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Two series of new bifunctional surfactants were synthesized for potential use as antioxidants or as pesticides, depending on their concentration. At a low concentration, the surfactants can be incorporated into the membranes with no damage to these membranes, while surfactants antioxidant functional group, localized in its polar part, protrudes outside thus effectively protecting the membranes. If the concentration of the incorporated surfactant is high enough it can destroy membranes acting as a common biocide. The aim of this paper was to determine the concentration level at which surfactants can be possibly used as biocides. The surfactants studied differed in the polar head and/or in the length of their alkyl chain. One of the investigated series consisted of pyrolidinium chlorides (PC), whereas the other series consisted of the respective bromides (PB). PB salts were found to be more destructive to model membranes studied (erythrocytes - RBC and planar lipid membranes - BLM) than PC salts. Also, the results of BLM experiments indicate the existence of a maximum of the interaction between planar lipid membranes and surfactants when they have about twelve carbon atoms in the alkyl chain. It may be possible that interdigitation phenomena are responsible for this effect.
The interaction of two series of new surfactants with an incorporated anti-oxidant functional group, with erythrocytes and planar lipid membranes was stu-died. The surfactants were synthesized to be potentially used as common bio-cides or as agents protecting biological and/or model membranes against lipid peroxidation. Both applications need the use of such bifunctional surfactants in significantly different concentrations. The aim of this work was to find the concentration range in which the surfactants studied could be used as biocides. Two different models were chosen; pig erythrocyte and asolectin planar membranes. The studied parameters of these models were hemolysis of red blood cells and the stability of BLM in the presence of the compounds studied, i.e., the parameters describing the mechanical properties of the model membranes used. Additionally, the role of counterions in the interaction of bifunctional surfactants with model membranes was studied. It was found that both homologous series of the surfactants influence model membranes to different degrees, depending on the length of their hydrophobic part and the kind of counterion. In the latter case it seems that the differences in the hydrated radii of bromide and chloride ions, and hence the differences in their ability to modify electrostatic interaction between the lipid polar heads and compounds studied, are responsible for the effects observed.
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