Phosphatidylethanolamine Fatty Acids Research Articles

Comparison of the Fatty Acid Composition in Phospholipid Species from Korean Human Milk.

In this study, the phospholipid species [i.e., phosphatidylethanolamine (PE), phosphatidylcholine (PC), and sphingomyelin (SM)] in human milk (HM) were compared according to their fatty acid (FA) composition. 34 HM samples were collected and classified into three groups (A < B < C) according to their fat content. Stearic acid (C18:0) was the main FA in PE, PC, and SM. The highest concentrations of arachidonic acid (AA), eicosapentaenoic acid (EPA), and docosapentaenoic acid (DPA) were observed in PE, whereas docosahexaenoic acid (DHA) was predominant in SM. Although PC exhibited the highest total saturated FAs (SFAs) and PE contained the highest unsaturated FAs (UFAs), very long-chain SFAs and monounsaturated FAs (MUFAs) were preferentially distributed in SM. PC and SM had higher saturation compared to PE. Regarding the effect of the fat content of HM on the FA composition of the phospholipid species, a limited influence was observed on the composition of SFAs and MUFAs of PE, SM, and particularly PC. However, a more pronounced effect on the composition of polyunsaturated FAs (PUFAs) in phospholipids was observed, especially for linoleic acid (LA), α-linolenic acid (ALA), EPA, and DHA, indicating that the composition of FAs in the phospholipid species was probably affected by the maternal diet.

Phospholipid Profiles Are Selectively Altered in the Putamen and White Frontal Cortex of Huntington's Disease.

Huntington’s disease (HD) is a genetic, neurodegenerative illness that onsets in late adulthood as a series of progressive and terminal cognitive, motor, and psychiatric deficits. The disease is caused by a polyQ mutation in the Huntingtin gene (HTT), producing a polyglutamine expansion in the Huntingtin protein (HTT). HTT interacts with phospholipids in vitro; however, its interactions are changed when the protein is mutated in HD. Emerging evidence suggests that the susceptibility of brain regions to pathological stimuli is influenced by lipid composition. This study aimed to identify where and how phospholipids are changed in human HD brain tissue. Phospholipids were extracted using a modified MTBE method from the post-mortem brain of 13 advanced-stage HD patients and 13 age- and sex-matched controls. Targeted precursor ion scanning mass spectrometry was used to detect phospholipid species. In the white cortex of HD patients, there was a significantly lower abundance of phosphatidylcholine (PC) and phosphatidylserine (PS), but no difference in phosphatidylethanolamine (PE). In HD putamen, ester-linked 22:6 was lower in all phospholipid classes promoting a decrease in the relative abundance of ester polyunsaturated fatty acids in PE. No differences in phospholipid composition were identified in the caudate, grey cortex or cerebellum. Ether-linked PE fatty acids appear protected in the HD brain, as no changes were identified. The nature of phospholipid alterations in the HD brain is dependent on the lipid (subclass, species, and bond type) and the location.

Constitutive oxidants from hepatocytes of male iPLA2β-null mice increases the externalization of phosphatidylethanolamine on plasma membrane

We have found that group VIA calcium-independent phospholipase A2 (iPLA2β) has specificity for hydrolysis of phosphatidylethanolamine (PE) in mouse livers. Phospholipids (PLs) are transported to plasma membrane and some PLs including PE are externalized to maintain membrane PL asymmetry. Here we demonstrated that hepatocytes of iPLA2β-null (KO) mice showed an increase in PE containing palmitate and oleate. We aimed to examine whether externalization of PE on the outer leaflets could be affected by iPLA2β deficiency and its modulation by reactive oxygen species (ROS) or apoptosis. As duramycin has high affinity to PE, we used duramycin conjugated with biotin (DLB) and streptavidin 488 as a probe for detection of externalized PE. Compared to WT, naïve KO hepatocytes showed an increase in both PE externalization and ROS generation. These events were observed in male but not in female KO mice. Hydrogen peroxide or menadione treatment enhanced PE externalization to the same extent for both male/female WT and KO hepatocytes. By indirect immunofluorescence, DLB-streptavidin staining was observed as small punctuated spots on the cell surface of menadione-treated KO hepatocytes. Unlike the reported PS externalization, CD95/FasL treatment did not lead to any increase in PE externalization, and iPLA2β deficiency-dependent PE externalization was also not correlated with apoptosis. Thus, constitutive (but not induced) ROS generation in iPLA2β-deficient hepatocytes leads to PE externalization observed only in male mice. Such PE externalization may imply detrimental effects regarding further oxidation of PE fatty acids and the binding with pathogens on the outer leaflets of hepatocyte plasma membrane.

