高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (9): 2128.

• 研究论文 • 上一篇    下一篇

新型[12]aneN3衍生物的合成及对磷酸二酯的催化降解

郭治佛,闫浩,李志芬,卢忠林   

  1. 北京师范大学化学学院, 北京 100875
  • 收稿日期:2011-03-28 修回日期:2011-06-22 出版日期:2011-09-10 发布日期:2011-08-11
  • 通讯作者: 卢忠林 E-mail:luzl@bnu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 20972019)和高校博士点新教师基金(批准号: 273911)资助.

Synthesis of New [12]aneN3 Compounds and Their Catalytic Cleavage of Phosphodiester

GUO Zhi-Fo, YAN Hao, LI Zhi-Fen, LU Zhong-Lin*   

  1. College of Chemistry, Beijing Normal University, Beijing 100875, China
  • Received:2011-03-28 Revised:2011-06-22 Online:2011-09-10 Published:2011-08-11
  • Contact: LU Zhong-Lin E-mail:luzl@bnu.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 20972019)和高校博士点新教师基金(批准号: 273911)资助.

摘要: 人工核酸酶的设计合成与性能研究是化学领域富有挑战性的热门研究方向之一。本文利用叠氮与端基炔在铜(I)催化下的高效click反应制备了3,5二甲基苯甲酸甲酯衍生的单和双[12]aneN3化合物4a和4b,并对它们进行了核磁、红外、元素分析和高分辨质谱表征。动力学实验表明相应的单核和双核锌(II)配合物在甲醇介质中能够有效催化RNA模型磷酸二酯2-羟丙基对硝基苯基磷酸二酯(HPNPP)的降解反应,与背景反应相比可加速反应达107倍。

关键词: 人工核酸酶, 大环多胺, 磷酸二酯, Click反应, 锌(Ⅱ)配合物

Abstract: Design, synthesis, and catalytic performance of artificial nucleases is full of challenging and has received intensive study in chemistry. In this work, we report on the synthesis of two new methyl 3,5-dimethylbenzolate derived [12]aneN3 compounds 4a and 4b through high efficient click reactions and their characterization with element analysis, NMR, IR and high resolution MS. The corresponding zinc(II) complexes can greatly promote the cleavage of RNA model phosphodiester 2-hydroxypropyl-4-nitrophenylphosphate (HPNPP) in methanol with an acceleration of 107-fold relative to the background reaction.

Key words: Artificial nuclease, Macrocyclic polyamine, Phosphodiester, Click reaction, Zinc(Ⅱ) complex

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