Studies on peroxidation processes of model membranes and synaptosomes: role of phosphatidic acid

Viani, Paola; Cervato, Giovanna; Fiorilli, Amelia; Rigamonti, Elena; Cestaro, Benvenuto

doi:10.1016/0009-3084(90)90006-d

Cited by 27 publications

(14 citation statements)

References 24 publications

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“…Peroxidation was shown to increase as a function of increasing membrane rigidity (23). Similar effects have been observed in model membranes prepared from distearoylphosphatidylcholine (25) and dipalmitoylphosphatidylcholine (33,34).…”

Section: Discussionsupporting

confidence: 81%

Lipid Peroxidation Induces Cholesterol Domain Formation in Model Membranes

Jacob¹,

Mason

2005

Journal of Biological Chemistry

127

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Numerous reports have established that lipid peroxidation contributes to cell injury by altering the basic physical properties and structural organization of membrane components. Oxidative modification of polyunsaturated phospholipids has been shown, in particular, to alter the intermolecular packing, thermodynamic, and phase parameters of the membrane bilayer. In this study, the effects of oxidative stress on membrane phospholipid and sterol organization were measured using small angle x-ray diffraction approaches. Model membranes enriched in dilinoleoylphosphatidylcholine were prepared at various concentrations of cholesterol and subjected to lipid peroxidation at physiologic conditions. At cholesterol-to-phospholipid mole ratios (C/P) as low as 0.4, lipid peroxidation induced the formation of discrete, membrane-restricted cholesterol domains having a unit cell periodicity or d-space value of 34 Å. The formation of cholesterol domains correlated directly with lipid hydroperoxide levels and was inhibited by treatment with vitamin E. In the absence of oxidative stress, similar cholesterol domains were observed only at C/P ratios of 1.0 or higher. In addition to changes in sterol organization, lipid peroxidation also caused reproducible changes in overall membrane structure, including a 10 Å reduction in the width of the surrounding, sterolpoor membrane bilayer. These data provided direct evidence that lipid peroxidation alters the essential organization and structure of membrane lipids in a manner that may contribute to changes in membrane function during aging and oxidative stress-related disorders.Lipid peroxidation is a degenerative process that affects unsaturated membrane lipids under conditions of oxidative stress (1). This complex process is believed to contribute to human aging and disease by disrupting the structural conformation, the packing of lipid components and, ultimately, the function of biological membranes. The polyunsaturated fatty acids of membrane phospholipids are particularly susceptible to peroxidation and undergo significant modifications, including the rearrangement or loss of double bonds and, in some cases, the reductive degradation of lipid acyl side chains (2-4). Lipid hydroperoxides, prominent intermediates of peroxidative reactions, also accumulate in the bilayer and further contribute to changes in the structural organization and packing of membrane lipid components (1). Many of the biophysical consequences of these structural modifications have been well characterized and include changes in membrane fluidity (5-7), increased membrane permeability (6, 8 -10), alteration of membrane thermotropic phase properties (11-13), and changes in membrane protein activity (14 -20).Recent studies conducted in our laboratory have provided direct evidence for changes in the molecular organization of membrane lipid bilayers following exposure to oxidative stress. Using small angle x-ray diffraction approaches, we examined model membranes composed of dilinoleoylphosphatidylcholine (DLPC), 2 befor...

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Section: Discussionsupporting

confidence: 81%

Lipid Peroxidation Induces Cholesterol Domain Formation in Model Membranes

Jacob¹,

Mason

2005

Journal of Biological Chemistry

127

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“…This expectation would be in agreement with previous works suggesting that the phosphate group of PA has an important role inhibiting Fe-dependent LPO (as in the case of • OH and • Asc) and that the malondialde- hyde yields are linearly dependent upon the liposomes PC concentration, when the assays were carried out at a fixed ONOO − concentration (Viani et al, 1990;Khairutdinov et al, 2000). However, our results suggest that the presence of a negatively charged phospholipid such as PA in a particular membrane seems to be important to the oxidant interaction with the membrane, since the decrease in LPO was much more evident than the decrease in PC concentration.…”

Section: Pa Incorporation In Pc Liposomessupporting

confidence: 93%

“…2) seems to be involved with the decrease in the levels of LPO induced by reactive species. In a study with DPPC/dipalmitoylphosphatidic acid (DPPA) vesicles, Viani et al (1990) was suggested that DPPA at neutral pH, can establish hydrogen bounds with the dissociated form of arachidonic acid, thus, giving rise to a polianionic complexes formation that could bind ferrous ions in a more efficient way, inhibiting iron capacity to promote LPO. Consequently, PA could be affected by the • OH and • Asc generation system (see materials and methods).…”

Section: Discussionmentioning

confidence: 99%

Relationship between the action of reactive oxygen and nitrogen species on bilayer membranes and antioxidants

Lima

Morfim

Teixeira

et al. 2004

Chemistry and Physics of Lipids

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“…At membrane level there is an assumed relationship between the rate of lipid peroxidation and membrane composition and fluidity [18][19][20], implying that the efficacy of an antioxidant can be meaningfully modulated by its collocation inside the bilayer. From this point of view, liposomes are much more representative models of biological membranes than micelles, so the peroxidation measurements were repeated in monolamellar liposomes.…”

Section: Introductionmentioning

confidence: 99%

Antioxidant properties of resveratrol and piceid on lipid peroxidation in micelles and monolamellar liposomes

Fabris

Momo

Ravagnan

et al. 2008

Biophysical Chemistry

155

102

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The antioxidant activities of trans-resveratrol (trans-3,5,4′-trihydroxystilbene) and trans-piceid (trans-5,4′-dihydroxystilbene-3-O-β-D-glucopyranoside), its more widespread glycosilate derivative, have been compared measuring their inhibitory action on peroxidation of linoleic acid (LA) and the radical scavenging ability towards different free radicals (such as DPPH) and radical initiators. It has been found that the two stilbenes have similar antioxidant capacity, while the comparison with BHT (2,6-di-tert-butyl-4-methylphenol) and α-tocopherol (vitamin E, vit. E), taken as reference, points out a slower but prolonged protective action against lipid peroxidation. Furthermore, piceid appears more efficacious than resveratrol as a consequence of the reaction of the latter with its radical form. The DSC profiles of phosphatidylcholine liposomes of various chain lengths, and EPR measurements of spin labelled liposomes demonstrated that the susceptible hydroxyl group of these compounds are located in the lipid region of the bilayer close to the double bonds of polyunsatured fatty acids, making these stilbenes particularly suitable for the prevention and control of the lipid peroxidation of the membranes.

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Studies on peroxidation processes of model membranes and synaptosomes: role of phosphatidic acid

Cited by 27 publications

References 24 publications

Lipid Peroxidation Induces Cholesterol Domain Formation in Model Membranes

Lipid Peroxidation Induces Cholesterol Domain Formation in Model Membranes

Relationship between the action of reactive oxygen and nitrogen species on bilayer membranes and antioxidants

Antioxidant properties of resveratrol and piceid on lipid peroxidation in micelles and monolamellar liposomes

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