有机化学 ›› 2010, Vol. 30 ›› Issue (10): 1517-1520. 上一篇    下一篇

研究论文

一种含两对密集二硫键的模拟肽

吴巧玲1,2,刘珠果2,付超2,林原斌1,戴秋云*,2   

  1. (1湘潭大学化学学院 湘潭 411105)
    (2军事医学科学院生物工程研究所 北京 100071)
  • 收稿日期:2010-01-06 修回日期:2010-05-06 发布日期:2010-05-31
  • 通讯作者: 戴秋云 E-mail:qy_dai01@yahoo.com.cn
  • 基金资助:

    国家自然科学基金;国家“863”计划;国家“973”计划

A Mimetic Peptide with Two Pairs of Concentrated Disulfide Bridges

Wu Qiaoling1,2 Liu Zhuguo2 Fu Chao2 Lin Yuanbin1 Dai Qiuyun*,2   

  1. (1 College of Chemistry, Xiangtan University, Xiangtan 411105)
    (2 Institute of Biotechnology, Academy of Military Medical Science, Beijing 100071)
  • Received:2010-01-06 Revised:2010-05-06 Published:2010-05-31
  • Contact: Qiuyun Dai E-mail:qy_dai01@yahoo.com.cn

利用α-芋螺毒素的骨架(CC—C—C)及天然堂皇芋螺毒素的氨基酸组成, 设计了一个由11个氨基酸组成的线性短肽NTLCCEGCMCY-COOH. 该肽在缓冲溶液中氧化折叠后二硫键只形成一种连接方式[C(1)—C(4), C(2)—C(3)], 区别于大部分的α-芋螺毒素的二硫键连接方式[C(1)—C(3), C(2)—C(4)], 且该肽具有镇痛活性. 这是目前合成的二硫键最密集的α-芋螺毒素样模拟肽, 可作为药物分子设计的模板.

关键词: 模拟肽, 多肽合成, 两对二硫键, 氧化折叠

A small linear peptide of 11 amino acids (NTLCCEGCMCY-COOH) has been designed and synthesized based on cysteine framework (CC—C—C) of α-conotoxins and some amino acid residues of natural Conus imperialis conotoxin. In CH3COONH4 or NH4HCO3 buffer, this peptide form only one oxidative product with disulfide connectivity “C(1)—C(4), C(2)—C(3)” which is different from main forms of α-conotoxins [C(1)—C(3), C(2)—C(4)]. This mimetic α-conotoxin peptide possesses analgesic activity and con-tains most concentrated disulfide bridges reported to date, and could be used as drug design template.

Key words: mimetic peptide, synthesis, two disulfide bridge, oxidative folding