Ionophores at work: Exploring the interaction of guanosine-based amphiphiles with phospholipid membranes.

Biochim Biophys Acta Biomembr

CSGI, Consorzio Interuniversitario per lo Sviluppo dei Sistemi a Grande Interfase, Via della Lastruccia 3, 50019 Sesto Fiorentino, Florence, Italy; Department of Chemical Sciences, University of Naples Federico II, Complesso Universitario di Monte S. Angelo, via Cintia 4, 80126 Naples, Italy. Electronic address:

Published: December 2017

AI Article Synopsis

  • A novel amphiphilic derivative of guanosine was studied for its high ionophoric activity and interaction with lipid membranes, using a model lipid bilayer.
  • Electron spin resonance and other techniques revealed how this compound affects membrane structure, notably by dehydrating lipid headgroups and altering the order of acyl chains.
  • These findings provide insights for future designs of ionophores, aiming to improve membrane interaction and ion transport mechanisms.

Article Abstract

An amphiphilic derivative of guanosine, carrying a myristoyl group at the 5'-position and two methoxy(triethylene glycol) appendages at the 2' and 3'-positions (1), endowed with high ionophoric activity, has been here studied in its interaction mode with a model lipid membrane along with its 5'-spin-labelled analogue 2, bearing the 5-doxyl-stearic in lieu of the myristic residue. Electron spin resonance spectra, carried out on the spin-labelled nucleolipid 2 in mixture with a DOPC/DOPG phospholipid bilayer, on one side, and on spin-labelled lipids mixed with 1, on the other, integrated with dynamic light scattering and neutron reflectivity measurements, allowed getting an in-depth picture of the effect of the ionophores on membrane structure, relevant to clarify the ion transport mechanism through lipid bilayers. Particularly, dehydration of lipid headgroups and lowering of both the local polarity and acyl chains order across the bilayer, due to the insertion of the oligo(ethylene glycol) chains in the bilayer hydrophobic core, have been found to be the main effects of the amphiphilic guanosines interaction with the membrane. These results furnish directions to rationally implement future ionophores design.

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http://dx.doi.org/10.1016/j.bbamem.2017.09.007DOI Listing

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