Issue 22, 2008
From the journal:

Organic & Biomolecular Chemistry

Colorimetric sensing of anions in aqueous solution using a charge neutral, cleft-like, amidothiourea receptor: tilting the balance between hydrogen bonding and deprotonation in anion recognition†‡

Rebecca M. Duke,a   John E. O'Brien,a   Thomas McCabea  and  Thorfinnur Gunnlaugsson*a  

* Corresponding authors

a School of Chemistry, Centre for Synthesis and Chemical Biology, Trinity College Dublin, Dublin 2, Ireland
E-mail: gunnlaut@tcd.ie
Fax: 00353 1671 2826
Tel: 00 353 1896 3459

Abstract

The design, synthesis and physical evaluation of 1, a visible colorimetric ‘naked eye’ pyridyl based bis-amidothiourea sensor for anions, is described. This charge neutral sensor gives rise to significant changes in the absorption spectra upon interactions with several important biological anions such as AMP and ADP in 4 : 1 DMSO–H2O solution, while ATP was not detected. These colorimetric changes are due to the formation, or the combination of hydrogen bonding complexes and/or deprotonation between these anions and 1.

Graphical abstract: Colorimetric sensing of anions in aqueous solution using a charge neutral, cleft-like, amidothiourea receptor: tilting the balance between hydrogen bonding and deprotonation in anion recognition

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Article information

DOI
https://doi.org/10.1039/B807579D
Article type
Communication
Submitted
06 May 2008
Accepted
17 Sep 2008
First published
03 Oct 2008

Org. Biomol. Chem., 2008,6, 4089-4092

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Colorimetric sensing of anions in aqueous solution using a charge neutral, cleft-like, amidothiourea receptor: tilting the balance between hydrogen bonding and deprotonation in anion recognition

R. M. Duke, J. E. O'Brien, T. McCabe and T. Gunnlaugsson, Org. Biomol. Chem., 2008, 6, 4089 DOI: 10.1039/B807579D

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