Document Detail

An extraction-based assay for neutral anionophores: the measurement of high binding constants to steroidal receptors in a nonpolar solvent.
MedLine Citation:
PMID:  11981905     Owner:  NLM     Status:  MEDLINE    
The extraction-based protocol for measuring binding constants, developed by Cram and co-workers, has been extended for use with anionic substrates. The method is especially useful for high-affinity receptors, allowing very high binding constants to be measured in nonpolar solvents. Distribution constants K(d) between chloroform and water have been obtained for tetraethylammonium chloride and bromide, thus calibrating the method for these two substrates. Application to steroidal podands 5-9 has confirmed the ability of electron-withdrawing groups to enhance hydrogen-bond donor capabilities. Binding constants of approximately 3 x 10(7) M(-1) have been measured for the most powerful receptor 7. An X-ray crystal structure of 15, the methyl ester analogue of 7, reveals a well-defined binding site preorganised for anion recognition.
Alan J Ayling; Shay Broderick; John P Clare; Anthony P Davis; M Nieves Pérez-Payán; Maarit Lahtinen; Maija J Nissinen; Kari Rissanen
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  8     ISSN:  0947-6539     ISO Abbreviation:  Chemistry     Publication Date:  2002 May 
Date Detail:
Created Date:  2002-05-23     Completed Date:  2002-10-16     Revised Date:  2009-08-04    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  2197-203     Citation Subset:  IM    
School of Chemistry, University of Bristol Cantock's Close, Bristol, UK.
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MeSH Terms
Anions / chemistry*
Binding Sites
Hydrogen Bonding
Ionophores / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Steroids / chemistry*,  metabolism
Reg. No./Substance:
0/Anions; 0/Ionophores; 0/Solvents; 0/Steroids

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