Fumonisin B1 induced compositional modifications of the renal and hepatic membrane lipids in rats – Dose and exposure time dependence

ABSTRACTMale Wistar rats were intraperitoneally dosed with fumonisin B1 (FB1; 0, 20, 50 and 100 mg kg−1 dietary dose equivalent) for 5 & 10 days to assess dose- and time-dependent effects on renal and hepatic phosphatidylcholine (PC), phosphatidylinositol (PI) and phosphatidylethanolamine (PE) fatty acid (FA) profiles. Renal PC showed increasing FA saturation (SAT) after 5 days; after 10 days polyunsaturation (PUFA) decreased markedly (Σ n3 (total n3), Σ n6, PUFA, unsaturation index (UI) and average FA chain length (ACL)), mostly with linear dose response. In the PI FAs similar changes were observed, decreasing monounsaturated FA, PUFA, UI and ACL (5 & 10 days), while the PE fraction was responsive in Σ n6 (↓) and SAT (↑), but only after 5 days (without dose response for both PI & PE). Liver PC exhibited increasing saturation (C16:0), decreasing polyunsaturation (C20:3 n6 [dihomo-γ-linolenic acid, DGLA]; C20:3 n3); the PI FA profile showed similar alterations after 5 days. PC & PI FA failed to respond in a dose-dependent manner to FB1. In PE FA profile DGLA decreased, with a decrease of the total n6 FA proportion and dose-dependent increase of n3 FAs. Results revealed expressed renal sensitivity, supporting our earlier published results in terms of oxidative stress and histopathological modifications.

Thermal Adaptation and Fatty Acid Composition of Major Phospholipids in the Plain Sculpin Myoxocephalus jaok at Different Temperatures of Natural Habitat

The composition of phospholipids (PLs), fatty acids (FAs), molecular species of major membrane lipids phosphatidylcholine (PC) and phosphatidylethanolamine (PE) as well as the cholesterol (CL) level in the gills and liver of the plain sculpin Myxocephalus jaok were analyzed at different habitat temperatures (18, 9, 0°C). Polar lipids and cholesterol were shown to be actively involved in adaptation of the plain sculpin to changes in environmental temperature. A decrease in temperature evoked multidirectional changes in the level of monoenoic (MUFA) and polyenoic (PUFA) FAs, ω-3 PUFA, etheric PLs, and in the unsaturation index (UI) of FAs in PC and PE of th e plain sculpin organs. Changes in the composition of PL molecular forms were unidirectional in all organs but showed some organ specificity. Thus, PC showed an increase in the total percentage of SFA/PUFA and MUFA/PUFA containing predominantly 20:5, 22:5 and 22:6 of PUFA and a decrease in the percentage of SFA/MUFA and PUFA/PUFA as well as in the level of alkylacyl forms of PC. PE showed an increase in the percentage of MUFA/PUFA and a decrease in that of SFA/PUFA and PUFA/PUFA as well as in the level of alkenylacyl forms of PE. Despite a close FA composition of PC and PE, the repertoire of their molecular forms differed in an organ- and temperature-dependent manner. Molecular mechanisms of thermal adaptation in the plain sculpin organs were traced more distinctly at the level of PC and PE molecular forms rather than in their FA spectrum.

