Epoxidation reactions of unsaturated fatty esters with potassium peroxomonosulfate.


:Epoxidation of the double bond in methyl oleate, octadec-11E-en-9-ynoate, ricinoleate (12-hydroxy-octadec-9Z-enoate), iso-ricinoleate (9-hydroxy-octadec-12Z-enoate), and 12-oxo-octadec-9Z-enoate with potassium peroxomonosulfate (oxone, 2 KHSO5.KHSO4.K2SO4) in the presence of trifluoroacetone or methyl pyruvate gave the corresponding monoepoxy derivatives. Reaction of Oxone with methyl linoleate and octadeca-9Z,11E-dienoate furnished the corresponding diepoxystearate derivative. Methyl 9,12-dioxo-octadec-10Z-enoate was obtained when a C18 furanoid fatty ester (methyl 9,12-epoxy-9,11-octadecadienoate) was treated with Oxone. The yield of these reactions was very high (85-99%), and the epoxy derivatives were readily isolated by solvent extraction. The products were identified by spectroscopic methods.






Lie Ken Jie MS,Pasha MK




Has Abstract


1998-06-01 00:00:00














  • Tissue Specific Effects of Dietary Carbohydrates and Obesity on ChREBPα and ChREBPβ Expression.

    abstract::Carbohydrate response element binding protein (ChREBP) regulates insulin-independent de novo lipogenesis. Recently, a novel ChREBPβ isoform was identified. The purpose of the current study was to define the effect of dietary carbohydrates (CHO) and obesity on the transcriptional activity of ChREBP isoforms and their r...


    pub_type: 杂志文章


    authors: Stamatikos AD,da Silva RP,Lewis JT,Douglas DN,Kneteman NM,Jacobs RL,Paton CM

    更新日期:2016-01-01 00:00:00

  • The role of n-3 essential fatty acids in brain and behavioral development: a cross-fostering study in the mouse.

    abstract::A cross-fostering design was used to examine the effects on brain and behavioral development in mice of pre- and/or postnatal dietary supplementation with n-3 fatty acids. Pregnant mice were fed either of two liquid diets, control (con) or experimental (exp). Each diet provided 3% of the calories in the form of n-6 fa...


    pub_type: 杂志文章


    authors: Wainwright PE,Huang YS,Bulman-Fleming B,Mills DE,Redden P,McCutcheon D

    更新日期:1991-01-01 00:00:00

  • Cholesterol synthesis and esterification in isolated enterocytes: regulation by cholesterol and cholestyramine feeding.

    abstract::The purpose of the present study was to investigate the physiological control of the main regulatory enzymes of cholesterol metabolism in isolated enterocytes obtained from chick duodenum, jejunum and ileum. Cholesterol feeding resulted in an inhibition of 3-hydroxy-3-methyl-glutaryl-CoA reductase and mevalonate 5-pyr...


    pub_type: 杂志文章


    authors: Iglesias J,Gonzalez-Pacanowska D,Marco C,Garcia-Peregrin E

    更新日期:1993-06-01 00:00:00

  • Dietary fat and colon cancer: animal model studies.

    abstract::Since it was first suggested that high dietary fat is a risk factor in colon cancer, there have been several studies to test this hypothesis. Epidemiologic studies suggested a positive association between dietary fat and colon cancer. Laboratory animal model studies demonstrated that not only the amount of fat, but al...


    pub_type: 杂志文章,评审


    authors: Reddy BS

    更新日期:1992-10-01 00:00:00

  • An ethanolamine plasmalogen artifact formed by acetone extraction of freeze-dried tissue.

    abstract::Extraction of freeze-dried tissues by acetone results in the in vitro production of an acetone derivative (imine) of the ethanolamine phosphatides. Some of the properties of the acetone imine of ethanolamine plasmalogen are discussed. ...


    pub_type: 杂志文章


    authors: Helmy FM,Hack MH

    更新日期:1966-07-01 00:00:00

  • Transfer of liposomes containing dolichol into isolated hepatocytes.

    abstract::Isolated rat hepatocytes were preincubated with egg lecithin liposomes containing [3H]dolichol and [3H]dolichyl ester, and the intracellular levels and distributions of these lipids were subsequently determined after incubation in a liposome-free medium. [3H]Dolichol was recovered initially mainly in microsomes, and n...


    pub_type: 杂志文章


    authors: Tollbom O,Chojnacki T,Dallner G

    更新日期:1992-04-01 00:00:00

  • Comparison of the effects of dietary alpha-linolenic, stearidonic, and eicosapentaenoic acids on production of inflammatory mediators in mice.

