高等学校化学学报 ›› 2009, Vol. 30 ›› Issue (10): 2009.

• 研究快报 • 上一篇    下一篇

EMPO-酪氨酸共价链接物的合成与ESR研究

杜立波, 王广清, 韩璐, 贾宏瑛, 田秋, 刘扬   

  1. 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
  • 收稿日期:2009-03-24 出版日期:2009-10-10 发布日期:2009-10-10
  • 通讯作者: 刘扬, 男, 博士, 研究员, 从事生命科学中的自由基化学研究. E-mail: yliu@iccas.ac.cn
  • 基金资助:

    国家自然科学基金(批准号: 90813021, 20875093)资助.

Synthesis and ESR Study of Covalent Connection of EMPO on L-Tyr

DU Li-Bo, WANG Guang-Qing, HAN Lu, JIA Hong-Ying, TIAN Qiu, LIU Yang*   

  1. State Key Lab for Structural Chemistry of Unstable and Stable Species, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
  • Received:2009-03-24 Online:2009-10-10 Published:2009-10-10
  • Contact: LIU Yang. E-mail: yliu@iccas.ac.cn
  • Supported by:

    国家自然科学基金(批准号: 90813021, 20875093)资助.

摘要:

本文设计并试验了一种环状硝酮(5-乙酰基-5-甲基吡咯啉环氮氧化合物, EMPO)与酪氨酸氨基的共价链接方法, 并用ESR实验检验了链接后所得探针对自由基的捕获性能. 新探针的特色体现在以下两方面: (1) 对氨基酸氨基的链接方法几乎适用于所有多肽(或蛋白质); (2) 环状硝酮捕获自由基的效率更高.

关键词: 自旋捕获; 生物链接体; 超氧阴离子; 硝酮; 自由基

Abstract:

L-Tyr-EMPO, a new EMPO analogue bearing an L-tyrosine methyl ether group, was first synthesized by acylation. Various radicals, including O2, ·OH, ·OR, and ·R, have been efficiently detected and characterized via L-Tyr-EMPO. The half-life of the L-Tyr-EMPO superoxide adduct was estimated to be ca. 6.5 min. More importantly, the present study demonstrated a new synthetic strategy for covalent conjugation between cyclic-nitrone and amino group in peptides or proteins, by which the site-specifically spin trapping can be performed via antibody linked nitrone in the near future. Furthermore, with the help of the covalent link, the targeting for the areas of interest in which the monitored radical species was sitespecially generated.

Key words: Spin trapping; Bioconjugate; Superoxide anion; Nitrone; Free radical

TrendMD: