高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (5): 837.

• 研究简报 • 上一篇    下一篇

双烟酰基取代的类环肽合成及对二价铜离子的配位研究

郭炜1, 王璟1, 何家骐1, 夏炽中2, 程津培1   

  1. 1. 南开大学化学系, 天津 300071;
    2. 山西大学化学系, 太原 030006
  • 收稿日期:2002-03-12 出版日期:2003-05-24 发布日期:2003-05-24
  • 通讯作者: 程津培(1948年出生),男,博士,教授,博士生导师,中国科学院院士,主要从事物理有机化学研究.E-mail:jpcheng@nankai.edu.cn E-mail:jpcheng@nankai.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:20072020和29832041);国家重点基础研究发展计划(批准号:G2000078100)资助

Synthesis of Nicotinoyl Disubstituted Pseudo-cyclopeptide and Its Coordination Behavior with Cu2+

GUO Wei1, WANG Jing1, HE Jia-Qi1, XIA Zhi-Zhong2, CHENG Jin-Pei1   

  1. 1. Department of Chemistry, Nankai University, Tianjin 300071;
    2. Department of Chemistry, Shanxi University, Taiyuan 030006, China
  • Received:2002-03-12 Online:2003-05-24 Published:2003-05-24

摘要: 在模拟蛋白质的分子识别功能方面,人工合成以氨基酸为主要结构单元的环肽由于更接近于生命物质,因此作为主体分子来模拟生命现象更贴切.目前,这方面的研究主要集中在环肽对碱金属、碱土金属以及磷酸酯的识别或跨膜传输等方面.环肽通过骨架或侧臂与过渡金属离子的配位研究也仅有几例.实际上,许多过渡金属,如Cu(Ⅱ),Zn(Ⅱ)和Fe(Ⅱ)等在稳定蛋白质的构象及增强.

关键词: 类环肽, 烟酰基, 铜(Ⅱ)配合物

Abstract: A 26-membered nicotinoyl disubstituted cyclopseudopeptide was synthesized through a simple six-step prvcedure(Scheme 1) with cystine dimethyl ester, iminodiacetic acid, and nicotinoyl chloride hy-drochloride as the starting materials. The structure of the key intermediates 4 and 5 was verified by 1HNMR and FAB-MS, and that of the final product 7 by 1HNMR, IR, FAB-MS and elemental analysis. Subsequent treatment of 7 with Cu(ClO4)2gives a mononuclear cuprate(Ⅱ) complex whose structure was characterized by IR, FAB-MS. The quick formation of the cuprate-cyclopeptide complex demonstrates that the title peptide can serve as a good reception in Cu(Ⅱ) recognition.

Key words: Pseudo-cyclopeptide, Nicotinoyl, Copper(Ⅱ) complex

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