    abstract::The effects of dietary stearidonic acid (18:4n-3) on inflammatory mediator release in whole blood and splenocytes was investigated in Balb/c mice, and the effects were compared with those of two other n-3 PUFA: alpha-linolenic acid (18:3n-3) and EPA (20:5n-3). TAG mixtures containing 10% of 18:4n-3, 18:3n-3, or 20:5n-...


    pub_type: 杂志文章


    authors: Ishihara K,Komatsu W,Saito H,Shinohara K

    更新日期:2002-05-01 00:00:00

  • Analysis of fatty acids in 12 Mediterranean fish species: advantages and limitations of a new GC-FID/GC-MS based technique.

    abstract::When fatty acids in fish are analyzed, results in percentage form (profile analysis) are mostly reported. However, the much more useful results expressed as mg/100 g (absolute analysis) is the main information required. Absolute methods based on calibration curves are of good accuracy but with a high degree of complex...


    pub_type: 杂志文章


    authors: Nevigato T,Masci M,Orban E,Di Lena G,Casini I,Caproni R

    更新日期:2012-07-01 00:00:00

  • Application of Silver Ion High-Performance Liquid Chromatography for Quantitative Analysis of Selected n-3 and n-6 PUFA in Oil Supplements.

    abstract::The aim of this study was to develop a simple method for simultaneous determination of selected cis/cis PUFA-LNA (18:2), ALA (18:3), GLA (18:3), EPA (20:5), and DHA (22:6) by silver ion high-performance liquid chromatography coupled to a diode array detector (Ag-HPLC-DAD). The separation was performed on three Luna SC...


    pub_type: 杂志文章


    authors: Czajkowska-Mysłek A,Siekierko U,Gajewska M

    更新日期:2016-04-01 00:00:00

  • Trifluoperazine increases fatty acid turnover in phospholipids in cultured human fibroblasts.

    abstract::A 24-hr pretreatment of cultured human fibroblasts with trifluoperazine induced a marked increase in incorporation of saturated (stearic, palmitic) and unsaturated (oleic, arachidonic) fatty acids into phospholipids (1.5- to 2-fold for 5.10(-5) M trifluoperazine). Concomitantly, incorporation into cholesteryl esters w...


    pub_type: 杂志文章


    authors: Mazière C,Mazière JC,Mora L,Auclair M,Polonovski J

    更新日期:1988-05-01 00:00:00

  • Cholesteryl ester hydrolase activity in human symptomatic atherosclerosis.

    abstract::Acid cholesteryl ester hydrolase (CEH) activity was assayed in mononuclear cells of patients with symptomatic atherosclerosis (transient ischemic attacks, TIA) and in age-matched controls showing no evidence of atherosclerosis. The acid CEH level of TIA patients was significantly lower than that of controls (1074 +/- ...


    pub_type: 杂志文章


    authors: Yatsu FM,Hagemenas FC,Manaugh LC,Galambos T

    更新日期:1980-12-01 00:00:00

  • Measurements of Singlet Oxygen-Quenching Activity of Vitamin E Homologs and Palm Oil and Soybean Extracts in a Micellar Solution.

    abstract::Recently, a new assay method that can quantify the singlet oxygen-absorption capacity (SOAC) of antioxidants (AO) and food extracts in homogeneous organic solvents has been proposed. In the present study, second-order rate constants (kQ ) for the reaction of singlet oxygen (1 O2 ) with vitamin E homologs (α-, β-, γ-, ...


    pub_type: 杂志文章


    authors: Mukai K,Ishikawa E,Ouchi A,Nagaoka SI,Abe K,Suzuki T,Izumisawa K

    更新日期:2018-06-01 00:00:00

  • Purification and properties of aortic cholesteryl ester hydrolase.

    abstract::The enzyme(s) present in acetonedried powder of rat and rabbit aortas, which catalyzes the synthesis and hydrolysis of cholesteryl ester, was purified partially by acid precipitation, acetone fractionation, O-(diethylaminoethyl) cellulose chromatography, and Sephadex G-100 filtration. The synthetic activity was purifi...


    pub_type: 杂志文章


    authors: Kothari HV

    更新日期:1975-06-01 00:00:00

  • Docosahexaenoic acid supplementation promotes erythrocyte antioxidant defense and reduces protein nitrosative damage in male athletes.

    abstract::The aim of this study was to determine the influence of long-term docosahexaenoic acid (DHA) dietary supplementation on the erythrocyte fatty acid profile and oxidative balance in soccer players after training and acute exercise. Fifteen volunteer male athletes (age 20.0 ± 0.5 years) were randomly assigned to a placeb...


