Autoxidation of polyunsaturated triacylglycerols. IV. Volatile decomposition products from triacylglycerols containing linoleate and linolenate.

Abstract:

:Trilinoleoylglycerol (LLL), trilinolenoylglycerol (LnLnLn) and four synthetic triacylglycerols were autoxidized and the volatile products were investigated to determine the effect of fatty acid glyceride position on the mechanism of hydroperoxide decomposition. Capillary gas chromatography provided a sensitive method to follow the volatile oxidation products of mixtures of LLL and LnLnLn and of synthetic triacylglycerols containing linoleate and linolenate in different known positions. The relative amount of linoleate oxidation was determined by analyzing for hexanal, 2-heptenal and 2,4-decadienal, and the relative amount of linolenate oxidation by analyzing for 2,4-heptadienal and 2,4,7-decatrienal. The volatiles from pure monohydroperoxides of LLL and LnLnLn were compared with those of the corresponding triacylglycerols by capillary gas chromatography. Significant differences in the distribution of volatile products were observed depending on the triacylglycerols precursor. A 1∶1 mixture of LLL and LnLnLn autoxidized at 40°C showed an equal contribution of linolenate and linoleate volatiles at a peroxide value of 34. The synthetic triacylglycerols LLnL and LLLn (L, linoleic; Ln, linolenic acid) formed initially about the same total volatiles, whereas LnLnL formed more volatiles than LnLLn. The ratio Ln to L volatile products was the same for the diL triacylglycerols, and higher for LnLnL than for LnLLn. This new information should permit us to better understand the influence of triacylglycerol structure on the relative oxidative stability of unsaturated triacylglycerols.

journal_name

Lipids

journal_title

Lipids

authors

Frankel EN,Selke E,Neff WE,Miyashita K

doi

10.1007/BF02536386

subject

Has Abstract

pub_date

1992-06-01 00:00:00

pages

442-6

issue

6

eissn

0024-4201

issn

1558-9307

pii

10.1007/BF02536386

journal_volume

27

pub_type

杂志文章

相关文献

LIPIDS文献大全
  • A method for the quantitative analysis of molecular species of alkylacylglycerol and diacylglycerol.

    abstract::We describe a method for the quantitative analysis of molecular species of diacylglycerol and alkylacylglycerol as their diradylglycerobenzoate derivatives. Synthetic internal standards were used to provide quantitative determinations of the low levels of diacylglycerol and alkylacylglycerol and their individual molec...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02544045

    authors: Warne TR,Robinson M

    更新日期:1990-11-01 00:00:00

  • Tritium and(14)C counting in tissue samples by using liquid scintillation method.

    abstract::The combustion method has been modified to increase the recovery of tritiated water after combustion of a tritium-labeled tissue sample. This was accomplished by cooling the bottom of the combustion flask in a dry ice-acetone bath while irradiating the top with an infrared lamp. The procedure resulted in at least 92% ...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02531191

    authors: Parekh CK,Eigen E

    更新日期:1968-05-01 00:00:00

  • Impact of dietary n-3 FA deficiency on rat bone tissue FA composition.

    abstract::The effect of dietary n-3 FA deficiency on bone tissue FA composition was evaluated in growing rats. Two mixtures combining hydrogenated coconut oil with safflower oil served as the n-3-deficient dietary treatments and provided two levels of linoleic acid (LA). The n-3 treatments were formulated with added alpha-linol...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-003-1115-8

    authors: Li Y,Greiner RS,Salem N Jr,Watkins BA

    更新日期:2003-06-01 00:00:00

  • Effect of SMP-500, a novel ACAT inhibitor, on hepatic cholesterol disposition in rats.

