MOE Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China.
Phys Chem Chem Phys. 2021 Sep 7;23(33):17888-17893. doi: 10.1039/d1cp01220g. Epub 2021 Aug 11.
Ionic liquids (ILs) are potential green solvents with very broad application prospects. Their toxicity and other biological effects are largely related to their hydrophobic properties. In this work, the effects of two imidazolium-based ILs with either a butyl or a hexyl chain, [Cmim][OAc] or [Cmim][OAc], on the phase behaviours of a representative phospholipid, dipalmitoylphosphatidylcholine (DPPC), were examined using synchrotron small- and wide-angle X-ray scattering and differential scanning calorimetry techniques. A series of samples with a lipid : IL molar ratio ranging from 1 : 0 to 1 : 4/1 : 5 were prepared as aqueous dispersions in the form of multi-lamellar vesicles. The two ILs were found to have distinct effects on the phase behaviours of DPPC. For [Cmim][OAc], its effect is very limited. In contrast, for [Cmim][OAc], it could eliminate the pre-transition of DPPC, markedly affect the main phase transition of the lipid, and insert into the DPPC bilayer at gel state to form an interdigitated gel phase. The findings increased our understanding on the biological effects of imidazolium-based ILs and might shed light on the design of novel IL-based antimicrobials.
离子液体（ILs）是具有广泛应用前景的潜在绿色溶剂。它们的毒性和其他生物学效应在很大程度上与其疏水性有关。在这项工作中，使用同步辐射小角和广角 X 射线散射以及差示扫描量热法技术研究了两种具有丁基或己基链的咪唑基 IL，[Cmim][OAc]或[Cmim][OAc]，对代表性磷脂二棕榈酰磷脂酰胆碱（DPPC）的相行为的影响。一系列脂质与 IL 的摩尔比从 1:0 到 1:4/1:5 的样品作为多层囊泡的水基分散体进行制备。发现这两种 IL 对 DPPC 的相行为有明显的影响。对于[Cmim][OAc]，其影响非常有限。相比之下，对于[Cmim][OAc]，它可以消除 DPPC 的预转变，显著影响脂质的主要相变，并在凝胶态下插入 DPPC 双层以形成交错凝胶相。这些发现增加了我们对基于咪唑的 IL 的生物学效应的理解，并可能为新型基于 IL 的抗菌剂的设计提供启示。