Complex Relation Between Diet and Phospholipid Fatty Acids in Children With Cystic Fibrosis

Altered total plasma n-6 and n-3 fatty acids are common in cystic fibrosis (CF). Whether alterations extend to plasma phosphatidylcholine (PC) and phosphatidylethanolamine (PE) and are explained by diet is unclear. The present study was to describe the dietary intake of a large group of children with CF and to determine whether dietary fat composition explains differences in plasma PC and PE fatty acids between children with and without CF. Dietary intake was assessed using a food frequency questionnaire. Venous blood was collected. Plasma PC and PE were separately analyzed for fatty acids. Children with CF, n = 74, consumed more calories and fat (g/day and % energy), with significantly more saturates mainly from dairy foods and less polyunsaturates including linoleic acid (LA), arachidonic acid (ARA), eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA) (% fat) than reference children, n = 71. A subset of children with CF, not differing in dietary intake from the larger group, had significantly lower LA and DHA, but higher EPA in plasma PC and had higher LA and lower ARA and DHA in plasma PE, compared to a subset of reference children. In both groups, LA intake and LA in plasma PC and PE were not associated. EPA and DHA intakes were positively associated with EPA and DHA, respectively, in plasma PC, but not PE, in reference children only. The fatty acid composition of plasma PC and PE is altered in CF. Fatty acid differences between children with and without CF are inconsistent between PC and PE and are not explained by dietary fat.

Induction of an altered lipid phenotype by two cancer promoting treatments in rat liver

Changes in lipid metabolism have been associated with tumor promotion in rat liver. Similarities and differences of lipid parameters were investigated using the mycotoxin fumonisin B1 (FB1) and the 2-acetylaminofluorene/partial hepatectomy (AAF/PH) treatments as cancer promoters in rat liver. A typical lipid phenotype was observed, including increased membranal phosphatidylethanolamine (PE) and cholesterol content, increased levels of C16:0 and monounsaturated fatty acids in PE and phosphatidylcholine (PC), as well as a decrease in C18:0 and long-chained polyunsaturated fatty acids in the PC fraction. The observed lipid changes, which likely resulted in changes in membrane structure and fluidity, may represent a growth stimulus exerted by the cancer promoters that could provide initiated cells with a selective growth advantage. This study provided insight into complex lipid profiles induced by two different cancer promoting treatments and their potential role in the development of hepatocyte nodules, which can be used to identify targets for the development of chemopreventive strategies against cancer promotion in the liver.

Dietary fatty acid composition and the homeostatic regulation of mitochondrial phospholipid classes in red muscle of rainbow trout (Oncorhynchus mykiss).

Although dietary lipid quality markedly affects fatty acid (FA) composition of mitochondrial membranes from rainbow trout red muscle (Oncorhynchus mykiss), mitochondrial processes are relatively unchanged. As certain classes of phospholipids interact more intimately with membrane proteins than others, we examined whether specific phospholipid classes from these muscle mitochondria were more affected by dietary FA composition than others. To test this hypothesis, we fed trout with two diets differing only in their FA composition: Diet 1 had higher levels of 18:1n-9 and 18:2n-6 than Diet 2, while 22:6n-3 and 22:5n-6 were virtually absent from Diet 1 and high in Diet 2. After 5 months, trout fed Diet 2 had higher proportions of phosphatidylcholine (PC) and less phosphatidylethanolamine (PE) in mitochondrial membranes than those fed Diet 1. The FA composition of PC, PE and cardiolipin (CL) showed clear evidence of regulated incorporation of dietary FA. For trout fed Diet 2, 22:6n-3 was the most abundant FA in PC, PE and CL. The n-6 FA were consistently higher in all phospholipid classes of trout fed Diet 1, with shorter n-6 FA being favoured in CL than in PC and PE. Despite these marked changes in individual FA levels with diet, general characteristics such as total polyunsaturated FA, total monounsaturated FA and total saturated FA were conserved in PE and CL, confirming differential regulation of the FA composition of PC, PE and CL. The regulated changes of phospholipid classes presumably maintain critical membrane characteristics despite varying nutritional quality. We postulate that these changes aim to protect mitochondrial function.

