title: Organotin compounds promote the formation of non-lamellar phases in phosphatidylethanolamine membranes.
abstract: 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, 31P-nuclear magnetic resonance and infrared spectroscopy. Organotin compounds laterally segregate in phosphatidylethanolamine 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 on 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(II) 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.
authors.affiliation: Departamento de Bioquímica y Biología Molecular 'A', Facultad de Veterinaria, Universidad de Murcia, Campus de Espinardo, E-30100, Murcia, Spain.
authors.forename: José J
authors.initials: JJ
authors.lastname: Chicano
authors.forename: Antonio
authors.initials: A
authors.lastname: Ortiz
authors.forename: José A
authors.initials: JA
authors.lastname: Teruel
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Aranda
mesh_terms: D002152:Calorimetry, Differential Scanning; D004785:Environmental Pollutants / Q000494:pharmacology; D008051:Lipid Bilayers / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008567:Membranes, Artificial; D015394:Molecular Structure; D009947:Organotin Compounds / Q000737:chemistry* / Q000494:pharmacology; D010714:Phosphatidylethanolamines / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014220:Trialkyltin Compounds / Q000737:chemistry; D014961:X-Ray Diffraction
chemical_list: D004785:Environmental Pollutants; D008051:Lipid Bilayers; D008567:Membranes, Artificial; D009947:Organotin Compounds; D010714:Phosphatidylethanolamines; D014220:Trialkyltin Compounds; C007510:1,2-dipalmitoyl-3-phosphatidylethanolamine; C011559:tributyltin; C012594:triphenyltin chloride; C018525:1,2-dimyristoylphosphatidylethanolamine