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

被引：48

作者：

Beyeh, Ngong Kodiah ^{[1
,2
]}

Diez, Isabel ^{[1
]}

Taimoory, S. Maryamdokht ^{[2
]}

Meister, Daniel ^{[2
]}

Feig, Andrew I. ^{[4
]}

Trant, John F. ^{[2
]}

Ras, Robin H. A. ^{[1
,3
]}

Rissanen, Kari ^{[5
]}

机构：

[1] Aalto Univ, Sch Sci, Dept Appl Phys, Puumiehenkuja 2, FI-02150 Espoo, Finland

[2] Univ Windsor, Dept Chem & Biochem, Windsor, ON N9B 3P4, Canada

[3] Aalto Univ, Sch Chem Engn, Dept Bioprod & Biosyst, Kemistintie 1, Espoo 02150, Finland

[4] Wayne State Univ, Dept Chem, 5101 Cass Ave, Detroit, MI 48202 USA

[5] Univ Jyvaskyla, Dept Chem, POB 35, FI-40014 Jyvaskyla, Finland

来源：

CHEMICAL SCIENCE | 2018年 / 9卷 / 05期

基金：

芬兰科学院;

关键词：

INDICATOR-DISPLACEMENT ASSAYS; N-ALKYL; NONCOVALENT INTERACTIONS; POLYAMMONIUM RECEPTORS; CHLORIDE RECEPTORS; CRYSTAL DEPOSITION; ANION RECOGNITION; TRIS-MACROCYCLES; BONDED ANALOGS; GAS-PHASE;

D O I：

10.1039/c7sc05167k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 H-1 and P-31 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 K-1 = 1.60 x 10(7) 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.

引用

页码：1358 / 1367

页数：10

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