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Acta Chimica Sinica ›› 2006, Vol. 64 ›› Issue (14): 1507-1512. Previous Articles     Next Articles

Original Articles

七-(2,6-二-O-甲基)-β-环糊精对1,1'-联萘酚对映体手性识别的电喷雾质谱研究

于湛1,2，闫存玉1，宋凤瑞1，刘志强1，刘淑莹*,1   

  1. (1中国科学院长春应用化学研究所新药研究实验室 长春 130022)
    (2中国科学院研究生院 北京 100039)
  • 投稿日期:2005-09-27 修回日期:2006-03-07 发布日期:2006-07-28
  • 通讯作者: 刘淑莹

Investigation of Chiral Recognition of 1,1'-Bi-2-naphthol Enantiomers by Heptakis-(2,6-di-O-methyl)-β-cyclodextrin with Electrospray Mass Spectrometry

YU Zhan1,2, YAN Cun-Yu1, SONG Feng-Rui1, LIU Zhi-Qiang1, LIU Shu-Ying*,1   

  1. (1 Laboratory of New Drug Research, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022)
    (2 Graduate School of Chinese Academy of Sciences, Beijing 100039)
  • Received:2005-09-27 Revised:2006-03-07 Published:2006-07-28
  • Contact: LIU Shu-Ying

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Chiral recognition of enantiomeric 1,1'-bi-2-naphthol enantiomers by β- and heptakis-(2,6-di-O- methyl)-β-cyclodextrins as chiral selectors was investigated by electros-pray mass spectrometry. Comparative research shows that both β-cyclodextrin and hep-takis-(2,6-di-O-methyl)-β-cyclodextrin can form noncovalent complexes with 1,1'-bi-2-naphthol in gas phase. Investigation of tandem mass spectrometric data displays that β-cyclodextrin has little chiral recognition ability to the enantiomers but heptakis-(2,6-di-O- methyl)-β-cyclodextrin has strong chiral recognition ability. Our work also displays that mixing ratio of heptakis-(2,6-di-O-methyl)-β-cyclodextrin to 1,1'-bi-2-naphthol and the collision induced disossiation energy have no effect on chiral recognition.

Key words: chiral recognition, cyclodextrin, 1,1'-bi-2-naphthol, electrospray ionization, noncovalent complex