Abstract:
:A known intermediate, (3 R, S; 5 R,S)-3,5-dimethyl-6-triphenylmethyloxyhexanal gave, in a Wittig reaction with 1-octyltriphenylphosphonium bromide and n-butyl lithium in anhydrous tetrahydrofuran, a mixture of olefininic compounds. Trityl deprotection and hydrogenation of the double bond afforded the (2 R, S; 4 R,S)-2,4-dimethyltetradecanols. Oxidation of the alcohol functionality using pyridinium dichromate in anhydrous N,N'-dimethylformamide gave racemic, (2 R, S; 4 R,S)-2,4-dimethyltetradecanoic acids, which were converted to their methyl esters. 2,4-Dimethyltetradecanoic acids are constituents of glycolipid antigens from Mycobacterium kansasii.
journal_name
Chem Phys Lipidsjournal_title
Chemistry and physics of lipidsauthors
Wallace PA,Minnikin DEdoi
10.1016/0009-3084(96)02570-4subject
Has Abstractpub_date
1996-08-19 00:00:00pages
141-6issue
2eissn
0009-3084issn
1873-2941pii
0009308496025704journal_volume
82pub_type
杂志文章abstract::The 13C- and 31P-NMR spectra and DSC thermograms of unsonicated dispersions consisting of phospholipids of varying methylation stages of the propanolamine head group were investigated. Methylation of the head group was accompanied by a corresponding reduction in the phase transition temperatures. In the liquid crystal...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(77)90069-x
更新日期:1977-12-01 00:00:00
abstract::Fourier Transform Infra-red and Raman Spectroscopies indicate that 7 alpha-hydroxycholesterol and 7-ketocholesterol have a diminished capacity to condense (increase the packing order of) fluid-state dipalmitoylphosphatidylcholine (DPPC) acyl chains when compared with the effects of cholesterol and the other oxidized s...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(86)90126-x
更新日期:1986-08-01 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::Lipoic acid-substituted phospholipids were synthesized from phosphatidyl cholines by exchanging the choline residue with a glycol group using phospholipase D, forming phosphatidylglycols, and coupling of lipoic acid (1,2-dithiolane-3-pentanoic acid) to the residual glycol hydroxyl group by esterification. The thermotr...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(93)90032-x
更新日期:1993-11-01 00:00:00
abstract::Understanding how stereochemistry affects interactions with cell membranes is important for effective drug development. Chirality has been shown to greatly effect pharmaceutical distribution and metabolism within the cell. However it has been thought that interactions with, and passive diffusion through, the membrane ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2018.05.002
更新日期:2018-08-01 00:00:00
abstract::A series of polyprenyl phosphates with modified structure of polyprenyl residue was prepared through phosphorylation of polyprenyl trichloroacetimidates with phosphoric acid. Interaction of polyprenols with tetra-n-butylammonium dihydrogen phosphate and trichloroacetonitrile was found to represent a very efficient, si...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(89)90006-6
更新日期:1989-11-01 00:00:00
abstract::The interaction of monovalent cations and membrane phospholipids has a great theoretical and practical importance. Because of the very low differences between the binding forces of monovalent cations to phospholipids, the methods applied up till now did not succeed in completely elucidating this interaction. We develo...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(83)90062-2
更新日期:1983-12-01 00:00:00
abstract:OBJECTIVE:Fat-soluble vitamins (A, D, E and K) are isoprene derived apolar molecules. While deficiencies of these vitamins have been associated with various diseases such as type 2 diabetes and cancer, high doses of Vitamin A and D can cause toxic effects. Accurate detection of serum levels of these vitamins have criti...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2020.104932
更新日期:2020-08-01 00:00:00
abstract::The objective of this work was to examine the interaction of cholesterol with both phosphatidylcholines, 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) or 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), and sphingomyelins, N-oleoyl-D-sphingomyelin (O-SPM) or N-palmitoyl-D-sphingomyelin (P-SPM), in monolay...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(96)02535-2
更新日期:1996-06-17 00:00:00
abstract::The properties of cholesterol in bilayers of egg phosphatidylcholine (PC) were investigated directly by means of 2H-NMR of specifically-deuterated species (C3, C7, C26, C27). Quadrupole splittings were a measure of molecular ordering, and relaxation times T1 and T2e were indicators of rates of motion. The importance o...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(82)90072-x
更新日期:1982-12-01 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::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::Low-temperature molecular mobility and packing in biological tissues are important for their survival upon cryopreservation. Electron paramagnetic resonance (EPR) in its pulsed version of electron spin echo (ESE) allows studying stochastic librations of spin-labeled molecules, the type of motion which dominates at low...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2019.104817
更新日期:2020-01-01 00:00:00
abstract::A detailed understanding of biomembrane architecture is still a challenging task. Many in vitro studies have shown lipid domains but much less information is known about the lateral organization of membrane proteins because their hydrophobic nature limits the use of many experimental methods. We examined lipid domain ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2011.12.012