    abstract::The effects of SMP-500, a novel ACAT inhibitor, on serum lipid levels, hepatic lipid secretion rate, and hepatic lipid disposition in rats were studied to clarify its lipid-lowering action. SMP-500 reduced the serum cholesterol level in a dose-dependent manner in rats fed a hypercholesterolemic diet. SMP-500 also redu...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s1145-002-0907-1

    authors: Ioriya K,Nishimura T,Ohashi N

    更新日期:2002-04-01 00:00:00

  • Absorption of synthetic, stereochemically defined acylglycerols in the rat.

    abstract::The stereochemistry of fat digestion and absorption was investigated in rats with thoracic duct fistulas, after feeding synthetic triacylglycerol or alkyldiacylglycerol. After feeding 1,2-dilauroyl-3-oleoyl-sn-glycerol, dilauroyloleoylglycerol and lauroyldioleoylglycerol were the most abundant chyle triacylglycerols. ...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533725

    authors: Akesson B,Gronowitz S,Herslof B,Ohlson R

    更新日期:1978-05-01 00:00:00

  • Cyclic fatty acid monomers from dietary heated fats affect rat liver enzyme activity.

    abstract::This study was conducted to investigate the effects of dietary cyclic fatty acid monomers (CFAM), contained in heated fat from a commercial deep-fat frying operation, on rat liver enzyme activity. A partially hydrogenated soybean oil (PHSBO) used 7 d (7-DH) for frying foodstuffs, or 0.15% methylated CFAM diets was fed...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-998-0256-0

    authors: Lamboni C,Sébédio JL,Perkins EG

    更新日期:1998-07-01 00:00:00

  • Lysophosphatidylcholine acyltransferase activity during experimental cholelithiasis.

    abstract::The accumulation of (1-palmitoyl)lysophosphatidylcholine, lysolecithin, in gallbladder bile was observed during the first week of cholesterol-induced experimental cholelithiasis using the prairie dog model for cholesterol gallstone formation. Gallbladder fluid transport function decreased as bile lysolecithin concentr...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02535337

    authors: Rutledge FA 2nd,Hickman DM,Dunn JJ,Frey CF,Matson RS

    更新日期:1981-10-01 00:00:00

  • Delayed metabolism of postprandial triglyceride-rich lipoproteins in subjects with echolucent carotid plaques.

    abstract::Subjects with echolucent carotid plaques have an increased risk of ischemic cerebrovascular events independent of degree of stenosis. Low plasma lipoprotein lipase (LPL) activity promotes a proatherogenic lipid profile, and delayed chylomicron clearance is a risk factor for atherosclerosis. This study was conducted to...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-008-3159-4

    authors: Notø AT,Mathiesen EB,Brox J,Björkegren J,Hansen JB

    更新日期:2008-04-01 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...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02524292

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

    更新日期:1996-11-01 00:00:00

  • Inhibition of lymphocyte capping by fatty acids in mouse and man.

    abstract::Lipid-enriched diets have been related to a high cancer incidence in experimental animals for many years, and more recently, to assorted defects on the immune response. We investigated the effect of incubating human or murine (C3H/HEJ) lymphocytes with saturated (16:0) and unsaturated (18:1, 18:2, 18:3, 20:4) fatty ac...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02534659

    authors: Santiago-Delpín EA,Román-Franco AA,Colón JI

    更新日期:1982-10-01 00:00:00

  • Maternal high-fat-diet programs rat offspring liver fatty acid metabolism.

    abstract::In offspring exposed in utero to a maternal diet high in fat (HF), we have previously demonstrated that despite similar birth weights, HF adult offspring at 6 months of age had significantly higher body weights, greater adiposity, and increased triacylglycerol (TAG) levels as compared to controls. We hypothesized that...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-015-4018-8

    authors: Seet EL,Yee JK,Jellyman JK,Han G,Ross MG,Desai M

    更新日期:2015-06-01 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...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-999-0400-x

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

    更新日期:1999-06-01 00:00:00

  • Preferential metabolism of linoleic acid by five-day-old barley shoots.

