A chloride-responsive molecular switch: driving ion transport and empowering antibacterial properties

Org Biomol Chem. 2023 Dec 20;22(1):114-119. doi: 10.1039/d3ob01826a.

Abstract

A molecular switch was developed to recognize and transport Cl- across lipid bilayers. The XRD-crystal structure and NOESY NMR spectra of a potent 4-aminoquinazoline analogue confirmed Cl--induced conformation changes. Systematic biophysical studies revealed that the quinazoline moiety forms cooperative interactions of H+ and Cl- ions with the thiourea moiety, resulting in the transport of H+/Cl- across the membranes. A pH-dependent analysis revealed that the transport of Cl- by the potent compound increased in an acidic environment. The potent compound could also transport H+/Cl- across Gram-positive bacteria, leading to antibacterial activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Chlorides* / chemistry
  • Halogens
  • Ion Transport
  • Lipid Bilayers* / chemistry
  • Power, Psychological

Substances

  • Chlorides
  • Lipid Bilayers
  • Halogens
  • Anti-Bacterial Agents