Determination of fatty acids of phosphatidylethanolamine, phosphatidylcholine, phosphatidylinositol and phosphatidylserine from the cephalopedal and total body of edible snail Helix lucorum

Objective: The objective of the study was to examine the nutritive value of Helix lucorum meat and to create awareness about fatty acid composition of phospholipid subclasses of the total body and cephalopedal tissues of the snail. Methods: Thin layer chromatography plates contained lipid samples placed in the chromatography tank containing: chloroform/ethanol/water/triethylamine. The phospholipid subclasses were dissolved in about 5 ml of methanol and 5 drop of sulfuric acid. The mixture was refluxed for 2 h to form fatty acid methyl esters at 85 °C. Fatty acids were detected by Gas chromatography. Results: The most noteworthy result was the high level of C20:2ω6 in PE (10.49%-11.35%) and PC (17.33%-12.96%). Appreciable quantity of essential fatty acid C18:2ω6 was determined in PC (20.85%-17.46%) and PE (16.88%-17.53%) from both tissues. Precursor of eicosanoids, C20:4ω6 was found apparently high in PI, PS and PE of the total body. The highest level of ΣPUFA was 63.90% in PE from total body whereas the highest level of ΣSFA was 60.79% in PI from the cephalopedal. ΣMUFA level was pretty low in PI, PS and PE. Conclusion: The study is a guide for biochemical and nutritional value of edible snails and can be useful for further investigation on physiological and systematic studies of other species.

Fatty acid and phospholipid biosynthetic pathways are regulated throughout mammary epithelial cell differentiation and correlate to breast cancer survival

This work combined gene and protein expression, gas chromatography-flame ionization detector, and hydrophilic interaction liquid chromatography-tandem mass spectrometry to compare lipid metabolism changes in undifferentiated/proliferating vs. functionally differentiated mammary epithelial cells (MECs) and to study their correlation to breast cancer survival. Sixty-eight genes involved in lipid metabolism were changed in MEC differentiation. Differentiated cells showed induction of Elovl6 (2-fold), Scd1 (4-fold), and Fads2 (2-fold), which correlated with increased levels of C16:1 n-7 and C18:1 n-9 (1.5-fold), C20:3 n-6 (2.5-fold), and C20:4 n-6 (6-fold) fatty acids (FAs) and more phospholipids (PLs) containing these species. Further, increased expression (2- to 3-fold) of genes in phosphatidylethanolamine (PE) de novo biosynthesis resulted in a 20% PE increase. Proliferating/undifferentiated cells showed higher C16:0 (1.7-fold) and C18:2 n-6 (4.2-fold) levels and more PLs containing C16:0 FAs [PC(16:0/16:1), PG(16:0/18:2), PG(16:0/18:1), and SM(16:0/18:0)]. Kaplan-Meier analysis of data from 3455 patients with breast cancer disclosed a positive correlation for 59% of genes expressed in differentiated MECs with better survival. PE biosynthesis and FA oxidation correlated with better prognosis in patients with breast cancer, including the basal-like subtype. Therefore, genes involved in mammary gland FA and PL metabolism and their resulting molecular species reflect the cellular proliferative ability and differentiation state and deserve further studies as potential markers of breast cancer progression

