Authors
Ngong Kodiah Beyeh, Isabel Díez, S Maryamdokht Taimoory, Daniel Meister, Andrew I Feig, John F Trant, Robin HA Ras, Kari Rissanen
Publication date
2018
Journal
Chemical Science
Volume
9
Issue
5
Pages
1358-1367
Publisher
Royal Society of Chemistry
Description
Pyrophosphate (PPi) is a byproduct of DNA and RNA synthesis, and abnormal levels are indicative of disease. We report the high-affinity binding of PPi in water by N-alkyl ammonium resorcinarene chloride receptors. Experimental analysis using 1H and 31P NMR, isothermal titration calorimetry, mass spectrometry, and UV-vis spectroscopy all support exceptional selectivity of these systems for PPi in water. The measured affinity of K1 = 1.60 × 107 M−1 for PPi is three orders of magnitude larger than that observed for binding to another phosphate, ATP. This exceptional anion-binding affinity in water is explored through a detailed density functional theory computational study. These systems provide a promising avenue for the development of future innovative medical diagnostic tools.
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