Abstract:
:A myriad of health benefits including the prevention of cancer and heart disease accompanies consumption of polyunsaturated fatty acids (PUFA). Of special importance is the omega-3-PUFA docosahexaenoic acid (DHA), with 22 carbons and six double bonds that constitute the most highly unsaturated fatty acid naturally occurring. Our experiments target the membrane as a likely site of action and focus upon the interaction of cholesterol with PUFA-containing phospholipids. They support the idea that steric incompatibility of the rigid steroid moiety for highly disordered PUFA chains promotes lateral segregation of lipids into PUFA-rich/sterol-poor and PUFA-poor/sterol-rich regions. Solid state 2H NMR and X-ray diffraction demonstrate that the solubility of cholesterol is low in polyunsaturated bilayers. In mixed membranes of phosphatidylethanolamine (PE) with the lipid raft-forming molecules sphingomyelin (SM) and cholesterol, diminished affinity of the sterol for 1-[2H31]palmitoyl-2-docosahexaenoylphosphatidylethanolamine ([2H31]16:0-22:6PE) relative to 1-[2H31]palmitoyl-2-oleoylphosphatidylethanolamine ([2H31]16:0-18:1PE) is identified by 2H NMR order parameters. Here, lies the origin of a potential biological advantage of the relatively modest increase in PUFA content of plasma membranes that would be conferred by dietary supplementation. We hypothesize that the enhanced propensity to form SM-/cholesterol-rich rafts as well as PUFA-rich/cholesterol-poor microdomains would modify the function of proteins for which these respective regions provide a platform.
journal_name
Chem Phys Lipidsjournal_title
Chemistry and physics of lipidsauthors
Wassall SR,Brzustowicz MR,Shaikh SR,Cherezov V,Caffrey M,Stillwell Wdoi
10.1016/j.chemphyslip.2004.09.007subject
Has Abstractpub_date
2004-11-01 00:00:00pages
79-88issue
1eissn
0009-3084issn
1873-2941pii
S0009-3084(04)00140-9journal_volume
132pub_type
杂志文章abstract::Ceramides with chemically modified polar headgroups were prepared and examined for their ability to form complex high axial ratio microstructures (CHARMS), potential drug delivery vehicles. In general, if the modified ceramide had either a hydrogen bond donor or acceptor at C-1 and C-3, including hydrophobic or hydrop...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(00)00204-8
更新日期:2001-01-01 00:00:00
abstract::The growth of cationic lipid dioctadecyldimethylammonium bromide (DODAB) toward bilayer lipid membrane (BLM) by solution spreading on cleaved mica surface was studied by atomic force microscopy (AFM). Bilayer of DODAB was formed by exposing mica to a solution of DODAB in chloroform and subsequently immersing into pota...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(02)00195-0
更新日期:2003-04-01 00:00:00
abstract::We studied dibucaine's effects on specific locations of n-(9-anthroyloxy)palmitic acid or stearic acid (n-AS) within phospholipids of synaptosomal plasma membrane vesicles isolated from bovine cerebral cortex (SPMV) and model membranes. Giant unilamellar vesicles (GUVs) were prepared with total lipids (SPMVTL) and mix...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2006.12.002
更新日期:2007-03-01 00:00:00
abstract::Amphotericin B (AmB) is the most effective antibiotic used in the treatment of systemic fungal infections. It is generally thought that the activity of this drug results from its interaction with ergosterol, the main sterol of fungi membranes. However, AmB also interacts with cholesterol, the major sterol of mammal me...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(96)02652-7
更新日期:1997-02-28 00:00:00
abstract::Copper-induced peroxidation of liposomal palmitoyllinoleoyl-phosphatidylcholine (PLPC) is inhibited by alpha-tocopherol at micromolar concentrations. In our previous study we found that when the liposomes contain phosphatidylserine (PS), nanomolar concentrations of Toc were sufficient to inhibit peroxidation. In an at...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2007.08.001
更新日期:2007-12-01 00:00:00
abstract::A comparative study of the polymorphism exhibited by the polymerizable, tubule-forming phospholipid 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3- phosphocholine (DC23PC) and its saturated analog 1,2-ditricosanoyl-sn-glycero-3-phosphocholine (DTPC) in aqueous suspension is reported. Differential scanning calorimetry (DSC...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(88)90092-8
更新日期:1988-10-01 00:00:00
abstract::The in vitro effect of apolipoprotein C-II (apo C-II) on the apolipoprotein C-III (apo C-III) induced activation of bovine milk lipoprotein lipase (LPL) was studied in vitro using a synthetic substrate. Apo C-III effectively inhibited, in a dose-dependent manner, the activation of lipoprotein lipase induced by apo C-I...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(87)90038-7
更新日期:1987-10-01 00:00:00