Turnover of nonessential fatty acids in cardiolipin from the rat heart

Cardiolipin (CL) is a unique phospholipid (PL) found in the mitochondria of mammalian cells. CL remodeling is accompanied by turnover of its fatty acid acyl groups. Abnormalities in CL remodeling have been found in Barth's syndrome, diabetes, and obesity. The objective of this study was to determine nonessential fatty acid turnover in CL and phosphatidylethanolamine (PE) in the rat heart in vivo. Sprague-Dawley rats were fed either a regular chow or a high-fat diet for 15 weeks, and consumed 6% deuterium-enriched drinking water as a tracer for 14 days. CL and PE were extracted from cardiac tissue and isolated by TLC. Fatty acids from CL, PE, and plasma were analyzed by GC/MS for deuterium incorporation. Results showed oleate and vaccenate turnover were the highest in CL whereas palmitate and stearate turnover were low. Among the nonessential fatty acids in PE, turnover of stearate and vaccenate were the highest. The high turnover rate in vaccenate was unexpected, because vaccenate previously had no known metabolic or physiologic function. In conclusion, the similarly high turnover rates of both oleate and vaccenate readily suggest that remodeling is an important functional aspect of PL metabolism in CL.

Inverse Association between trans Isomeric and Long-Chain Polyunsaturated Fatty Acids in Pregnant Women and Their Newborns: Data from Three European Countries

Background:trans unsaturated fatty acids are thought to interfere with essential fatty acid metabolism. To extend our knowledge of this phenomenon, we investigated the relationship between trans isomeric and long-chain polyunsaturated fatty acids (LCPUFA) in mothers during pregnancy and in their infants at birth. Methods: Fatty acid composition of erythrocyte phosphatidylcholine (PC) and phosphatidylethanolamine (PE) was determined in Spanish (n = 120), German (n = 78) and Hungarian (n = 43) women at the 20th and 30th week of gestation, at delivery and in their newborns. Results: At the 20th week of gestation, the sum of trans fatty acids in PE was significantly (p < 0.01) lower in Hungarian [0.73 (0.51), % wt/wt, median (IQR)] than in Spanish [1.42 (1.36)] and German [1.30 (1.21)] women. Docosahexaenoic acid (DHA) values in PE were significantly (p < 0.01) higher in Hungarian [5.65 (2.09)] than in Spanish [4.37 (2.60)] or German [4.39 (3.3.2)] women. The sum of trans fatty acids significantly inversely correlated to DHA in PCs in Spanish (r = –0.37, p < 0.001), German (n = –0.77, p < 0.001) and Hungarian (r = –0.35, p < 0.05) women, and in PEs in Spanish (r = –0.67, p < 0.001) and German (r = –0.71, p < 0.001), but not in Hungarian (r = –0.02) women. Significant inverse correlations were seen between trans fatty acids and DHA in PEs at the 30th week of gestation (n = 241, r = –0.52, p < 0.001), at delivery (n = 241, r = –0.40, p < 0.001) and in cord lipids (n = 218, r = –0.28, p < 0.001). Conclusion: Because humans cannot synthesize trans isomeric fatty acids, the data obtained in the present study support the concept that high maternal trans isomeric fatty acid intake may interfere with the availability of LCPUFA both for the mother and the fetus.

A Critical Role for Ceramide Synthase 2 in Liver Homeostasis: I. ALTERATIONS IN LIPID METABOLIC PATHWAYS

Ceramide is an important lipid signaling molecule that plays critical roles in regulating cell behavior. Ceramide synthesis is surprisingly complex and is orchestrated by six mammalian ceramide synthases, each of which produces ceramides with restricted acyl chain lengths. We have generated a CerS2 null mouse and characterized the changes in the long chain base and sphingolipid composition of livers from these mice. Ceramide and downstream sphingolipids were devoid of very long (C22-C24) acyl chains, consistent with the substrate specificity of CerS2 toward acyl-CoAs. Unexpectedly, C16-ceramide levels were elevated, and as a result, total ceramide levels were unaltered; however, C16-ceramide synthesis in vitro was not increased. Levels of sphinganine were also significantly elevated, by up to 50-fold, reminiscent of the effect of the ceramide synthase inhibitor, fumonisin B1. With the exceptions of glucosylceramide synthase and neutral sphingomyelinase 2, none of the other enzymes tested in either the sphingolipid biosynthetic or degradative pathways were significantly changed. Total glycerophospholipid and cholesterol levels were unaltered, although there was a marked elevation in C18:1 and C18:2 fatty acids in phosphatidylethanolamine, concomitant with a reduction in C18:0 and C20:4 fatty acids. Finally, differences were observed in the biophysical properties of lipid extracts isolated from liver microsomes, with membranes from CerS2 null mice displaying higher membrane fluidity and showing morphological changes. Together, these results demonstrate novel modes of cross-talk and regulation between the various branches of lipid metabolic pathways upon inhibition of very long acyl chain ceramide synthesis.

