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

Ngong Kodiah Beyeh*, Isabel Díez, S. Maryamdokht Taimoory, Daniel Meister, Andrew I. Feig, John F. Trant, Robin H.A. Ras, Kari Rissanen

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

18 Citations (Scopus)
101 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)1358-1367
Number of pages10
JournalChemical Science
Volume9
Issue number5
DOIs
Publication statusPublished - 2018
MoE publication typeA1 Journal article-refereed

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    Beyeh, N. K., Díez, I., Taimoory, S. M., Meister, D., Feig, A. I., Trant, J. F., ... Rissanen, K. (2018). High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor. Chemical Science, 9(5), 1358-1367. https://doi.org/10.1039/c7sc05167k