How 1, n -Bis(3-alkylimidazolium-1-yl) Alkane Interacts with the Phospholipid Membrane and Impacts the Toxicity of Dicationic Ionic Liquids.

Autor: Kaur N; Department of Chemistry, Guru Nanak Dev University, Amritsar143005, India., Fischer M; Institute of Medical Physics and Biophysics, Leipzig University, Leipzig04109, Germany., Hitaishi P; Department of Physics, School of Natural Sciences, Shiv Nadar University, NH-91, Tehsil Dadri, G. B. Nagar, Greater Noida, Uttar Pradesh201314, India., Kumar S; Department of Chemistry, Guru Nanak Dev University, Amritsar143005, India., Sharma VK; Solid State Physics Division, Bhabha Atomic Research Centre, Mumbai400085, India.; Homi Bhabha National Institute, Anushaktinagar, Mumbai400094, India., Ghosh SK; Department of Physics, School of Natural Sciences, Shiv Nadar University, NH-91, Tehsil Dadri, G. B. Nagar, Greater Noida, Uttar Pradesh201314, India., Gahlay GK; Department of Molecular Biology and Biochemistry, Guru Nanak Dev University, Amritsar143005, India., Scheidt HA; Institute of Medical Physics and Biophysics, Leipzig University, Leipzig04109, Germany., Mithu VS; Department of Chemistry, Guru Nanak Dev University, Amritsar143005, India.; Max Planck Institute for Multidisciplinary Sciences, Am Faßberg 11, Göttingen37077, Germany.
Jazyk: angličtina
Zdroj: Langmuir : the ACS journal of surfaces and colloids [Langmuir] 2022 Nov 15; Vol. 38 (45), pp. 13803-13813. Date of Electronic Publication: 2022 Nov 02.
DOI: 10.1021/acs.langmuir.2c01956
Abstrakt: Ionic liquids based on doubly charged cations, often termed dicationic ionic liquids (DILs), offer robust physicochemical properties and low toxicity than conventional monocationic ionic liquids. In this design-based study, we used solid-state NMR spectroscopy to provide the interaction mechanism of two DILs, 1, n -bis(3-alkylimidazolium-1-yl) alkane dibromide ([C 2 n (C 7- n IM) 2 ] 2+ ·2Br - , n = 1, 6), with 1-palmitoyl-2-oleoyl- sn -glycero-3-phosphocholine (POPC) and 1-palmitoyl-2-oleoyl- sn -glycero-3-phospho-(1'- rac -glycerol) (POPG) phospholipid membranes, to explain the low toxicity of DILs toward HeLa, Escherichia coli , Bacillus subtilis , and Saccharomyces cerevisiae cell lines. Dications with a short linker and long terminal chains cause substantial perturbation to the bilayer structure, making them more membrane permeabilizing, as shown by fluorescence-based dye leakage assays. The structural perturbation is even higher than [C 12 (MIM)] + monocations, which carry a single 12-carbon long chain and exhibit a much higher membrane affinity, permeability, and cytotoxicity. These structural details are a crucial contribution to the design strategies aimed at harnessing the biological activity of ionic liquids.
Databáze: MEDLINE