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

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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

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Publication details

The article was received on 07 Dec 2017, accepted on 15 Dec 2017 and first published on 19 Dec 2017


Article type: Edge Article
DOI: 10.1039/C7SC05167K
Citation: Chem. Sci., 2018, Advance Article
  • Open access: Creative Commons BY license
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    High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor

    N. K. Beyeh, I. Díez, S. M. Taimoory, D. Meister, A. I. Feig, J. F. Trant, R. H. A. Ras and K. Rissanen, Chem. Sci., 2018, Advance Article , DOI: 10.1039/C7SC05167K

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