高等学校化学学报

高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (3): 458.

• 研究论文 • 上一篇    下一篇

β-环糊精及其衍生物对脂肪族手性对映体及有机染料的分子识别研究

张强, 刘育   

  1. 南开大学化学系, 天津 300071
  • 收稿日期:2003-01-22 出版日期:2004-03-24 发布日期:2004-03-24
  • 通讯作者: 刘　育(1954年出生),男,博士,教授,博士生导师,主要从事超分子化学研究.E-mail;yuliu@public.tpt.tj.cn E-mail:yuliu@public.tpt.tj.cn
  • 基金资助:

    国家自然科学基金(批准号;90306009;20272028);教育部博士学科点基金(批准号;20010055001)资助

Molecular Recognition Study of Some Aliphatic Chiral Enantiomers and Dyes with β-Cyclodextrin and Its Derivatives

ZHANG Qiang, LIU Yu   

  1. Department of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2003-01-22 Online:2004-03-24 Published:2004-03-24

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摘要： 在25℃用荧光和紫外光谱滴定法分别测定了β-环糊精(β-CD)、2,3,6-三[氧-(2-羟基丙基)]-β-环糊精(HP-β-CD)及2,3,6-三(甲氧基)-β-环糊精(MO-β-CD)与6种脂肪族手性客体和4种染料分子形成超分子配合物的稳定常数.结果表明,多种弱相互作用协同贡献于主-客体的包结配位过程.环糊精衍生物中取代基的疏水性和链长影响主体的配位能力,客体与环糊精间的尺寸适合及疏水相互作用决定其配合物的稳定性.在配位过程中,氢键作用也是影响主体环糊精键合行为的重要因素.

关键词: &beta, -环糊精, 手性分子, 染料, 分子识别

Abstract: Spectrofluorometric and spectrophotometric titrations were performed in aqueous buffer solution at25 ℃ to give the complex stability constants for the stoichiometric 1∶1 inclusion complexation of β-cy-clodextrin( β-CD, 1), hydroxypropyl β cyclodextrin(HP-β-CD, 2) and 2,3,6-tri-O-methyl-β-cyclodextrin(MO-β-CD, 3) with six aliphatic chiral guests and four dyes. The molecular binding ability and selectivity of cyclodextrins 1—3 toward guests were discussed from the size/shape fit concept between hosts and guests. The results obtained indicate that hydrophobic and hydrogen bond interactions play an important role in the inclusion complexation of cyclodextrins 1—3, and the substituents introduced alter the original hydrophobicity of cavity and the molecular binding ability of β-cyclodextrin.

Key words: β-Cyclodextrin, Chiral molecule, Dyes, Molecular recognition

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