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
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
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journal impact factor 2.947
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