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高等学校化学研究 ›› 2011, Vol. 27 ›› Issue (5): 886-890.

• Articles • 上一篇    下一篇

Kinetic Studies on Aniline-catalyzed Carbohydrate Oxime Formation via Real-time NMR

WANG Wen-jun1, CAO Chen-ming1, JIN Chen1, WANG Xin1,2* and WANG George-peng1,3   

  1. 1. College of Pharmacy,
    2. State Key Laboratory of Element-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China;
    3. Departments of Chemistry and Biochemistry, The Ohio State University, Columbus OH 43210, USA
  • 收稿日期:2010-11-02 修回日期:2011-03-29 出版日期:2011-09-25 发布日期:2011-09-06
  • 通讯作者: WANG Xin E-mail:wangxinnk@nankai.edu.cn
  • 基金资助:

    Supported by the National Natural Science Foundation of China(Nos.2007CB914403, 50803029), the Natural Science Foun- dation of Tianjin City, China(No.10JCYBJC04100) and the Fundamental Research Funds for the Central Universities of China.

Kinetic Studies on Aniline-catalyzed Carbohydrate Oxime Formation via Real-time NMR

WANG Wen-jun1, CAO Chen-ming1, JIN Chen1, WANG Xin1,2* and WANG George-peng1,3   

  1. 1. College of Pharmacy,
    2. State Key Laboratory of Element-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China;
    3. Departments of Chemistry and Biochemistry, The Ohio State University, Columbus OH 43210, USA
  • Received:2010-11-02 Revised:2011-03-29 Online:2011-09-25 Published:2011-09-06
  • Contact: WANG Xin E-mail:wangxinnk@nankai.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.2007CB914403, 50803029), the Natural Science Foun- dation of Tianjin City, China(No.10JCYBJC04100) and the Fundamental Research Funds for the Central Universities of China.

摘要: The authors investigated an aniline-catalyzed method to accelerate the reaction between equimolar redu- cing glycans and hydroxylamines. The rate-constants determined by real-time NMR were associated with the equivalence ratio of aniline rather than the concentration. Conjugates of oligosaccharide with hydroxylamine can be obtained in high efficiency at pH=5.4.

关键词: Glycoconjugate, Aniline, Catalysis, Kinetics, Real-time NMR

Abstract: The authors investigated an aniline-catalyzed method to accelerate the reaction between equimolar redu- cing glycans and hydroxylamines. The rate-constants determined by real-time NMR were associated with the equivalence ratio of aniline rather than the concentration. Conjugates of oligosaccharide with hydroxylamine can be obtained in high efficiency at pH=5.4.

Key words: Glycoconjugate, Aniline, Catalysis, Kinetics, Real-time NMR