Chem. J. Chinese Universities ›› 2009, Vol. 30 ›› Issue (7): 1342.

• Articles • Previous Articles     Next Articles

Investigation of Chiral Recognition of β-Cyclodextrin Toward 1,1′-Bi-2-Naphthol Enantiomers in the Presence of Different Alcohols by Fluorescence and HPLC

LI Wei1, ZAI Yan-Qiang2, GUO Lei3, XIE Jian-Wei3   

  1. 1. College of Environmental Science and Resources, Shanxi University, Taiyuan 030006, China;
    2. Department of Chemistry, Lüliang Higher College, Lüliang 033000, China;
    3. Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China
  • Received:2008-11-19 Online:2009-07-10 Published:2009-07-10
  • Contact: XIE Jian-Wei. E-mail: xiejw@bmi.ac.cn
  • Supported by:

    国家自然科学基金(批准号: 20575078)资助.

Abstract:

The chiral recognition of β-cyclodextrin(β-CD) to R,S-1,1′-bi-2-naphthol(BiNOL) has been investigated by fluorescence probe spectroscopy and high performance liquid chromatography(HPLC) in the presence of various alcohols or mobile phases. The effects of alcohols on the chiral recognition of CD/R or S-BiNOL have been discussed based on the binding constants and quenching constants. Chiral discrimination in the quenching of R,S-BiNOL complexed to β-CD was observed with adding alcohols, belonging to static quenching. The inclusion interaction between R,S-BiNOL and β-CD was significantly affected with the addition of alcohols and phosphate salt, and leading to the chiral selection or chiral resolution enhanced. The results of two methods are consistent for the chiral recognition of β-CD/R,S-BiNOL inclusion. The chiral recognition mechanism of R,S-BiNOL by CD was well explained by these experiments.

Key words: Chiral recognition; Cyclodextrin; 1,1′-Bi-2-naphthol; Fluorescence; High performance liquid chromatography(HPLC)

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