化学学报 ›› 2009, Vol. 67 ›› Issue (18): 2109-2115. 上一篇    下一篇

研究论文

无机磷试剂辅助均环肽库的建立及其电喷雾质谱研究

曹书霞*,a 郭艳春a 廖新成a 赵玉芬*,a,

  

  1. (a河南省化学生物与有机化学重点实验室 郑州大学化学系 郑州 450052)
    (b清华大学生命有机磷化学及化学生物学教育部重点实验室 清华大学化学系 北京 100084)

  • 投稿日期:2009-02-16 修回日期:2009-04-02 发布日期:2009-12-31
  • 通讯作者: 曹书霞

Construction and ESI-MS Analysis of Homocyclic Peptide Libraries Assisted by Inorganic Phosphorus Reagents

Cao, Shuxia*,a Guo, Yanchuna Liao, Xinchenga Zhao, Yufen*,a,b

  

  1. (a Key Laboratory of Chemical Biology and Organic Chemistry, Department of Chemistry, Zhengzhou University, Henan, 450052)
    (b The Key Laboratory for Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084)
  • Received:2009-02-16 Revised:2009-04-02 Published:2009-12-31
  • Contact: Cao, Shuxia

在无机磷试剂辅助下建立了氨基酸自组装成均环肽的方法, 得到了相应的均环肽库. 均环肽库的建立增加了肽库的多样性, 为药物筛选提供了新的选择性. 采用电喷雾多级质谱技术, 对系列均环多肽 [M+H]+离子和[M+Na]+离子的质谱裂解规律进行了系统研究, 两种系列的离子具有不同的质谱裂解特征, 分别提出了其可能的质谱裂解机制. 该研究丰富了环多肽化合物的电喷雾多级质谱研究, 结果表明环肽化合物的加钠离子较加氢离子的质谱图可以更容易地用于环多肽的序列测定. 本研究为其它类似环肽化合物结构的分析鉴定及利用电喷雾质谱推测环肽序列提供了有效的质谱方法.

关键词: 均环肽库, 无机磷试剂, 电喷雾质谱, 质谱裂解规律

Homocyclic peptide libraries were constructed by self-assembly of amino acids with the assistance of inorganic phosphorus reagents. The construction of homocyclic peptide library increased the diversity of the peptide libraries, which will provide new selectivity for the medicine screening. By electrospray ionization multistage mass spectrometry (ESI-MS), the fragmentation pathways of [M+H]+ and [M+Na]+ions of homocyclic peptides were studied in detail. The fragmentation pathways of [M+H]+ ions were different from those of [M+Na]+ ions and their dissociation mechanisms were proposed, respectively. The results enriched the ESI-MS study of cyclic peptide compounds. It was observed that the ESI-MS data of [M+Na]+ ions were easily used to determine the sequence of cyclic peptides. Therefore, the study is helpful for the identification of the structures of analogous cyclic peptide compounds and for the determination of the sequence of cyclic peptides.

Key words: homocyclic peptide library, inorganic phosphorus reagent, electrospray ionization mass spectrometry, fragmentation pathway