更新日期:2012-02-01 00:00:00
abstract::The role of the ceramide moiety of gangliosides, together with the deriving aggregative properties of ganglioside in solution, in the process of ganglioside-cell interactions was studied. The natural GM1(stearoyl) and the synthetic GM1(acetyl), containing the stearoyl and acetyl groups as the acyl moiety, respectively...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(92)90048-t
更新日期:1992-07-01 00:00:00
abstract::The interactions of iodine, iodide and triiodide with phosphatidylcholine multilayers have been investigated in order to find supporting data for conduction mechanisms of iodine-doped bimolecular lipid membranes. On the basis of order-disorder parameters it can be concluded that phospholipid multilayers interact with ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(77)90096-2
更新日期:1977-06-01 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::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::In this report we have investigated the differences in the uptake and metabolization of exogenous GM1 by human fibroblasts, as a function of its supramolecular organization in solution. For this we used a tritium labelled GM1, given alone or inserted in dispersions of phosphatidylcholine (PC) or sulphatide. The additi...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(90)90080-b
更新日期:1990-08-01 00:00:00
abstract::When we subjected 11-dehydrothromboxane B2 (11-DTXB2), a metabolite of arachidonic acid, to standard chemical derivatization procedures we obtained a mixture of several products. Separation of the components was carried out by gas chromatography and their identification was accomplished through the study of their mass...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(95)02452-o
更新日期:1995-08-01 00:00:00
abstract::Previously unknown 4,5-epoxy-N-acetyl-sphingosine (1) was synthesized by epoxidation of N-acetyl-sphingosine with 1,1-dimethyldioxirane. A by-product generated by HPLC purification is the tetrahydrofuryl derivative of acetamide (2). Mainly allylic oxidation was observed when natural ceramides were reacted with dimethy...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/s0009-3084(00)00208-5
更新日期:2001-02-01 00:00:00
abstract::Divalent cation (Ca2+ and Mg2+) and hydrogen ion-induced fusions of small unilamellar phosphatidic acid vesicles were studied by the use of fluorescence fusion assay. These fusogenic ions also increased interfacial tension and reduced the surface dielectric constant of phosphatidic acid membranes as the ion concentrat...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(93)90017-w
更新日期:1993-10-01 00:00:00
abstract::Among the structurally diverse collection of lipids that comprise the membrane lipidome, polyunsaturated phospholipids are particularly vulnerable to oxidation. The role of α-tocopherol (vitamin E) is to protect this influential class of membrane phospholipid from oxidative damage. Whether lipid-lipid interactions pla...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2020.104910
更新日期:2020-09-01 00:00:00
abstract::N-Acyl tris(hydroxymethyl)aminomethanes (N-acyl tris, NATs) are structural analogs of ceramides, which were reported to induce apoptosis either by elevation of ceramide levels or by activation of pro-apoptotic effectors that are physiological targets of ceramide. In this study, we synthesized and characterized a homol...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2018.10.002
更新日期:2018-12-01 00:00:00
abstract::20-hydroxycholesterol is a signaling oxysterol with immunomodulating functions and, thus, structural analogues with reporter capabilities could be useful for studying and modulating the cellular processes concerned. We have synthesized three new 20-hydroxycholesterol-like pregn-5-en-3β-ol derivatives with fluorescent ...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2019.104850
更新日期:2020-03-01 00:00:00
abstract::A brief review is given on the principles and methods used to investigate structural phase transitions in phospholipid supramolecular structures. The conceptual differences of approaches close to and far from equilibrium are addressed, and the consequences in terms of the limits of interpretation for different types o...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章,评审
doi:10.1016/0009-3084(91)90072-j
更新日期:1991-03-01 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::2-O-Arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine was synthesized with carbon-13 enrichment of the three glycerol carbons and the carbonyl of the stearoyl group. Phospholipase A(2) was utilized to give optically pure lyso-PC, and only 3% acyl migration occurred during reacylation with arachidonic acid anhydrid...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/j.chemphyslip.2009.08.001
更新日期:2010-01-01 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::Reported herein is the synthesis of (+)- and (-)-(1,3/2)-1-O-(phosphocholine)-2,3-O-dihexanoylcyclopentane-1,2, 3-triol. These are the enantiomers of a contrained analogue of dihexanoylphosphatidylcholine in which the glycerol backbone is replaced by all-trans cyclopentane-1,2,3-triol. Evidence is presented to demonst...
journal_title:Chemistry and physics of lipids
pub_type: 杂志文章
doi:10.1016/0009-3084(88)90017-5
更新日期:1988-03-01 00:00:00