Abstract

The organophosphorus insecticides, parathion and azinphos, significantly lower the midpoint temperature of thermotropic phase transitions of lipid bilayers, but malathion has no effect. The effects of parathion and azinphos are more pronounced on bilayers of short-chain lipids. These compounds induce phase separations in binary lipid mixtures containing dimyristoyl and distearoyl phosphatidylcholines, although similar effects could not be noticed in mixtures of dimyristoyl phosphatidylcholine and dimyristoyl phosphatidylethanolamine. Furthermore, the compounds partially restore phase transitions abolished by cholesterol. It is concluded that parathion and azinphos induce molecular disorders in lipid bilayers, either by having fluidizing effects or by promoting phase separations as a consequence of preferential interaction with more fluid lipids. The interaction of the compounds with cholesterol-containing bilayers produces phospholipid-rich lateral domains.

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