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231226s2022 xx |||||o 00| ||eng c |
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|a 10.1021/acs.langmuir.2c01956
|2 doi
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|a pubmed25n1160.xml
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|a (DE-627)NLM348353758
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|a eng
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|a Kaur, Navleen
|e verfasserin
|4 aut
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|a How 1,n-Bis(3-alkylimidazolium-1-yl) Alkane Interacts with the Phospholipid Membrane and Impacts the Toxicity of Dicationic Ionic Liquids
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|c 2022
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|a Text
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Completed 16.11.2022
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|a Date Revised 20.12.2022
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|a published: Print-Electronic
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|a Citation Status MEDLINE
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|a 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 ([C2n(C7-nIM)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 [C12(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
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a Phospholipids
|2 NLM
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|a Lipid Bilayers
|2 NLM
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|a Ionic Liquids
|2 NLM
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|a Alkanes
|2 NLM
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|a Fischer, Markus
|e verfasserin
|4 aut
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|a Hitaishi, Prashant
|e verfasserin
|4 aut
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|a Kumar, Sandeep
|e verfasserin
|4 aut
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|a Sharma, Veerendra Kumar
|e verfasserin
|4 aut
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|a Ghosh, Sajal Kumar
|e verfasserin
|4 aut
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|a Gahlay, Gagandeep Kaur
|e verfasserin
|4 aut
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|a Scheidt, Holger A
|e verfasserin
|4 aut
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|a Mithu, Venus Singh
|e verfasserin
|4 aut
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1985
|g 38(2022), 45 vom: 15. Nov., Seite 13803-13813
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnas
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|g volume:38
|g year:2022
|g number:45
|g day:15
|g month:11
|g pages:13803-13813
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|u http://dx.doi.org/10.1021/acs.langmuir.2c01956
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