Acta Chimica Sinica ›› 2006, Vol. 64 ›› Issue (10): 989-996. Previous Articles     Next Articles

Original Articles

瓜环对氨基酸的分子识别研究

丛航1,2,陶龙玲3,余亦华3,杨帆2,杜莹1,薛赛风*,1,陶朱1   

  1. (1贵州大学应用化学研究所 贵阳 550025)
    (2华东师范大学化学系 上海 200062)
    (3华东师范大学光谱学与波谱学教育部重点实验室 上海 200062)
  • 投稿日期:2005-10-11 修回日期:2006-01-10 发布日期:2006-05-25
  • 通讯作者: 薛赛风

Molecular Recognition of Aminoacid by Cucurbiturils

CONG Hang1,2, TAO Long-Ling3, YU Yi-Hua3, YANG Fan2, DU Ying1, XUE Sai-Feng*,1, TAO Zhu1   

  1. (1 Institute of Applied Chemistry, Guizhou University, Guiyang 550025)
    (2 Department of Chemistry, East China Normal University, Shanghai 200062)
    (3 Key Laboratory of Optical and Magnetic Resonance Spectroscopy of Ministry of Education of China,
    East China Normal University, Shanghai 200062)
  • Received:2005-10-11 Revised:2006-01-10 Published:2006-05-25
  • Contact: XUE Sai-Feng

Molecular recognition properties of cucurbit(n)urils (n=7, 8) [Q(7), Q(8)] toward aminoacid hydrochlorides were studied by 1H NMR and UV-Vis methods. The experimental results reveals that such hosts can exhibit a special recognition property toward an aromatic moiety of the aromatic aminoacids such as L-Tyr, L-Try and L-Phe, and a weak binding toward other aminoacids without the aromatic moiety, such as L-Ala. Q(7) with these guests always formed a host-guest complex with a 1∶1 ratio, and based on this model, the stability constants of the host-guest complexes were obtained. Q(8) with L-Tyr or L-Try formed a host-guest complex with a 1∶1 ratio. However, Q(8) with a 1∶2 ratio with L-Phe formed a host-guest complex. Studies on fluorescence properties of the aminoacids show that Q(7) or Q(8) could be an agent of fluorescence enhancement or fluorescence quenching, which was related to the structure of a certain aminoacid.

Key words: cucurbituril, molecular recognition, inclusion complex, aminoacid, supramolecular