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Calixarene-based artificial ionophores for chloride transport across natural liposomal bilayer: Synthesis, structure-function relationships, and computational study.

Dipartimento di Farmacia, Università "G. d'Annunzio", Chieti, Italy. Dipartimento di Scienze Fisiche e Chimiche, Università degli Studi dell'Aquila, Coppito, Italy. Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Università di Parma, Parco Area delle Scienze 17/A, I-43124 Parma, Italy. Dipartimento di Farmacia, Università "G. d'Annunzio", Chieti, Italy. Electronic address: siani@unich.it.

Biochimica et biophysica acta. Biomembranes. 2021;(10):183667
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Abstract

An amphiphilic calix[6]arene, alone or complexed with an axle to form a pseudo-rotaxane, has been embedded into liposomes prepared from 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) and the permeability of the membrane-doped liposomes towards Cl- ions has been evaluated by using lucigenin as the fluorescent probe. The pseudo-rotaxane promotes transmembrane transport of Cl- ions more than calix[6]arene does. Surprisingly, the quenching of lucigenin was very fast for liposomes doped with the positively charged axle alone. Molecular dynamics (MD) simulations and quantum-chemical calculations were also carried out for providing a semi-quantitative support to the experimental results.