    pub_type: 杂志文章


    authors: Martorell M,Capó X,Bibiloni MM,Sureda A,Mestre-Alfaro A,Batle JM,Llompart I,Tur JA,Pons A

    更新日期:2015-02-01 00:00:00

  • Analysis of methylsterol fractions from twenty vegetable oils.

    abstract::The 4-monomethylsterol and 4,4-dimethylsterol fractions were separated from the unsaponifiables of 20 vegetable oils by preparative thin layer chromatography, and their compositions were determined by gas liquid chromatography. Tentative identification of the individual components of these fractions was carried out by...


    pub_type: 杂志文章


    authors: Jeong TM,Itoh T,Tamura T,Matsumoto T

    更新日期:1975-10-01 00:00:00

  • The incorporation of fatty acids of different chain length into liver and biliary lipids in the perfused rat liver.

    abstract::In an attempt to correlate the incorporation of fatty acids (FA) of different chain length into liver and biliary lipids, isolated rat livers were perfused for 2 h with Krebs-Ringer bicarbonate containing 1% albumin and 10 mumol of [1-14C]-labeled FA: C2, C8, C10, C12, C16, and C18:1. One to 1.36 mumol of medium-chain...


    pub_type: 杂志文章


    authors: Rubin M,Pakula R,Gilat T,Tietz A

    更新日期:1999-06-01 00:00:00

  • General resistance to sterol biosynthesis inhibitors in Saccharomyces cerevisiae.

    abstract::Screening for resistance to fenpropimorph was undertaken in order to isolate yeast mutants affected in the regulation of the ergosterol pathway. Among the mutants isolated, one bearing the recessive fen1-1 mutation was characterized by a 1.5-fold increase in the ergosterol level and a general resistance to sterol bios...


    pub_type: 杂志文章


    authors: Ladevèze V,Marcireau C,Delourme D,Karst F

    更新日期:1993-10-01 00:00:00

  • The effect of short-term lipid infusion on liver function and biliary secretion in rats.

    abstract::This study was undertaken to determine the effect of various lipid emulsions on the hepato-biliary system in rats. Rats were randomly divided into six groups and infused continuously for 48 hr with either long-chain triglycerides (LCT), medium-chain triglycerides (MCT) or a mixture of MCT and LCT. One group infused wi...


    pub_type: 杂志文章


    authors: Rubin M,Halpern Z,Livoff A,Wennberg A,Tietz A,Antebi E,Lichtenberg D

    更新日期:1992-05-01 00:00:00

  • Lack of effects of trans fatty acids on eicosanoid biosynthesis with adequate intakes of linoleic acid.

    abstract::The minimum requirement of linoleic acid to prevent effects of dietary C18 trans fatty acids on eicosanoid biosynthesis in rats was assessed. In a first experiment, six groups of animals were fed diets with a high content of trans fatty acids [20% of energy (en%)], and increasing amounts of linoleic acid (0.4 to 7.1 e...


    pub_type: 杂志文章


    authors: Zevenbergen JL,Haddeman E

    更新日期:1989-06-01 00:00:00

  • Fluorescence techniques using dehydroergosterol to study cholesterol trafficking.

    abstract::Cholesterol itself has very few structural/chemical features suitable for real-time imaging in living cells. Thus, the advent of dehydroergosterol [ergosta-5,7,9(11),22-tetraen-3beta-ol, DHE] the fluorescent sterol most structurally and functionally similar to cholesterol to date, has proven to be a major asset for re...


    pub_type: 杂志文章,评审


    authors: McIntosh AL,Atshaves BP,Huang H,Gallegos AM,Kier AB,Schroeder F

    更新日期:2008-12-01 00:00:00

  • sn-position determination of phospholipid-linked fatty acids derived from erythrocytes by liquid chromatography electrospray ionization ion-trap mass spectrometry.

    abstract::The sn-position of FA in membrane lipids has an influence on the physiological function of cells, is predictive for diseases, and therefore is useful for diagnostics. The current study compares the compositions of acyl chain substituents in the sn-1 and sn-2 positions of the glycerol backbones of phospholipids derived...


    pub_type: 杂志文章


    authors: Beermann C,Möbius M,Winterling N,Schmitt JJ,Boehm G

    更新日期:2005-02-01 00:00:00

  • Stratum corneum lipid structure investigated by EPR spin-probe method: application of terpenes.

    abstract::Electron paramagnetic resonance (EPR) in conjunction with a slow-tumbling simulation was utilized for defining stratum corneum (SC) lipid structure. SC from the back of hairless mouse (HOS:HR-1) was stripped consecutively from one to three or four times using a glass plate coated with a cyanoacrylate resin. Aliphatic ...


    pub_type: 杂志文章


    authors: Nakagawa K,Anzai K

    更新日期:2010-11-01 00:00:00

  • Effects of growth temperature on the fatty acid composition of the free-living nematode Caenorhabditis elegans.

    abstract::The effects of growth temperature on the fatty acid compositions of the phosphatidylcholine (PC), phosphatidylethanolamine (PE), and total lipid (TL) fractions of the free-living nematode Caenorhabditis elegans were investigated. A reduction in growth temperature from 25 to 15 degrees C caused the proportions of eicos...


    pub_type: 杂志文章


    authors: Tanaka T,Ikita K,Ashida T,Motoyama Y,Yamaguchi Y,Satouchi K

    更新日期:1996-11-01 00:00:00

  • The activity and properties of a hepatic acid cholesteryl ester hydrolase obtained from rats of different age groups.

    abstract::The activity of lysosomal acid cholesteryl ester hydrolase (acid CEH, EC in rat liver was determined at 3, 5, 7, 10 and 20 wk following birth. The levels of acid CEH activity showed a marked decrease as rats grew older, whereas those of other lysosomal marker enzymes, such as acid phosphatase, beta-glucuroni...


    pub_type: 杂志文章


    authors: Tanaka M,Iio T,Tabata T

    更新日期:1987-09-01 00:00:00

  • Quantification, characterization and fatty acid composition of lysophosphatidic acid in different rat tissues.

    abstract::The amount and composition of lysophosphatidate present in different rat tissues have been estimated by an internal standard method in which a synthetic unnatural isomer (1-heptadecanoyl-rac-glycerol-3-phosphate) was added to the total lipid extracts, and the fatty acid composition of purified lysophosphatidate was de...


    pub_type: 杂志文章


    authors: Das AK,Hajra AK

    更新日期:1989-04-01 00:00:00

  • Sterol synthesis from biliary squalene in the jejunal mucosa of the rat in vivo.

    abstract::Because bile contains substantial amounts of cholesterol precursors, e.g., squalene and different methyl sterols, the fate of biliary squalene was studied by incubating isolated jejunal loops of the rat in vivo with bile containing 3H-squalene and 14C-cholesterol. After 90 min, no radioactivity was found in plasma lip...


    pub_type: 杂志文章


    authors: Strandberg TE

    更新日期:1983-08-01 00:00:00

  • Transformations of 5-HETE by activated keratinocyte 15-lipoxygenase and the activation mechanism.

    abstract::There is convincing evidence that normal cultured human keratinocytes possess a 15-lipoxygenase activity which, however, does not appear to manifest itself without cell membrane damage. When "activated", this enzyme transforms arachidonic acid into 15-hydroxyeicosatetraenoic acid (15-HETE), and linoleic acid into 13-h...


    pub_type: 杂志文章


    authors: Green FA

    更新日期:1990-10-01 00:00:00

  • Effects of different fractions of the barley kernel on the hepatic lipid metabolism of chickens.

    abstract::Various physical fractions of the barley kernel were fed to one-day-old female and male chickens to determine their effect on hepatic beta-hydroxy-beta-methylglutaryl coenzyme A (HMG-CoA) reductase, cholesterol 7 alpha-hydroxylase and the lipogenic enzymes, acetyl-CoA carboxylase (ACX), malic enzyme (ME), citrate-clea...


    pub_type: 杂志文章


    authors: Burger WC,Qureshi AA,Prentice N,Elson CE

    更新日期:1982-12-01 00:00:00

  • Comparative studies on composition of cardiac phospholipids in rats fed different vegetable oils.

    abstract::Male Sprague-Dawley rats were fed diets for 1 or 16 weeks, containing 20% by weight vegetable oils differing widely in their oleic, linoleic and linolenic acid content. No significant changes were observed in the level of the cardiac lipid classes. The fatty acid composition of the 2 major phospholipids, phosphatidylc...


    pub_type: 杂志文章


    authors: Kramer JK

    更新日期:1980-09-01 00:00:00

  • Comparative study of lipogenic enzymes in several vertebrates.

    abstract::The liver lipogenic enzymes are compared among rats, chickens, frogs and fish. Although the apparent Km values of glucose-6-phosphate dehydrogenase for glucose-6-phosphate are not much different among all the species, those of malic enzyme for malate are much higher in chickens and fish than in rats and frogs. Glucose...


    pub_type: 杂志文章


    authors: Iritani N,Ikeda Y,Fukuda H,Katsurada A

    更新日期:1984-11-01 00:00:00