高等学校化学学报

高等学校化学学报 ›› 2001, Vol. 22 ›› Issue (3): 399.

• 研究论文 • 上一篇    下一篇

N-(O,O-二异丙基)磷酰化丝氨酸成肽反应的立体效应研究

胡建军, 巨勇, 赵玉芬   

  1. 清华大学生命科学与工程院, 化学系, 教育部生命有机磷化学重点实验室, 北京 100084
  • 收稿日期:2000-05-23 出版日期:2001-03-24 发布日期:2001-03-24
  • 通讯作者: 赵玉芬(1948年出生),女,博士,教授,博士生导师,中国科学院院士,主要从事生命有机化学研究.E-mail:tp-dch@mail.tsinghua.edu.cn E-mail:tp-dch@mail.tsinghua.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:39870415;29672022)资助

Stereo-effect of the Peptide Formation Reaction by N-(O,O-Diisopropyl) Phosphoryl Serine

HU Jian-Jun, JU Yong, ZHAO Yu-Fen   

  1. Key Laboratory for Bioorganic Phosphorus Chemistry of Educational Ministry, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing 100084, China
  • Received:2000-05-23 Online:2001-03-24 Published:2001-03-24

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被引次数

7

摘要： 研究了N-(O,O-二异丙基)磷酰化-L-(或D-)丝氨酸和L-(或D-)组氨酸在水溶液中的反应及其与L-(或D-)组氨酸甲酯在DMSO中的反应.用SDS作对离子试剂,采用离子对反相高效液相色谱方法对反应产物进行分析.结果表明,所有反应体系中均有丝组二肽生成,而L-L和D-D型丝组二肽的生成量约是L-D和D-L型产物的4倍.

关键词: 手性, N-(O, O-二异丙基)磷酰化丝氨酸, 离子对反相HPLC, 丝组二肽, 立体选择

Abstract: The reactions between N-phosphoryl-L -or D-) serine and L-(or D-) histidine or L-(or D-) histidine methyl ester were investigated. Products of the reaction mixtures were analyzed by ion-pair reversed-phase HPLC with SDS as the ion-pairing reagent. The results showed that dipeptide serylhistidine was formed in all these reaction systems, and L-L and D-D types of serylhistidine were yielded in an amount about four times as much as that of the L-D and D-L type dipeptide.

Key words: Chirality, N-( O,O-diisopropyl) phosphoryl serine, Ion-paired RP-HPLC, Serylhistidine, Stereoselectivity

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