Determination of intramuscular phospholipid classes and molecular species in Gaoyou duck

In this study, intramuscular phospholipid classes and molecular species in Gaoyou duck meat were determined. Classes of phospholipids were identified and quantified by normal phase HPLC combined with UV and evaporative light scattering detectors (ELSD). The main phospholipid classes (phosphatidylcholine and phosphatidylethanolamine) were prepared on a semi-preparative silica gel column by HPLC. Reverse phase HPLC was coupled in parallel with both an ELSD and a mass spectrometry in order to characterise molecular species of phosphatidylcholine (PC) and phosphatidylethanolamine (PE). The results showed that Gaoyou duck meat had high quantities of PC and PE (64.66% and 28.10% of total phospholipids, respectively). Arachidonic acid was mainly present in PE and formed molecular species containing a saturated fatty acid, such as stearic or myristic acid; however, oleic acid together with palmitic or stearic acid formed the main molecular species in PC. The content of the molecular species with polyunsaturated fatty acids in PE accounted for 98.33%, while that in PC only 46.20%.

Lipid characterization of both wild and cultured eggs of cuttlefish (Sepia officinalisL.) throughout the embryonic development

The present work reports a characterization of mean wet weight and moisture, the lipid class and fatty acid (FA) composition from the total lipids (TL), of both culture and wild eggs of the cuttlefish, Sepia officinalis, throughout the embryonic development. Additionally, reproductive data, such as the number of spawnings, number and mean weight of eggs and duration of spawning period of cultured cuttlefish is provided. Both types of eggs were similar in mean wet weight, moisture content, TL content and lipid composition throughout embryonic development. Females from the cultured group spawned 13 times and laid 8654 eggs in 64 days, with a mean weight of 0.607 ± 0.179 g. A sex ratio of 1.57 (11♀ for 7♂) promoted an individual fecundity of 787 eggs/♀ (the biggest until now on our culture facilities), which might be related to increased bottom areas. The TL increased with day/stage of embryonic development (P 0.05). Eggs displayed predominant levels of phosphatidylcholine, phosphatidylethanolamine (PE), cholesterol and triacylglycerol at the end of embryonic development. Polar and neutral lipids of both eggs groups remained consistently proportional (∼50% for each lipid fraction) and a significant increase (P < 0.05) was observed in phosphatidylserine, PE and free FA throughout the embryonic development. In either egg type and day, 16:0, 18:0, 20:5n-3 and 22:6n-3 accounted for approximately 70 g Kg−1 of all FA and saturated and n-3 totals seemed to have the same proportion in the cuttlefish eggs. The present results suggest that lipids are not used as energetic substrate but as structural components in cuttlefish egg.

