High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor?

Chemical Science Pub Date: 2017-12-19 DOI: 10.1039/C7SC05167K

Abstract

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.

Graphical abstract: High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor
Recommended Literature