Selective binding of steroids by 2,2'-biquinoline-4,4'-dicarboxamide-bridged bis(beta-cyclodextrin): fluorescence enhancement by guest inclusion

Yu Liu; Yun Song; Hao Wang; Heng-Yi Zhang; Takehiko Wada; Yoshihisa Inoue

doi:10.1021/jo026908k

Selective binding of steroids by 2,2'-biquinoline-4,4'-dicarboxamide-bridged bis(beta-cyclodextrin): fluorescence enhancement by guest inclusion

J Org Chem. 2003 May 2;68(9):3687-90. doi: 10.1021/jo026908k.

Authors

Yu Liu¹, Yun Song, Hao Wang, Heng-Yi Zhang, Takehiko Wada, Yoshihisa Inoue

Affiliation

¹ Department of Chemistry and State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China. [email protected]

PMID: 12713379
DOI: 10.1021/jo026908k

Abstract

A novel bis(beta-cyclodextrin) was synthesized, and its binding behavior with steroids was investigated to demonstrate that the cooperative co-inclusion of guest and tether by two cyclodextrin moieties is operative to afford the highest molecular selectivity of up to 3.6 for deoxycholate over taurocholate.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Binding Sites
Circular Dichroism
Cyclodextrins / chemical synthesis*
Cyclodextrins / chemistry*
Indicators and Reagents
Magnetic Resonance Spectroscopy
Molecular Conformation
Molecular Structure
Quinolines / chemistry*
Spectrometry, Fluorescence
Steroids / chemistry*
Taurocholic Acid / analogs & derivatives
Taurocholic Acid / chemistry
beta-Cyclodextrins*

Substances

Cyclodextrins
Indicators and Reagents
Quinolines
Steroids
beta-Cyclodextrins
Taurocholic Acid
betadex