J. Kuczera et al., INFLUENCE OF SOME LYSOSOMOTROPIC COMPOUNDS ON CALCIUM-ION DESORPTION PROCESS FROM LIPOSOME MEMBRANE, Zeitschrift fur Naturforschung. C, A journal of biosciences, 53(5-6), 1998, pp. 389-397
The effect of a group of model lysosomotropic compounds on the process
of Ca2+ ion desorption from lecithin liposome membranes was studied.
The compounds studied were: hydrochlorides of fatty acids 2-dimethylam
inoethyl esters (DM-n) for n = 9, 11, 13 and 15 carbon atoms in the fa
tty acid alkyl chain and methochloride of 2-dimethylaminoethyl laurate
. It was found that all the compounds studied caused increased desorpt
ion with increasing concentration of the compound. Most effective was
the quaternary ammonium salt, DMs-11. Moreover, it was found that the
process of Ca2+ desorption from the membrane depended on pH of the med
ium. Compound DM-11 was more active at pH 8 than at pH 5. The action o
f DM-n compounds depended on the alkyl chain length, DM-11 and DM-13 b
eing the most active. Apparently free amines penetrate the phospholipi
d membranes and incorporate into its hydrophobic core causing structur
al deformations. Hydrochlorides of fatty acids and the quaternary ammo
nium salt induce desorption of calcium ions mostly as a result of comp
etitive electrostatic interactions. By quantum chemistry, PM3 method,
and methods of molecular modelling we established the higher hydrophil
icity of the polar head of DM-n series with respect to the polar head
of the DMs-n compounds. DM-n compounds possess both acceptor and donor
properties for hydrogen bonding while DMs-n are instrumental as accep
ters only. It should be noted, that the results obtained in this paper
for model membranes are in accordance with those for biological ones.