Acylated and alkylated benzo(crown-ethers) form ion-dependent ion channels in biological membranes.

ABSTRACT: Synthetic ion channels based on benzo(crown-ether) compounds have been previously reported to function as ion-selective channels in planar lipid bilayers, with hydrogen bonding networks implicated in the formation of self-aggregated complexes. Herein, we report the synthesis and characterization of two new families of benzo(crown-ether) compounds, termed monoacylated and monoalkylated benzo(crown-ethers) (MABCE), both of which lack hydrogen bond donors. Depending on the length of alkyl chain substituent and the size of macrocycle, MABCE compounds inhibit bacterial growth and transport ions across biological membranes. Single-channel recordings show that the activity is higher in the presence of K⁺ as compared with Na⁺; however, under bionic conditions, open channels d

SUBMITTER: Carrasquel-Ursulaez W 

PROVIDER: S-EPMC8943726 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature