Effects of soybean lipoxygenase-1 on phosphatidylcholines containing furan fatty acids.

Abstract:

:Naturally occurring tetraalkylsubstituted furan fatty acids (F-acids) were tested as potential substrates for soybean lipoxygenase-1. For this purpose, F-acid methyl ester and phosphatidylcholines containing F-acids at the sn-2 position of the glycerol residue were incubated with the enzyme. Oxidation of F-acids only occurs in the presence of linoleic acid as co-substrate. Linoleic acid is converted by lipoxygenase to the corresponding hydroperoxide that oxidizes the F-acid, probably in a radical reaction, to form an unstable dioxoene compound. This intermediate then forms, dependent on pH, unsaturated furanoid acids or isomers with cyclopentenolone structure that can be detected by gas chromatography/mass spectrometry (GC/MS). F-acids located at the sn-2 position of a synthetic phosphatidylcholine (PC), containing linoleic acid in the sn-1 position, are co-oxidized to a greater extent by incubation with soybean lipoxygenase-1 than are F-acids bound to PC with myristic acid in the sn-1 position when subjected to the enzyme in the presence of a great excess of linoleic acid. The results suggest that F-acids may play a strategic role in antioxidative processes in plant cells.

journal_name

Lipids

journal_title

Lipids

authors

Batna A,Spiteller G

doi

10.1007/BF02537308

subject

Has Abstract

pub_date

1994-06-01 00:00:00

pages

397-403

issue

6

eissn

0024-4201

issn

1558-9307

journal_volume

29

pub_type

杂志文章

相关文献

LIPIDS文献大全
  • Occurrence of wax esters and 1-O-alkyl-2,3-diacylglycerols in goat epididymal sperm plasma membrane.

    abstract::Two unusual lipid classes were detected by thin-layer chromatography in the neutral lipids derived from goat cauda-epididymal sperm plasma membrane. The lipids were identified as wax esters and 1-O-alkyl-2,3-diacylglycerols based on chromatographic properties, identity of their hydrolysis products, and infrared/1H nuc...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02537065

    authors: Rana AP,Majumder GC,Misra S,Ghosh A

    更新日期:1992-01-01 00:00:00

  • Glucose-sensitive liposomes incorporating hydrophobically modified glucose oxidase.

    abstract::Glucose-sensitive liposomes were prepared by incorporating hydrophobically modified glucose oxidase (EC 1.1.3.4.) into the liposomal bilayer of dioleoylphosphatidylethanolamine and cholesteryl hemisuccinate. For the release test, calcein, a fluorescence marker, was entrapped in the liposomes. The liposomes were stable...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-008-3223-0

    authors: Jo SM,Lee HY,Kim JC

    更新日期:2008-10-01 00:00:00

  • Epidermal growth factor modulates release of arachidonic acid from embryonic cells.

    abstract::The calcium ionophore A23187 stimulates release of free [3H]arachidonic acids from radiolabeled cultures of MEPM cells which are growing, but not from those which are confluent. However, when confluent MEPM cells are pretreated with EGF or PMA, release of [3H]arachidonic acids does occur in response to A23187. Since n...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02544592

    authors: Chepenik KP

    更新日期:1989-09-01 00:00:00

  • Protective effects of EPA and deleterious effects of DHA on eNOS activity in Ea hy 926 cultured with lysophosphatidylcholine.

    abstract::Oxidized low density lipoprotein (Ox-LDL) is a well-established risk factor in atherosclerosis and lysophosphatidylcholine (LysoPtdCho) is considered to be one of the major atherogenic component of Ox-LDL. The purpose of this work was to investigate the effects of two membrane n-3 long chain polyunsaturated fatty acid...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-009-3284-8

    authors: Tardivel S,Gousset-Dupont A,Robert V,Pourci ML,Grynberg A,Lacour B

    更新日期:2009-03-01 00:00:00

  • Incorporation of lipids labeled with various fatty acids into the cytoskeleton of aggregating platelets.

    abstract::Earlier studies showed that during the first 20 to 25 seconds of aggregation induced by thrombin (0.1 U/mL) or adenosine diphosphate (ADP) (2 microM) of rabbit or human platelets prelabeled with [3H]palmitic acid, labeled lipid became associated with the cytoskeleton (isolated after lysis with 1% Triton X-100, 5 mM EG...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02536590

    authors: Packham MA,Guccione MA,Bryant NL,Livne A

    更新日期:1991-07-01 00:00:00

  • Metabolic fate of sphingomyelin of high-density lipoprotein in rat plasma.

