S. Przestalski et al., INTERACTION BETWEEN MODEL MEMBRANES AND A NEW CLASS OF SURFACTANTS WITH ANTIOXIDANT FUNCTION, Biophysical journal, 70(5), 1996, pp. 2203-2211
The effect of two series of amphiphilic quaternary ammonium salts on s
ome properties of phospholipid membranes was studied. The compounds of
one series, N-benzyl-N,N-dimethyl-N-alkyl ammonium bromides, exert a
destructive effect on membranes and are treated as reference compounds
. The compounds of the other series, 5-di-t-butyl-4-hydroxy)benzyl-N,N
-dimethyl-N-alkyl ammonium bromides, are derivatives of the former one
s, exhibit antioxidant properties, and do only relatively slight damag
e to the membranes, The aim of the work was to explain the difference
in molecular interaction with membranes between the two kinds of hydro
phobic compounds. Thermodynamic methods, a new mixing technique, and m
onolayer and quantum calculation methods were used, It has been shown
that the antioxidant molecules are less hydrophobic than those of the
reference compounds and disturb the membrane organization to a lesser
extent. On the basis of monolayer data, we suggest that the studied an
tioxidant behaves like a substitutional impurity, whereas the referenc
e behaves like an interstitial one.