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Related Experiment Video

Updated: Oct 20, 2025

Functional Characterization of Na+/H+ Exchangers of Intracellular Compartments Using Proton-killing Selection to Express Them at the Plasma Membrane

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Published on: March 30, 2015

Acridinone-based anion transporters.

Daniel A McNaughton¹, Lauren K Macreadie¹, Philip A Gale^1,2

¹School of Chemistry (F11), The University of Sydney, NSW 2006, Australia. philip.gale@sydney.edu.au.

Organic & Biomolecular Chemistry

|September 13, 2021

Summary

Researchers developed potent chloride transporters using a modified acridinone bis(thio)urea scaffold. Electron-withdrawing groups enhanced activity, enabling efficient, electroneutral transport crucial for biological systems.

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A Proteoliposome-Based Efflux Assay to Determine Single-molecule Properties of Cl- Channels and Transporters

A Proteoliposome-Based Efflux Assay to Determine Single-molecule Properties of Cl- Channels and Transporters

Published on: April 20, 2015

Area of Science:

Supramolecular Chemistry
Chemical Biology
Medicinal Chemistry

Background:

Hydrogen bond donors arranged around lipophilic scaffolds are effective for developing chloride transporters.
Acridinone 1,9-bis(thio)urea motifs have shown potential as anion sensors.

Purpose of the Study:

To revisit and expand upon the acridinone 1,9-bis(thio)urea motif for enhanced anion sensing and transport.
To investigate the impact of electron-withdrawing groups on the activity of these compounds.

Main Methods:

Synthesis of novel acridinone 1,9-bis(thio)urea derivatives with appended electron-withdrawing groups.
Evaluation of the anion transport capabilities of the synthesized compounds.
Structure-activity relationship analysis to identify key features for high activity.

Main Results:

The modified acridinone bis(thio)urea compounds exhibited high activity as chloride transporters.
The incorporation of specific electron-withdrawing groups significantly enhanced transport efficiency.
The most effective compounds facilitated strictly electroneutral transport.

Conclusions:

The acridinone 1,9-bis(thio)urea scaffold, when functionalized with electron-withdrawing groups, represents a promising platform for developing potent and selective chloride transporters.
This strategy enables the design of molecules capable of facilitating electroneutral transport, with potential applications in chemical biology and medicine.