    abstract::The metabolic fate of high density lipoprotein (HDL) sphingomyelin in plasma was studied in rats over a 24-hr period after injection of HDL containing sphingomyelin which was 14C-labeled in the stearic (18:0) or lignoceric acid (24:0) moiety and 3H-labeled in the choline methyl groups. Decay of label in plasma followe...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02536017

    authors: Bentejac M,Bugaut M,Delachambre MC,Lecerf J

    更新日期:1990-10-01 00:00:00

  • Glucocorticoid and mineralocorticoid hormones depress liver delta 5 desaturase activity through different mechanisms.

    abstract::The effects of 11-deoxycorticosterone and aldosterone on liver delta 5 desaturase activity were examined. Both steroid hormones significantly depressed the conversion of [1-14C] eicosatrienoic acid to arachidonic acid. However, the mechanism of action of each of these hormones was different. The effect of 11-deoxycort...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02536117

    authors: de Alaniz MJ,Marra CA

    更新日期:1992-08-01 00:00:00

  • Conjugated linoleic acids alter bone fatty acid composition and reduce ex vivo prostaglandin E2 biosynthesis in rats fed n-6 or n-3 fatty acids.

    abstract::This study evaluated the effects of conjugated linoleic acids (CLA) on tissue fatty acid composition and ex vivo prostaglandin E2 (PGE2) production in rats given diets varying in n-6 and n-3 fatty acids. Four groups of rats were given a basal semipurified diet (AIN-93G) containing 70 g/kg of added fat for 42 d. The fa...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-998-0223-9

    authors: Li Y,Watkins BA

    更新日期:1998-04-01 00:00:00

  • Synthesis of phosphatidylcholine and phosphatidylethanolamine at different ages in the rat brain in vitro.

    abstract::The de novo synthesis of choline and ethanolamine phosphoglycerides in brain microsomes from 18 month-old male rats was investigated in vitro by using labeled cytidine-5'-diphosphate choline and cytidine-5'-diphosphate ethanolamine as lipid precursors. The rate of synthesis of the two phospholipid classes was found to...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533507

    authors: Brunetti M,Gaiti A,Porcellati G

    更新日期:1979-11-01 00:00:00

  • Maternally-supplied fish oil alters piglet immune cell fatty acid profile and eicosanoid production.

    abstract::This study was designed to examine the incorporation of omega-3 (n-3) fatty acids into the immune tissues of pigs nursing fish oil-fed sows and to determine the effect of maternal dietary n-3 consumption on in vitro immune cell eicosanoid production. On day 107 of gestation, 12 sows were randomly allotted to a diet co...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02535986

    authors: Fritsche KL,Alexander DW,Cassity NA,Huang SC

    更新日期:1993-08-01 00:00:00

  • Separation ofcis andtrans-isomers of 1,2-benzylidene glyceryl esters.

    abstract::Separation of thecis- andtrans-isomers of 1,2-benzylidene glyceryl esters has not yet been achieved by column or gas liquid chromatography. However these isomers were separated by thin layer chromatography in the present study and the parent cyclic alcohols regenerated by alkaline hydrolysis. ...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02531768

    authors: Johnson CB

    更新日期:1973-08-01 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...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02536087

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

    更新日期:1993-06-01 00:00:00

  • Prenatal fatty acid status and immune development: the pathways and the evidence.

    abstract::This review explores the effects of dietary long chain polyunsaturated fatty acids (LCPUFA) on various aspects of early immune development and their potential role in the development or the prevention of immune disease. Modern diets have become increasingly rich in n-6 LCPUFA and relatively n-3 LCPUFA deficient. These...

    journal_title:Lipids

    pub_type: 杂志文章,评审

    doi:10.1007/s11745-007-3030-z

    authors: Prescott SL,Dunstan JA

    更新日期:2007-09-01 00:00:00

  • Antitumor activity of SRI 62-834, a cyclic ether analog of ET-18-OCH3.

    abstract::SRI 62-834, an analog of the antitumor agent ET-18-OCH3 in which the oxygen atom at carbon atom 2 has been incorporated into a five-membered heterocycle, has been prepared and evaluated as an antitumor agent. The compound exhibited good cytotoxicity in vitro against a variety of tumor cell lines and was as effective a...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02535549

    authors: Houlihan WJ,Lee ML,Munder PG,Nemecek GM,Handley DA,Winslow CM,Happy J,Jaeggi C