    abstract::The degradation of exogenous radioactively labeled fatty acids by 5-day-old barley shoots was examined. [1-(14)C] Linoleic acid was observed to be degraded 7 times faster than [1-(14)C] oleic acid and 5 times faster than [1-(14)C] palmitic acid. The pathway of degradation was determined by identifying the water-solubl...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02534483

    authors: Nabors LA,Morgan MS,Newman DW,Jaworski JG

    更新日期:1984-07-01 00:00:00

  • A sardine oil-rich diet increases iron absorption but does not compensate the hypoferremia associated with inflammation.

    abstract::Inflammatory disorders are associated with a decrease in iron absorption because of the blockade of iron in storage organs. Fish oils, rich in n-3 PUFA, are used to prevent and treat inflammatory disorders and increase iron absorption in noninflamed rats. Here we examine whether n-3 PUFA prevent inflammation-related h...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-003-1131-8

    authors: Rodríguez MC,Sáiz MP,Mitjavila MT

    更新日期:2003-08-01 00:00:00

  • Changes in liver fatty acid unsaturation after partial hepatectomy in the rat.

    abstract::The purpose of this study was to assess changes in the degree of fatty acid unsaturation in rat liver after partial hepatectomy. This is the first study in which liver fatty acid unsaturation has been analyzed over a long period of regeneration until day 28 after operation. The relationship between changes in unsatura...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-000-543-9

    authors: Kishino T,Tanno M,Yamada H,Saito S,Matsumoto S

    更新日期:2000-04-01 00:00:00

  • Preparation of functional liposomes with peptide ligands and their binding to cell membranes.

    abstract::Two novel lipopeptides, which have the peptide ligands [alpha-melanocyte stimulating hormone (alpha-MSH)] sequence and repeated [Gly-Arg-Gly-Asp-Se (GRGDS) sequence], are designed, synthesized by the solid-phase method, and introduced into liposome membranes by the freeze-thaw method. These liposomes bearing the pepti...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-000-0572-4

    authors: Yagi N,Ogawa Y,Kodaka M,Okada T,Tomohiro T,Konakahara T,Okuno H

    更新日期:2000-06-01 00:00:00

  • Apolipoprotein E polymorphism: automated determination of apolipoprotein E2, E3, and E4 isoforms.

    abstract::Apolipoprotein E (apo E) plays an essential role in lipoprotein metabolism, where it is involved in the clearance of chylomicrons and very low density lipoproteins. Apart from some rare variants, apo E exists in three common isoforms (E2, E3, and E4). The different isoforms have not only been associated with different...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-000-0500-7

    authors: Wiebe C,Holzem G,Wielckens K,Klingler KR

    更新日期:2000-01-01 00:00:00

  • Maternal Flaxseed Oil During Lactation Enhances Bone Development in Male Rat Pups.

    abstract::Flaxseed oil is an alpha linolenic acid source important in the growth and body development stage; furthermore, this acid acts on adipose tissue and bone health. The aim of this study was to evaluate body composition, fatty acid composition, hormone profile, retroperitoneal adipocyte area and femur structure of pups a...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-016-4165-6

    authors: Pereira AD,Ribeiro DC,de Santana FC,de Sousa Dos Santos A,Mancini-Filho J,do Nascimento-Saba CC,Velarde LG,da Costa CA,Boaventura GT

    更新日期:2016-08-01 00:00:00

  • The effect of hibernation on the positional distribution of ethanolamineglycerophospholipid fatty acids in hamster brain membranes.

    abstract::Microsomal and myelin membrane fractions were prepared from the brains of warm-adapted (room temperature) and hibernating Syrian Hamsters (Mesocricetus auratus). Ethanolamineglycerophospholipids were isolated and subjected to a fractionation scheme to separate the fatty acids of the plasmenylethanolamine and the phosp...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533441

    authors: Blaker WD,Moscatelli EA

    更新日期:1979-12-01 00:00:00

  • A pathway for biosynthesis of divinyl ether fatty acids in green leaves.

