A spin label study of perturbation effects of N-(1-methyldodecyl)-N, N, N-trimethylammonium bromide and N-(1-methyldodecyl)-N, N-dimethylamine oxide on model membranes prepared from Escherichia coli-isolated lipids.
Interaction of bactericidal surfactants N-(1-methyldodecyl)-N, N, N-trimethylammonium bromide (2-ATDBr) and N-(1-methyldodecyl)-N, N-dimethylamine oxide (2-ATDNO) with phospholipid membranes prepared from Escherichia coli -- isolated lipids was studied by ESR spectroscopy using m-doxyl stearic acid (m-DSA, m = 5, 12, 16) and N-cetyl-N, N-dimethyl-N-tempoylammonium bromide spin labels located in different membrane depths. 2-ATDBr was found to be a more potent membrane perturbant than 2-ATDNO both at equal membrane and sample concentrations; this is in compliance with the respective antimicrobial activities of these agents. Using the statistical model of hydrocarbon chains in lipid bilayers, the probabilities of the formation of gauche conformations and the effective energy differences between the trans and gauche conformations were calculated from m-DSA order parameters for two different bilayer regions. Based on these parameters, a molecular model of the location of surfactant molecules in bilayer has been formulated. It has been suggested that at low concentrations the surfactant molecules are located in structural defects between lipid clusters in the bilayer. After filling up these defects, the surfactant molecules penetrate into the clusters between lipid molecules, expand the bilayer laterally and increase the amount of gauche conformations in the hydrocarbon chains in the hydrophobic core of the bilayer.
Sersen
F
F
Institute of Chemistry, J. A. Comenius University, Bratislava, Czechoslovakia.
Leitmanová
A
A
Devínsky
F
F
Lacko
I
I
Balgavý
P
P
D003497:Cyclic N-Oxides; D004123:Dimethylamines / Q000494:pharmacology*; D004578:Electron Spin Resonance Spectroscopy; D004926:Escherichia coli / Q000648:ultrastructure; D008560:Membrane Fluidity / Q000187:drug effects*; D008563:Membrane Lipids; D008567:Membranes, Artificial; D008956:Models, Chemical; D008968:Molecular Conformation; D000644:Quaternary Ammonium Compounds / Q000494:pharmacology*; D013113:Spin Labels; D013501:Surface-Active Agents / Q000494:pharmacology*; D013696:Temperature; D013997:Time Factors
D003497:Cyclic N-Oxides; D004123:Dimethylamines; D008563:Membrane Lipids; D008567:Membranes, Artificial; D000644:Quaternary Ammonium Compounds; D013113:Spin Labels; D013501:Surface-Active Agents; C060937:N-(1-methyldodecyl)-N,N,N-trimethylammonium; C019353:N,N-dimethyl-1-methyldodecylamine oxide