    更新日期:1987-11-01 00:00:00

  • Difficulties in the assay of phosphatidate phosphohydrolase activity. Influence of ionic strength, detergent, and selection of substrate.

    abstract::In the present paper, problems in connection with assay of the activity of magnesium-dependent rat liver phosphatidate phosphohydrolase (PAP) are discussed. PAP activity is usually measured by following the production of diacylglycerol or inorganic phosphate from the substrate phosphatidate. These two methods may give...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02522468

    authors: Stark M,Humble E

    更新日期:1996-10-01 00:00:00

  • Plasma fatty acids and lipids in two separate, but genetically comparable, Icelandic populations.

    abstract::Levels of serum lipids and lipoproteins, and the fatty acid composition of plasma phospholipids, were measured in two genetically comparable, but widely separated, populations. The 1975 mortality rates for ischemic heart disease were significantly higher in one of these populations, the Manitoban residents of pure Ice...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02537002

    authors: Skúladóttir GV,Gudmundsdóttir S,Olafsson GB,Sigurdsson SB,Sigfússon N,Axelsson J

    更新日期:1995-07-01 00:00:00

  • Identification and production of n-8 odd-numbered polyunsaturated fatty acids by a delta12 desaturation-defective mutant of Mortierella alpina 1S-4.

    abstract::A mutant of Mortierella alpina, JT-180, which is defective in its delta12 desaturase activity but exhibits enhanced activities of delta5 and delta6 desaturases, produced a high proportion (up to 80%) of odd-chain FA when grown on 3% n-heptadecane. Following growth of the mutant on n-heptadecane, three unusual odd-chai...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-006-5011-z

    authors: Zhang S,Sakuradani E,Shimizu S

    更新日期:2006-06-01 00:00:00

  • Diversity of mouse lipoxygenases: identification of a subfamily of epidermal isozymes exhibiting a differentiation-dependent mRNA expression pattern.

    abstract::By using reverse transcription-polymerase chain reaction technology (RT-PCR) and Northern blot analysis, the tissue-specific mRNA expression patterns of seven mouse lipoxygenases (LOX)--including 5S-, 8S-, three isoforms of 12S-, 12R-LOX, and a LOX of an as-of-yet unknown specificity, epidermis-type LOX-3 (e-LOX-3)--w...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-000-0576-0

    authors: Heidt M,Fürstenberger G,Vogel S,Marks F,Krieg P

    更新日期:2000-07-01 00:00:00

  • Dietary lipid level induced antioxidant response in Manchurian trout, Brachymystax lenok (Pallas) larvae.

    abstract::This study was designed to determine the nutritional lipid requirement of Manchurian trout and to investigate the effects of lipid concentrations on the antioxidant status in larvae with experimental diets with different lipid levels. Oxidative stress differences between different organs and tissues were also assessed...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-009-3313-7

    authors: Zhang H,Mu Z,Xu L,Xu G,Liu M,Shan A

    更新日期:2009-07-01 00:00:00

  • Modification of odd-chain length unsaturated fatty acids by hepatocytes of rainbow trout (Oncorhynchus mykiss) fed diets containing fish oil or olive oil.

    abstract::Hepatocytes isolated from rainbow trout fed on diets containing either fish oil or olive oil were incubated with individual odd-chain length unsaturated fatty acids (19:1n-9, 19:2n-6, 19:3n-3, 21:2n-6, 21:3n-6, 21:4n-6, 21:3n-3, and 21:5n-3) to examine whether these fatty acids were substrates for modification by desa...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-997-0078-0

    authors: Rodríguez C,Henderson RJ,Porter AE,Dick JR

    更新日期:1997-06-01 00:00:00

  • Fatty acids of cerebrosides in different regions of the developing foetal brain.

    abstract::The fatty acid composition of cerebrosides of developing foetal human brain and regional variations, if any, during intrauterine life were studied. While palmitic and stearic acids were the predominant normal fatty acids throughout intrauterine life, long chain fatty acids, like lignoceric and nervonic acids, which we...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533635

    authors: Rao PS

    更新日期:1977-04-01 00:00:00

  • Chemical composition of subcellular particles from cultured cells of human tissue.

