The antimicrobial activity of poly(2-methyl-1,3-oxazoline)s (PMOX) with the antimicrobial N.N-dimethyldodecylammonium (DDA) end group is greatly dependent on the nature of the group at the distal end of the polymer, the satellite group. Three comparable PMOX with a DDA end group and different satellite groups (methyl, decyl, hexadecyl) were investigated with respect to the reasons for the huge differences in their biocidal behavior. Static light scattering (SLS) and pulsed field gradient diffusion NMR measurements revealed that the samples show comparable aggregation conduct, thus, not being responsible for the varying biological. activity. Experiments using different liposomal systems as models for bacterial cell membranes have been performed. It was found that differential interactions between the respective polymers and the phospholipid membranes constitute the reason for the varying effectiveness observed in antimicrobial susceptibility determinations.