波谱学杂志

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吲哚丙酮酸的酮-烯醇互变异构化的NMR 研究

杨晓艳1,2,吴香玉1,2,安艳捧1,2,唐惠儒1*   

  1. 1. 中国科学院生物磁共振分析重点实验室,波谱与原子分子物理国家重点实验室,武汉磁共振中心(中国科学院 武汉物理与数学研究所),湖北 武汉 430071;
    2. 中国科学院大学,北京 100049
  • 收稿日期:2013-05-13 修回日期:2013-05-31 出版日期:2014-03-05 发布日期:2014-03-05
  • 作者简介:杨晓艳(1988-),女,湖北荆州人,硕士研究生,分析化学专业. *通讯联系人:唐惠儒,电话:027-87198430,E-mail:huiru.tang@wipm.ac.cn.
  • 基金资助:

    国家自然科学基金资助项目(21175149,21221064), 国家重点基础研究发展计划资助项目(2010CB912501).

An NMR Study on Keto-Enol Tautomerism of Indole-3-Pyruvic Acid

YANG Xiao-yan1,2,WU Xiang-yu1,2,AN Yan-peng1,2,TANG Hui-ru1*   

  1. 1. Key Laboratory of Magnetic Resonance in Biological Systems, State Key Laboratory of Magnetic Resonance and Atomic and Molecular Physics, Wuhan Center for Magnetic Resonance (Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences), Wuhan 430071, China;
    2. University of Chinese Academy of Sciences,Beijing 100049, China
  • Received:2013-05-13 Revised:2013-05-31 Online:2014-03-05 Published:2014-03-05
  • About author:*Corresponding author:TANG Hui-ru, Tel: +86-27-87198430, E-mail: huiru.tang@wipm.ac.cn.
  • Supported by:

    国家自然科学基金资助项目(21175149,21221064), 国家重点基础研究发展计划资助项目(2010CB912501).

摘要:

吲哚丙酮酸是色氨酸代谢途径中的一种重要α-酮酸,但其酮-烯醇互变异构化现象及互变异构体的NMR 数据尚未见报道.该文采用多维NMR 技术研究了吲哚丙酮酸在不同溶剂中主要存在形式.使用2D NMR 谱对吲哚丙酮酸的烯醇式和酮式结构进行了NMR 研究.结果表明吲哚丙酮酸在乙腈溶液中主要以烯醇式结构存在,而在水溶液中主要以酮式结构存在.

关键词: 液体磁共振(NMR), 归属, 2D NMR, 吲哚丙酮酸

Abstract:

Indole-3-pyruvic acid is an important α-keto acid in the tryptophan pathway. In this work, two main forms of indole-3-pyruvic acid in acetonitrile and water solutions were studied using multi-dimensional NMR techniques. The results showed that both forms were present, and the enol-form of indole-3-pyruvic acid was the dominant form in acetontrile whereas the keto-form was the main form in water. This work provided detailed assignments for the 1H and 13C NMR signals from both the enol- and keto-forms of indole-3-pyruvic acid, offering essential spectroscopic information for this metabolite.

Key words: NMR, assignment, 2D NMR, indole-3-pyruvic acid

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