    abstract::Chemical composition of subcellular components of HeLa, KB, human heart and liver tissue-culture cell lines have been studied.The concentration of RNA, protein and phospholipid (mug/mug of DNA) of total subcellular particles was similar for all four cell lines studied. The greatest RNA concentration and lowest protein...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02531999

    authors: Tsao SS,Cornatzer WE

    更新日期:1967-01-01 00:00:00

  • Gangliosides and atherosclerosis.

    abstract::The ganglioside levels in atherosclerotic lesions of human aorta are considerably higher than those in unaffected areas of aorta, and atherosclerotic patients frequently have increased concentrations of serum gangliosides. The present review summarizes recent findings that suggest the possible involvement of aortic ga...

    journal_title:Lipids

    pub_type: 杂志文章,评审

    doi:10.1007/BF02537083

    authors: Prokazova NV,Bergelson LD

    更新日期:1994-01-01 00:00:00

  • Sphingomyelin metabolism is linked to salt transport in the gills of euryhaline fish.

    abstract::By in vivo and in vitro studies of L-(3-3H)serine and [9,10(n)-3H]palmitic acid incorporation into phospholipids, we show a change in the renewal of the ceramide moiety of sphingomyelin in the gills of euryhaline fish (sea bass and eels) when the animals were subjected to abrupt alterations in environmental salinity. ...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02522924

    authors: el Babili M,Brichon G,Zwingelstein G

    更新日期:1996-04-01 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...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-016-4133-1

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

    更新日期:2016-04-01 00:00:00

  • Comparative intestinal and colonic absorption of [4-14C] cholesterol in the rat.

    abstract::[4(-14)C] Cholesterol was administered as an aqueous emulsion with triolein and dry non-fat milk either directly into the upper duodenum or into the ileocaecal junction of lymph duct cannulated rats. Lymph flow rates were similar in the two groups of animals. Whereas ca. 53% of the administered tracer dose of choleste...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533375

    authors: Roy T,Treadwell CR,Vahouny GV

    更新日期:1978-01-01 00:00:00

  • Isotopic labeling of phosphatidylcholine in the choline moiety.

    abstract::Two simple methods for the synthesis of phosphatidylcholine (lecithin) isotopically labeled in the methyl group of the choline moiety are described. Phosphatidylcholine is converted to phosphatidyl-ethanolamine by enzymic transphosphatidylation, and this is methylated using either methyl iodide or diazomethane to give...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533373

    authors: Smith GA,Montecucco C,Bennett JP

    更新日期:1978-01-01 00:00:00

  • Conjugated linoleic acid modulates tissue levels of chemical mediators and immunoglobulins in rats.

    abstract::The effects of conjugated linoleic acid (CLA) on the levels of chemical mediators in peritoneal exudate cells, spleen and lung, and the concentration of immunoglobulins in mesenteric lymph node and splenic lymphocytes and in serum were examined in rats. After feeding diets containing either 0 (control), 0.5 or 1.0% CL...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-998-0236-4

    authors: Sugano M,Tsujita A,Yamasaki M,Noguchi M,Yamada K

    更新日期:1998-05-01 00:00:00

  • Acyl-CoA binding proteins: multiplicity and function.

    abstract::The physiological role of long-chain fatty acyl-CoA is thought to be primarily in intermediary metabolism of fatty acids. However, recent data show that nM to microM levels of these lipophilic molecules are potent regulators of cell functions in vitro. Although long-chain fatty acyl-CoA are present at several hundred ...

    journal_title:Lipids

    pub_type: 杂志文章,评审

    doi:10.1007/BF02522684

    authors: Gossett RE,Frolov AA,Roths JB,Behnke WD,Kier AB,Schroeder F

    更新日期:1996-09-01 00:00:00

  • A maternal high fat diet has long-lasting effects on skeletal muscle lipid and PLIN protein content in rat offspring at young adulthood.

    abstract::A maternal high fat diet (HFD) can have adverse effects on skeletal muscle development. Skeletal muscle PLIN proteins (PLIN2, 3 and 5) are thought to play critical roles in lipid metabolism, however effects of HFD on PLIN and lipases (HSL, ATGL, CGI-58) in mothers as well as their offspring have yet to be investigated...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-014-3985-5

    authors: MacPherson RE,Castelli LM,Miotto PM,Frendo-Cumbo S,Milburn A,Roy BD,LeBlanc PJ,Ward WE,Peters SJ

    更新日期:2015-02-01 00:00:00