Abstract

In the present work, we have developed a new indicator displacement system based on pillararene for anionic water-soluble carboxylato pillar [6] arene (WP6) and aromatic fluorescent dye safranine T (ST). A large fluorescence enhancement and colour change of ST were observed after complexation with electron-rich cavity in WP6 because of host-guest twisted intramolecular charge-transfer interactions. The constructed pillararene-indicator displacement system can be applied for caffeine selective detection in water.

Highlights

  • Fluorescent indicator displacement assays (F-IDAs) are typically used to convert synthetic receptors into optical sensors in supramolecular chemistry

  • In F-IDAs, the competitive binding principle is used: after binding a fluorescent indicator to the receptor, when a competing analyte is introduced into the indicator–receptor pair, the indicator is discharged from the receptor to induce a fluorescence change (Wiskur, et al, 2001;Nguyen and Anslyn, 2006)

  • This result revealed that safranine T (ST) was encapsulated by water-soluble carboxylato pillar [6] arene (WP6) cavity and protons on ST were shielded by the electron-rich cyclic structure when the inclusion complex formed (Wang Y. et al, 2014)

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Summary

Introduction

Fluorescent indicator displacement assays (F-IDAs) are typically used to convert synthetic receptors into optical sensors in supramolecular chemistry. Macrocyclic hosts typically provide ideal receptors for use because of their particular composition and excellent functions The macrocyclic hosts, such as cyclodextrins (Crini, 2014; Pal, et al, 2015), calixarenes (Koh, et al, 1996; Hennig, et al, 2007; Guo and Liu, 2014; Zheng, et al, 2018), cucurbiturils (Florea and Nau, 2011; Praetorius, et al, 2008; Barrow, et al, 2015; Sonzini, et al, 2017) and pillararenes (Wang P, et al, 2014; Bojtár, et al, 2015; Bojtár, et al, 2016; Hua, et al, 2016; Bojtár, et al, 2017; Hua, et al, 2018; Xiao, et al, 2018, Xiao, et al, 2019a; Xiao, et al, 2019b), combined with various dyes have been applied as receptors in F-IDAs for specific and selective sensing in drugs, biomolecules, or other organic compounds.

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