abstract::In cell biology (and in many biophysical) studies there is a natural tendency to consider ceramide as a highly condensed, solid-type lipid conferring rigidity and close packing to biomembranes. In the present work we advanced the understanding of the phase behavior of palmitoyl-ceramide restricted to a planar interfac...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2010.04.008
更新日期:2010-06-01 00:00:00
abstract::This article reviews the use of fluorescent lipids and free probes in the studies of lipid regular distribution in model membranes. The first part of this article summarizes the evidence and physical properties for lipid regular distribution in pyrene-labeled phosphatidylcholine (PC)/unlabeled PC binary mixtures as re...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章,评审
doi:10.1016/s0009-3084(02)00025-7
更新日期:2002-06-01 00:00:00
abstract::Phospholipase D activity is stimulated rapidly upon occupation of cell-surface receptors. One of the intracellular regulators of phospholipase D activity has been identified as ADP ribosylation factor (ARF). ARF is a small GTP binding protein whose function has been elucidated in vesicular traffic. This review puts in...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章,评审
doi:10.1016/0009-3084(96)02546-7
更新日期:1996-05-24 00:00:00
abstract::From 81 of human plasma of blood-group A Lea nonsecretors three different Lea blood-group active ceramide pentasaccharides (a total of 4.65 mg) have been isolated, all revealing glucose, galactose, N-acetylglucosamine and fucose in molar ratios of 1 : 2 : 1 : 1 as determined by gas liquid chromatography. A fourth bloo...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(78)90040-3
更新日期:1978-09-01 00:00:00
abstract::The study on aggregation capacity of novel imidazolium-containing amphiphiles of 1-(2-hydroxyethyl)alkylimidazolium bromide series and their interaction with bio-objects (DNA decamer, bovine serum albumin, phospholipid) was performed. It was revealed that introduction of hydroxyethyl moiety into the surfactant molecul...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2019.104791
更新日期:2019-09-01 00:00:00
abstract::Sphingolipids are recognized as signaling mediators in a growing number of pathways, and represent potential targets to address many diseases. The study of sphingolipid signaling in yeast has created a number of breakthroughs in the field, and has the potential to lead future advances. The aim of this article is to pr...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章,评审
doi:10.1016/j.chemphyslip.2013.10.006
更新日期:2014-01-01 00:00:00
abstract::The effect of Lp(a) on lipid metabolism in cells cultured from unaffected human aortic intima has been investigated. Lp(a) isolated from the blood of healthy subjects failed to alter intracellular neutral lipid content. On the other hand, Lp(a) obtained from coronary atherosclerosis patients induced a 1.5- to 2-5-fold...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(94)90135-x
更新日期:1994-01-01 00:00:00
abstract::Phosphatidylserine (PS) is an aminophospholipid that is prone to glycation. In oxidative conditions, glycated PS may lead to the formation of Amadori compounds and advanced glycated end products (AGEs), which are known to accumulate in diabetic patients. Nevertheless, there have been no studies that identified product...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2013.05.005
更新日期:2013-09-01 00:00:00
abstract::1-Acyl-2-succinyl glycero-3-phosphorylcholine (GPC) was synthesized and its properties described. Although 1-acyl-2-succinyl GPC is a good substrate for succinate dehydrogenase, experiments on the incorporation of [2,3-14C] succinate into mitochondrial lipids gave no evidence to indicate that it is an intermediate in ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(76)90042-6
更新日期:1976-11-01 00:00:00
abstract::Oxidised low density lipoprotein (LDL) was considered to be important in the pathogenesis of atherosclerosis, but the large clinical trials of antioxidants, including the first one using probucol (the PQRST Trial), failed to show benefit and have cast doubt on the importance of oxidised LDL. We have shown previously t...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2018.03.001
更新日期:2018-07-01 00:00:00
abstract::The lipidic cubic phase was prepared by mixing monoolein (monooleoyl-rac-glycerol, MO) with water in 64:36% ratio and applied to the solid support-glassy carbon or platinum electrodes. Highly viscous, homogeneous and transparent cubic phase film remained stable and firmly attached to the electrode surface. In order to...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(03)00051-3
更新日期:2003-07-01 00:00:00
