化学学报

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Fmoc保护氨基酸与Wang树脂的缩合反应

郑彦慧1, 张艳平1, 张浩1, 马玉新1,2, 路延龄1,2, 史作清1,2   

    1. 天津南开和成科技有限公司,
    2. 南开大学化学学院, 天津 300071
  • 收稿日期:2008-01-16 修回日期:1900-01-01 出版日期:2008-09-10 发布日期:2008-09-10
  • 通讯作者: 马玉新

Condensation Reaction of Fmoc-protected Amino Acid and Wang Resin

ZHENG Yan-Hui1, ZHANG Yan-Ping1, ZHANG Hao1, MA Yu-Xin1,2*, LU Yan-Ling1,2, SHI Zuo-Qing1,2   

    1. Tianjin Nankai Hecheng S&T Co. Ltd.;
    2. College of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2008-01-16 Revised:1900-01-01 Online:2008-09-10 Published:2008-09-10
  • Contact: MA Yu-Xin

摘要: 研究了保护氨基酸、Wang 树脂取代度、树脂粒度、搅拌方式对Fmoc-氨基酸-Wang树脂连接效率的影响. 结果表明, 保护氨基酸分子量的大小会因产生不同的位阻而影响缩合反应的效率, 分子量越小缩合效率越高; Wang树脂的取代度较高时, 已缩合的氨基酸给后续保护氨基酸的缩合形成阻碍, 使缩合效率降低; 粒径较小和搅拌较好时, 对保护氨基酸的粒内外扩散有利, 可提高反应速度和缩合效率.

关键词: 固相多肽合成, Wang 树脂, Fmoc保护氨基酸, 活化酯法

Abstract: The influence of Fmoc-protected amino acid, substitution and particle size of Wang resin and stirring modes on the condensation reaction efficiency of Fmoc-protected amino acid and Wang resin were studied. It is found that the molecular size of Fmoc-protected amino acid affected the efficiency of condensation reaction, the small the amino acid is, the higher the efficiency of condensation reaction will be; when the substitution of Wang resin is higher, Fmoc-protected amino acid conjoined before hindering the later condensation reaction, so that the hindered condensation reaction efficiency decrease.

Key words: Solid phase synthesis, Wang resin, Fmoc-protected amino acid, Active ester method

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