Comparison of <i>Cis</i> and <i>Trans</i> Fatty Acid Containing Phosphatidylcholines on Membrane Properties

Roach, Charles; Feller, Scott E.; Ward, Jesse A.; Shaikh, Saame Raza; Zérouga, Mustapha; Stillwell, William

doi:10.1021/bi049917r

Cited by 135 publications

(126 citation statements)

References 35 publications

(58 reference statements)

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“…For the DPPC bilayer treated with the mixture of PBS and methanol (control), the sharp endothermic peak due to the phase transition from the gel phase to the liquid-crystalline phase was observed at 40.8°C. This temperature is lower than the phase transition temperature of pure DPPC reported by other researchers, 11,18) and the reduction in phase transition temperature occurred probably because of the effect of methanol in the treatment solution. Tran et al reported a similar effect induced by ethanol.…”

Section: Resultscontrasting

confidence: 57%

“…There are many reports that perturbation of the lipid-packing order increases drug permeability. [11][12][13] In addition, recent studies have shown that altering membrane fluidity influences carrier-mediated transport, such as P-glycoprotein-mediated efflux. [14][15][16] Because DHA and EPA have multiple double bonds, they should change the lipid packing drastically.…”

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confidence: 99%

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Docosahexaenoic Acid and Eicosapentaenoic Acid Induce Changes in the Physical Properties of a Lipid Bilayer Model Membrane

Onuki

Morishita

Chiba

et al. 2006

CHEMICAL & PHARMACEUTICAL BULLETIN

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Section: Resultscontrasting

confidence: 57%

mentioning

confidence: 99%

Docosahexaenoic Acid and Eicosapentaenoic Acid Induce Changes in the Physical Properties of a Lipid Bilayer Model Membrane

Onuki

Morishita

Chiba

et al. 2006

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…7,8 By their incorporation into the phospholipids in cell membranes, trans fatty acids may also alter the membrane function and decrease the membrane fluidity in a manner similar to saturated fat. 35 The prospective design of the preset study is a noteworthy strength; the occurrence of disease could not influence biomarker contents in erythrocytes and plasma. Moreover, we adjusted for major lifestyle and dietary risk factors for CHD and other classes of fatty acids in erythrocytes.…”

Section: Discussionmentioning

confidence: 99%

A Prospective Study of Trans Fatty Acids in Erythrocytes and Risk of Coronary Heart Disease

et al. 2007

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Background-High consumption of trans fat has been linked to the risk of coronary heart disease (CHD). We assessed the hypothesis that higher trans fatty acid contents in erythrocytes were associated with an elevated risk of CHD in a nested case-control study among US women. Methods and Results-Blood samples were collected from 32 826 participants of the Nurses' Health Study from 1989 to 1990. During 6 years of follow-up, 166 incident cases of CHD were ascertained and matched with 327 controls.Total trans fatty acid content in erythrocytes was significantly correlated with dietary intake of trans fat (correlation coefficientϭ0.44, PϽ0.01) and was associated with increased plasma low-density lipoprotein cholesterol (P for trend ϭ0.06), decreased plasma high-density lipoprotein cholesterol concentrations (P for trend Ͻ0.01), and increased plasma low-density lipoprotein to high-density lipoprotein ratio (P for trend Ͻ0.01). After adjustment for age, smoking status, and other dietary and lifestyle cardiovascular risk factors, higher total trans fatty acid content in erythrocytes was associated with an elevated risk of CHD. The multivariable relative risks (95% confidence intervals) of CHD from the lowest to highest quartiles of total trans fatty acid content in erythrocytes were 1.0 (reference), 1.6 (0.7 to 3.6), 1.6 (0.7 to 3.4), and 3.3 (1.5 to 7.2) (P for trend Ͻ0.01). The corresponding relative risks were 1.0, 1.1, 1.3, and 3.1 (P for trend Ͻ0.01) for a total of 18:1 trans isomers and 1.0, 1.5, 2.5, and 2.8 (P for trend Ͻ0.01) for a total of 18:2 trans isomers. Conclusions-These biomarker data provide further evidence that high trans fat consumption remains a significant risk factor for CHD after adjustment for covariates. Key Words: blood cells Ⅲ coronary disease Ⅲ fatty acids Ⅲ women T rans fat, primarily found in partially hydrogenated vegetable oils, is produced by the food industry to create solid fats from liquid oils. These fats increase the shelf life of food products and enhance the stability of frying oils. Trans fat accounts for 2 to 3% of total energy intake in US populations. 1 In a meta-analysis of 8 welldesigned controlled trials, Mensink et al showed that, of all types of fatty acids, trans fatty acids had the strongest effect on raising the serum total cholesterol to high-density lipoprotein (HDL) ratio, 2 a known predictor of coronary heart disease (CHD) risk. 3 Trans fatty acids also increase lipoprotein (a) 4,5 and plasma triacylglycerol levels 6 and are associated with systemic inflammation, endothelial dysfunction, 7,8 and increased risks of type 2 diabetes, 9 all of which are previously demonstrated independent risk factors for CHD. Clinical Perspective p 1865Several prospective cohort studies have found a positive association between trans fat intake and the risk of CHD. 10 -14 With data combined from 4 such studies, [11][12][13][14] Mozaffarian et al estimated a pooled relative risk of 1.23 (95% CI, 1.11 to 1.37) for every 2% energy from trans fat intake at baseline. 7 However, the eff...

