Organotin compounds promote the formation of non-lamellar phases in phosphatidylethanolamine membranes

Organotin compounds are important contaminants in the environment. They are membrane active molecules with broad biological toxicity. We have studied the interaction of tri-n-butyltin chloride and tri-n-phenyltin chloride with model membranes composed of different phosphatidylethanolamines using differential scanning calorimetry, X-ray diffraction, P-31-nuclear segregate in phosphatidylethanolamine magnetic resonance and infrared spectroscopy. Organotin compounds laterally amine membranes without affecting the shape and position of the lamellar gel to lamellar liquid crystalline phase transition thermogram of the phospholipid. This is in contrast with their reported effect oil phosphatidylcholine membranes [Chicano et al. (2001) Biochim. Biophys. Acta 1510, 330-341] and emphasises the importance of the nature of the lipid headgroup in determining how the behaviour of lipid molecules is affected by these toxicants. Interestingly, we have found that organotin compounds disrupt the pattern of hydrogen-bonding in the interfacial region of dielaidoylphosphatidylethanolamine membranes and have the ability to promote the formation of hexagonal H-11 structures in this system, These results open the possibility that some of the specific toxic effects of organotin compounds might be exerted through the alteration of membrane function produced by their interaction with the lipidic component of the membrane. (C) 2002 Elsevier Science B.V. All rights reserved.