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Issue 5, 2018

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

Supplementary files

Article information


Submitted
07 Dec 2017
Accepted
15 Dec 2017
First published
19 Dec 2017

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 1358-1367
Article type
Edge Article

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, 9, 1358 DOI: 10.1039/C7SC05167K

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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