Hypolipidemic Drugs Can Change the Composition of Rat Brain Lipids

Hypolipidemic drugs are potent serum cholesterol lowering agents used for prevention of coronary heart disease. In addition to their cholesterol lowering effect, these drugs exhibit both pleiotropic beneficial and various neurological side effects. Therefore, we analysed effect of the hypolipidemic drugs, fenofibrate and statins, on membrane lipid composition in the rat brain tissue. Male Wistar rats were given 0.1 mg of fenofibrate, lovastatin, pravastatin, fluvastatin or placebo (control) once daily for six weeks. In rats treated with lovastatin or pravastatin, decreased cholesterol and increased ceramide monohexoside contents in the brain tissue were observed in comparison with control. Treatment with fluvastatin or lovastatin resulted in increased sphingomyelin and decreased diphosphatidylglycerol contents. The most important changes in the fatty acid profile were observed in ceramide monohexosides; treatment with fluvastatin decreased the content of saturated and increased the content of polyunsaturated fatty acids. Fenofibrate treatment led to decreased content of saturated fatty acids in phosphatidylethanolamines. In conclusion, statin treatment resulted in the decreased content of cholesterol and diphosphatidylglycerol associated with the increased content of sphingolipids in the rat brain tissue. As cholesterol and sphingolipids are important components of brain membranes, the observed alterations in the composition brain lipids might be involved in genesis of neurological and mental symptoms following statin therapy.

Polyunsaturated fatty acids in total lipid and phospholipids of chilean scallop Argopecten purpuratus (L.) larvae: effects of diet and temperature

The composition of lipids and fatty acids of larval scallop Argopecten purpuratus were determined when cultured at one of two temperatures and using one of the three algal diets. Larvae grown at 12 °C had the lowest values of phosphatidylcholine (PC) and highest values of cholesterol and steryl esters (SE). The ratio of triacylglycerol (TAG)/cholesterol was affected by temperature but not by diet and the lowest values were observed in larvae grown at 12 °C. By using the ratio of TAG/cholesterol as an index of larval condition, the best condition was observed at the begining of the experiment, before feeding, with values of 3.9 and 2.9 in eggs and D-larvae, respectively. The best culture conditions for larval scallop from this point of view was a temperature of 19 °C and a diet of Isochrysis galbana grown at 25 °C while the poorest condition was observed in larvae cultured at 12 °C and 19 °C and fed the mixture of Isochrysis aff galbana (clone T- Iso) high-protein and Chaetoceros neogracile high-protein (IH/GH diet). However, no significant differences in the growth rate and survival of larvae fed different diets were detected. I. galbana grown at 25 °C had no detectable percentage of arachidonic acid (ARA; 20:4 n−6), but larvae grew well and ARA was detected in PC and phosphatidylethanolamine (PE) in similar quantities to other diets. This suggests ARA may not be essential during early life stages of larval Chilean scallops. Total lipids and PC of larvae were affected by the diet in their ratio of docosahexaenoic acid (DHA; 22:6 n−3)/eicosapentaenoic acid (EPA; 20:5 n−3), but PE composition was highly conserved and was unaffected by diet. DHA/EPA ratio in total lipid and in PC showed highest values when larvae were fed I. galbana grown at 25 °C. Temperature affected the total highly unsaturated fatty acids (HUFA) in total lipids, PC and PE of larvae. In all cases values were lowest when larvae were cultured at 12 °C. In addition, increased temperature increased the ratio of EPA/ARA in PC and decreased the ratio of monounsaturated fatty acids (MUFA)/saturated fatty acids in PE. The ratio of n−6/ n−3 PUFA was constant in total lipid, PE and PC of larval scallops regardless of temperature or diet.

Human Group IVC Phospholipase A2(cPLA2γ): ROLES IN THE MEMBRANE REMODELING AND ACTIVATION INDUCED BY OXIDATIVE STRESS

To create the unique properties of a certain cellular membrane, both the composition and the metabolism of membrane phospholipids are key factors. Phospholipase A(2) (PLA(2)), with hydrolytic enzyme activities at the sn-2 position in glycerophospholipids, plays critical roles in maintaining the phospholipid composition as well as producing bioactive lipid mediators. In this study we examined the contribution of a Ca(2+)-independent group IVC PLA(2) isozyme (cPLA(2)gamma), a paralogue of cytosolic PLA(2)alpha (cPLA(2)alpha), to phospholipid remodeling. The enzyme was localized in the endoplasmic reticulum and Golgi apparatus, as seen using green fluorescence fusion proteins. Electrospray ionization mass spectrometric analysis of membrane extracts revealed that overexpression of cPLA(2)gamma increased the proportion of polyunsaturated fatty acids in phosphatidylethanolamine, suggesting that the enzyme modulates the phospholipid composition. We also found that H(2)O(2) and other hydroperoxides induced arachidonic acid release in cPLA(2)gamma-transfected human embryonic kidney 293 cells, possibly through the tyrosine phosphorylation pathway. Thus, we propose that cPLA(2)gamma is constitutively expressed in the endoplasmic reticulum and plays important roles in remodeling and maintaining membrane phospholipids under various conditions, including oxidative stress.

