Issue 5, 2018

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

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

Article type
Edge Article
Submitted
07 12 2017
Accepted
15 12 2017
First published
19 12 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2018,9, 1358-1367

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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