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“…Studies of lipid monolayers at the air-water interface have made important contributions to our understanding of lipid-lipid interactions in lipid bilayers and are particularly useful to estimate the lateral area occupied by membrane molecules (21). However, it should be pointed out that cholesterol-lipid interactions in a monolayer are very different from those in a lipid bilayer.…”

Section: A Cholesterol-containing Monolayer At the Air-water Interfacmentioning

confidence: 99%

Assess the nature of cholesterol–lipid interactions through the chemical potential of cholesterol in phosphatidylcholine bilayers

Ali

Cheng²,

Huang³

2007

Proc. Natl. Acad. Sci. U.S.A.

143

168

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Cholesterol plays a vital role in determining the physiochemical properties of cell membranes. However, the detailed nature of cholesterol-lipid interactions is a subject of ongoing debate. Existing conceptual models, including the Condensed Complex Model, the Superlattice Model, and the Umbrella Model, identify different molecular mechanisms as the key to cholesterol-lipid interactions. In this work, the compositional dependence of the chemical potential of cholesterol in cholesterol/phosphatidylcholine mixtures was systematically measured at high resolution at 37°C by using an improved cholesterol oxidase (COD) activity assay. The chemical potential of cholesterol was found to be much higher in di18:1-PC bilayers than in di16:0-PC bilayers, indicating a more favorable interaction between cholesterol and saturated chains. More significantly, in 16:0,18:1-PC and di18:1-PC bilayers, the COD initial-reaction rate displays a series of distinct jumps near the cholesterol mole fractions ( biomembrane ͉ chemical activity ͉ free energy ͉ liposome ͉ rapid solvent exchange method C holesterol plays a vital role in determining the physiochemical properties of cell membranes. The presence of cholesterol in a lipid membrane can drastically increase lipid acyl chain order, induce cholesterol regular distributions (superlattices) or lipid raft domains, and modulate the activities of surface-acting enzymes (1-4). Despite significant technical advances in membrane research in recent years, the detailed nature of cholesterol-lipid interactions is a subject of ongoing debate. Existing conceptual models, including the Condensed Complex Model, the Superlattice Model, and the Umbrella Model, identify different molecular mechanisms as the key to cholesterol-lipid interactions in biomembranes. Clearly, there is an urgent need to establish a general cholesterol-lipid interaction theory that can explain how cholesterol supports or modulates important functions in cell membranes and perhaps can predict the behavior and functional role of cholesterol in complex membranes. Condensed Complex Model.This model was initially proposed based on a study of lipid monolayers at the air-water interface (5). The model hypothesizes the existence of low free-energy stoichiometric cholesterol-lipid complexes that occupy smaller molecular lateral areas (5, 6). At a stoichiometric composition, a sharp jump in cholesterol chemical potential ( C ) has been predicted (6, 7), as shown in Fig. 1a. Because the proposed condensed complex has a compact low-energy structure, the model explicitly predicted that cholesterol can form condensed complexes with lipids with which it can mix favorably, such as phosphatidylcholine (PC) with long saturated chains or sphingomyelins. It has also been suggested that cholesterol superlattices as well as lipid rafts are examples of the proposed condensed complexes (6,8). According to this model, the ability to form cholesterol-lipid condensed complexes represents an essential feature of cholesterol-lipid interactions.Superlatti...

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Comparison of Cis and Trans Fatty Acid Containing Phosphatidylcholines on Membrane Properties

Cited by 135 publications

References 35 publications

Docosahexaenoic Acid and Eicosapentaenoic Acid Induce Changes in the Physical Properties of a Lipid Bilayer Model Membrane

Docosahexaenoic Acid and Eicosapentaenoic Acid Induce Changes in the Physical Properties of a Lipid Bilayer Model Membrane

A Prospective Study of Trans Fatty Acids in Erythrocytes and Risk of Coronary Heart Disease

Assess the nature of cholesterol–lipid interactions through the chemical potential of cholesterol in phosphatidylcholine bilayers

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