波谱学杂志 ›› 2010, Vol. 27 ›› Issue (1): 80-88.

• 恭祝徐广智先生八十华诞(专辑) • 上一篇    下一篇

链接琥珀酰亚胺的线性硝酮的合成与ESR研究

  

  1. 1.内蒙古工业大学 化工学院,内蒙古自治区 呼和浩特 010051;
    2.中国科学院 化学研究所,分子动态与稳态结构国家重点实验室,北京 100190;
    3.北京化工大学 理学院,北京 100029;
    4.四川大学 生命科学学院,四川 成都 610064
  • 收稿日期:2009-12-30 出版日期:2010-03-05 发布日期:2010-03-05
  • 基金资助:

    国家自然科学基金资助项目(90813021, 20875093);中国科学院研发实验服务基地资助基金.

Succinimide-Linked Nitrone: Synthesis and  ESR Studies

  1. 1.Inner Mongolia University of Technology, College of Chemical Engineering, Inner Mongolian Autonomous Region, Hohhot 010051, China;
    2.State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Institute of Chemistry, Chinese Academy of Science, Beijing 100190, China;
    3.Faculty of Sciences, Beijing University of Chemical Technology, Beijing 100029, China;
    4.College of Life Science, Sichuan University, Chengdu 610064, China
  • Received:2009-12-30 Online:2010-03-05 Published:2010-03-05
  • Supported by:

    国家自然科学基金资助项目(90813021, 20875093);中国科学院研发实验服务基地资助基金.

摘要:

该文设计并合成一种新的线性硝酮自由基捕获探针DSC-PBN(N-(4-(((2,5-dioxopyrrolidin-1- yloxy)-carbonyloxy)methyl)benzylidene)-2-methylpropan-2-N-oxide), 并采用UV、MS、1H NMR等一系列手段表征分子结构. 进一步通过自由基捕获实验显示,DSC-PBN可与多种活泼自由基反应生成稳定的氮氧自由基加合物,且所得ESR谱图易于解析和分辨. 由于DSC-PBN自由基捕获探针链接琥珀酰亚胺基团, 可望通过与蛋白质(或多肽)N端的共价键合而应用于生物体系自由基分析.

关键词: 电子自旋共振(ESR), 自由基捕获探针, 硝酮, 自由基

Abstract:

A novel linear nitrone spin-trap, DSC-PBN (N-(4-(((2,5-dioxopyrrolidin-1-yloxy)carbonyloxy)methyl)benzylidene)-2-methylpropan-2-N-oxide), was designed and synthesized. Its structure was characterized by UV, MS and 1H NMR techniques. ESR results showed that the compound could be used to trap various free radicals efficiently, and the ESR spectra of the trapped radicals were readily recognizable. DSC-PBN could easily form a covalent link to the N-terminal peptides (or proteins) via succinimide intermediates, thus showing high potential for biological applications.

Key words: spin trap, nitrone, [ free radicals, electron spin resonance (ESR)

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