Specific binding of Ro 09-0198 (cinnamycin) to phosphatidylethanolamine: a thermodynamic analysis.

Ro 09-0198 (cinnamycin) is a tetracyclic peptide antibiotic that is used to monitor the transbilayer movement of phosphatidylethanolamine (PE) in biological membranes during cell division and apoptosis. The molecule is one of the very rare examples where a small peptide binds specifically to a particular lipid. In model membranes and biological membranes containing phosphatidylethanolamine, Ro 09-0198 forms a 1:1 complex with this lipid. We have measured the thermodynamic parameters of complex formation with high sensitivity isothermal titration calorimetry and have investigated the structural consequences with deuterium and phosphorus solid-state NMR. Complex formation is characterized by a large binding constant, K0, of 10(7) to 10(8) M(-1), depending on the experimental conditions. The reaction enthalpy, DeltaHdegrees, varies between zero at 10 degrees C to strongly exothermic -10 kcal/mol at 50 degrees C. For large vesicles with a diameter of approximately 100 nm, DeltaHdegrees decreases linearly with temperature and the molar heat capacity of complex formation can be evaluated as = -245 cal/mol, indicating a hydrophobic binding mechanism. The free energy of binding is DeltaGdegrees = -10.5 kcal/mol and shows only little temperature dependence. The constancy of DeltaGdegrees together with the distinct temperature-dependence of DeltaHdegrees provide evidence for an entropy-enthalpy compensation mechanism: at 10 degrees C, complex formation is completely entropy-driven, at 50 degrees C it is enthalpy-driven. Varying the PE fatty acid chain-length between 6 and 18 carbon atoms produces similar binding constants and DeltaHdegrees values. Addition of Ro 09-0198 to PE containing bilayers eliminates the typical bilayer structure and produces 2H- and 31P-NMR spectra characteristic of slow isotropic tumbling. This reorganization of the lipid matrix is not limited to PE but also includes other lipids.

Environmental constraints on the lipid composition and metabolism of euphausiids: the case ofEuphausia superbaandMeganyctiphanes norvegica

Antarctic (Euphausia superba) and northern krill (Meganyctiphanes norvegica) are characterised by large-scale spatial distributions. Euphausia superba is limited to the Southern Ocean, while M. norvegica is present from the Arctic Ocean to the Mediterranean Sea. Euphausia superba structural lipids showed little mesoscale variability. Specific differences between phosphatidylcholine and phosphatidylethanolamine fatty acid composition exceeded variability related to sampling stations. On a larger scale (Southern Ocean), fatty acid composition of both total polar lipids and phosphatidylcholine confirmed the reduced level of regional variability. Similar comparisons between female M. norvegica collected at two extreme sites in terms of temperature regime (Kattegat and Ligurian Sea) during two seasons (spring-summer and fall-winter) suggested a more complex picture. Levels of phosphatidylethanolamine, lysophosphatidylcholine, and diphosphatidylglycerol showed significant differences between sites. During spring- summer, a lower content of phosphatidylethanolamine and lysophosphatidylcholine was observed for the Ligurian Sea population. Fatty acid composition of total polar lipids was significantly different at both sites. Comparisons between spring-summer populations at both sites showed higher percentages of 22:6n-3 and a lower content in saturated and monoenoic acids for the Ligurian Sea, suggesting some degree of adaptation to temperature regime.