期刊
LANGMUIR
卷 38, 期 45, 页码 13803-13813出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.langmuir.2c01956
关键词
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资金
- Department of Biotechnology, Govt. of India [BT/PR22289/BRB/10/1566/2016]
- University Grant Commission (UGC) , New Delhi, India [105743]
- Council of Scientific and Industrial Research (CSIR) , New Delhi, India [09/254 (0267) /2017- EMR-I]
Dicationic ionic liquids (DILs) offer low toxicity and permeability to cell membranes, making them a promising option for harnessing biological activity.
Ionic liquids based on doubly charged cations, often termed dicationic ionic liquids (DILs), offer robust physicochem-ical 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+center dot 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 mem-branes, 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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