Effect of phosphatidylcholine chlorohydrins on human erythrocytes

Robaszkiewicz, A., Greig, F. H., Pitt, A. R., Spickett, C. M., Bartosz, G. and Soszyński, M. (2010) Effect of phosphatidylcholine chlorohydrins on human erythrocytes. Chemistry and Physics of Lipids, 163(7), pp. 639-647. (doi: 10.1016/j.chemphyslip.2010.05.201)

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Publisher's URL: http://dx.doi.org/10.1016/j.chemphyslip.2010.05.201

Abstract

Hypochlorite generated in vivo under pathological conditions is a known oxidant and chlorinating agent, able to react with proteins and lipids, which affects the stability of biological membranes. Reaction with unsaturated fatty acyl chains in glycerophospholipids such as phosphatidylcholine results in the formation of chlorohydrins. The aim of this study was to determine the effects of chlorohydrins formed by the reaction of hypochlorite with 1-stearoyl-2-oleoyl-, 1-stearoyl-2-linoleoyl-, and 1-stearoyl-2-arachidonylphosphatidylcholine on biophysical properties of bilayers and their effects on human erythrocytes. Using electrospray mass spectrometry we observed complete conversion of the lipids into chlorohydrins, which resulted in a decrease in the rotational correlation time and an increase in the order parameter of liposomes. Unilamellar chlorohydrin liposomes had a lower permeation coefficient for calcein than liposomes made of parent lipids. Flow cytometry demonstrated fast incorporation of uni and multilamellar chlorohydrin liposomes labeled with NBD-phosphatidylethanolamine into erythrocytes. This effect was accompanied by changes in erythrocyte shape (echinocyte formation) and aggregation. Similar but less pronounced effects were noticed for parent lipids only after longer incubation. Chlorohydrins showed also a stronger hemolytic action, proportional to the lipid:erythrocyte ratio. These results are important for understanding the effects of HOCl on mammalian cells, such as might occur in inflammatory pathology.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Pitt, Dr Andrew
Authors: Robaszkiewicz, A., Greig, F. H., Pitt, A. R., Spickett, C. M., Bartosz, G., and Soszyński, M.
Subjects:Q Science > QH Natural history > QH345 Biochemistry
College/School:College of Medical Veterinary and Life Sciences > School of Molecular Biosciences
Journal Name:Chemistry and Physics of Lipids
Publisher:Elsevier
ISSN:0009-3084
ISSN (Online):1873-2941
Published Online:01 June 2010
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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
495801Involvement of Chlorinated lipids in neointima formationSimon KennedyBritish Heart Foundation (BHF)FS/08/071/26212RI CARDIOVASCULAR & MEDICAL SCIENCES