abstract::The aggregative properties of highly pure GM3 ganglioside in aqueous solution have been studied by static and dynamic laser light scattering measurements and fluorescence spectroscopy experiments performed by the use of a GM3 derivative containing the pyrene group at the end of the fatty acid moiety. GM3 ganglioside s...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(90)90119-c
更新日期:1990-02-01 00:00:00
abstract::Various optically active hydroxy derivatives of polyunsaturated fatty acids were easily oxidised to their corresponding keto derivatives using Dess-Martin periodinane. The reaction was run on the millimolar scale with good yields and without appreciable isomerisation of the surrounding double bonds. Reduction of these...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(03)00087-2
更新日期:2003-10-01 00:00:00
abstract::For the design of new synthetic substrates for the assay of pancreatic lipases activity, acyl dialkylglycerols of variable chain length were prepared. Titrimetric assay of these substrates showed the highest lipolytic activity of porcine pancreas lipase (pPL) with butanoyl dibutylglycerol. The activity is lower but co...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(01)00143-8
更新日期:2001-06-01 00:00:00
abstract::Lamellar structures of intercellular lipids in stratum corneum of hairless mouse were studied at various water contents by small-angle X-ray diffraction. At room temperature there are at least two lamellar structures, long and short lamellar structures, with repeat distances of 13.6 and around 6 nm, respectively. The ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(02)00126-3
更新日期:2003-03-01 00:00:00
abstract::Small unilamellar vesicles (SUV) formed by egg yolk phosphatidylcholine (PC) and free oleic acid (OA) undergo aggregation induced by Ca2+ at pH greater than 7.0. The rate of the process, as monitored by turbidity changes, presents a linear dependence on phospholipid concentration and a hyperbolic dependence on Ca2+ co...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(88)90040-0
更新日期:1988-04-01 00:00:00
abstract::We found that extracellular addition of 2% bovine serum albumin (BSA) to a suspension of rabbit platelets after stimulation with platelet-activating factor resulted in a biphasic extraction of [3H]1-O-alkyl-2-O-methyl (or 2-O-methylcarbamyl)-sn-glycero-3-phosphocholine. A fast phase of extraction of the phospholipid p...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(97)02664-9
更新日期:1997-03-28 00:00:00
abstract::Isomeric diacylglycerophosphocholines containing various octadecynoic acids (4-, 6-, 9-, 12-, 14- and 17-octadecynoic acid) were synthesized and purified to homogeneity. Their behaviour in monolayers, when studied by the Langmuir-Blodgett film balance technique, revealed systematic relationships between structure and ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(94)90086-8
更新日期:1994-04-19 00:00:00
abstract::The mixing behavior of polymerizable diacetylenic phosphatidylcholine (1) with two diacetylenic phospholipids containing the iminodiacetic acid (IDA) functionality in the headgroup region was studied at the air-water interface. All three phospholipids contained tricosa-10,12-diynoyl acyl chains. In phospholipid 2, the...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(94)02430-d
更新日期:1995-05-22 00:00:00
abstract::We have studied the interaction of water with the lipid head group by gravimetrically measuring the lipid water adsorption and the lateral dc electrical conductivity increase resulting from this hydration. We have done this for dimyristoyl phosphatidylcholine (DMPC) having protonated or deuterated hydrocarbon chains. ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2004.05.003
更新日期:2004-09-01 00:00:00
abstract::The interaction of protoporphyrin IX (3,7,12,15-tetramethyl-8, 13-divinyl-2,18-porphyrine-dipropionic acid) (PPIX) with unilamellar dimyristoyl-L-alpha-phosphatidylcholine (DMPC) phospholipid vesicles has been studied by means of steady-state fluorescence quenching spectroscopy. The method of fluorescence-quenching-re...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(96)02605-9
更新日期:1996-09-30 00:00:00
abstract::Cold atmospheric plasma (CAP) is an emerging source for the locally defined delivery of reactive species, and its clinical potential has been identified in the control of inflammatory processes, such as acute and chronic wounds, or cancerous lesions. Lipids, due to their localization and chemical structure as ideal ta...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2019.104786
更新日期:2020-01-01 00:00:00
abstract::A simplified procedure for lipid digestion, well suited for handling a large number of samples, was used to analyze a variety of common phospholipids. This procedure involves digestion of phospholipids in perchloric acid at 130 degrees C with minimal sample manipulation. For all lipids tested, complete destruction, ne...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(86)90111-8
更新日期:1986-01-01 00:00:00