Synthesis and Characterization of Surface-Active Ionic Liquids Used in the Disruption of Escherichia Coli Cells

authors	Sintra, TE; Vilas, M; Martins, M; Ventura, SPM; Ferreira, AIMCL; Santos, LMNBF; Goncalves, FJM; Tojo, E; Coutinho, JAP
nationality	International
journal	CHEMPHYSCHEM
author keywords	surface-active ionic liquids; aggregation behavior; thermal properties; cell disruption; ecotoxicity
keywords	MICELLE FORMATION; AGGREGATION BEHAVIOR; AQUEOUS-SOLUTIONS; LONG-CHAIN; INTERFACIAL BEHAVIOR; GEMINI SURFACTANTS; SELF-AGGREGATION; ACUTE TOXICITY; MICELLIZATION; BROMIDE
abstract	Twelve surface-active ionic liquids (SAILs) and surface-active derivatives, based on imidazolium, ammonium, and phosphonium cations and containing one, or more, long alkyl chains in the cation and/or the anion, were synthetized and characterized. The aggregation behavior of these SAILs in water, as well as their adsorption at solution/air interface, were studied by assessing surface tension and conductivity. The CMC values obtained (0.03-6.0 mM) show a high propensity of these compounds to self-aggregate in aqueous media. Their thermal properties were also characterized, namely the melting point and decomposition temperature by using DSC and TGA, respectively. Furthermore, the toxicity of these SAILs was evaluated using the marine bacteria Aliivibrio fischeri (Gram-negative). According to the EC50 values obtained (0.3-2.7 mg L-1), the surface-active compounds tested should be considered toxic or highly toxic. Their ability to induce cell disruption of Escherichia coli cells (also Gram-negative), releasing the intracellular green fluorescent protein (GFP) produced, was investigated. The results clearly evidence the capability of these SAILs to act as cell disruption agents.
publisher	WILEY-V C H VERLAG GMBH
issn	1439-4235
isbn	1439-7641
year published	2019
volume	20
issue	5
beginning page	727
ending page	735
digital object identifier (doi)	10.1002/cphc.201801127
web of science category	Chemistry, Physical; Physics, Atomic, Molecular & Chemical
subject category	Chemistry; Physics
unique article identifier	WOS:000460333900011