    abstract::[1-14C]alpha-Linolenic acid was incubated with a particulate fraction of homogenate of leaves of the meadow buttercup (Ranunculus acris L.). The main product was a divinyl ether fatty acid, which was identified as 12-[1'(Z),3'(Z)-hexadienyloxy]-9(Z),11(E)-dodecadienoic acid. Addition of glutathione peroxidase and redu...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-998-0306-7

    authors: Hamberg M

    更新日期:1998-11-01 00:00:00

  • Lipids of some thermophilic fungi.

    abstract::Total lipid content in the thermophilic fungi-Thermoascus aurantiacus, Humicola lanuginosa, Malbranchea pulchella var.sulfurea, andAbsidia ramosa-varied from 5.3 to 19.1% of mycelial dry weight. The neutral and polar lipid fractions accounted for 56.4 to 80.2% and 19.8 to 43.6%, respectively. All the fungi contained m...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02533048

    authors: Raju KS,Maheshwari R,Sastry PS

    更新日期:1976-10-01 00:00:00

  • Synthesis of octadecynoic acids and [1-14C] labeled isomers of octadecenoic acids.

    abstract::Geometric and positional isomers of [1-14C] octadecenoic acids have been synthesized by modifications of published procedures. Positional isomers of octadecynoic acids also have been synthesized to obtain the geometric and positional isomers of the unlabeled octadecenoic acid analogs. The syntheses were accomplished b...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02534194

    authors: Valicenti AJ,Pusch FJ,Holman RT

    更新日期:1985-04-01 00:00:00

  • Trans10,cis15 18:2 Isolated from Beef Fat Does Not Have the Same Anti-Adipogenic Properties as Trans10,cis12-18:2 in 3T3-L1 Adipocytes.

    abstract::During ruminal biohydrogenation of α-linolenic acid, a non-conjugated non-methylene interrupted dienoic acid is formed containing a t10 double bond, namely t10,c15-18:2. The present study was designed to examine whether t10,c15-18:2 would exert similar anti-adipogenic effects compared to t10,c12-18:2 in 3T3-L1 adipocy...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-016-4192-3

    authors: Vahmani P,Meadus WJ,Rolland DC,Duff P,Dugan ME

    更新日期:2016-11-01 00:00:00

  • Measurement of human chylomicron triglyceride clearance with a labeled commercial lipid emulsion.

    abstract::Human chylomicron triglyceride (TG) kinetics has been difficult to determine directly owing to technical limitations. This report describes a new method for studying chylomicron metabolism. Healthy volunteers (n = 10) sipped a drink providing 175 mg fat x kg(-1) h(-1) for 7.5 h to produce a steady-state chylomicronemi...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-001-0696-6

    authors: Park Y,Damron BD,Miles JM,Harris WS

    更新日期:2001-02-01 00:00:00

  • Effect of acute ethanol ingestion on fat absorption.

    abstract::A test meal (300 mg casein, 600 mg sucrose, 100 mg corn oil, tracer dose of 9.10(3)H oleic acid) was given to fasting adult rats with intestinal lymph fistulas. One group received an acute oral dose of ethanol (3.2 g/kg body weight) simultaneously with the test meal. Controls received 2.5 ml of water instead of ethano...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02532991

    authors: Boquillon M

    更新日期:1976-12-01 00:00:00

  • An increased incidence of apolipoprotein E2/E2 and E4/E4 in retinitis pigmentosa.

    abstract::Previous studies from our laboratory have shown that retinitis pigmentosa (RP), a family of hereditary retinal degenerations, is often accompanied by abnormal levels of cholesterol or polyunsaturated fatty acids. The requirement of the retina for n-3 fatty acids is well known, and a defect in the supply of these lipid...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02537120

    authors: Huq L,McLachlan T,Hammer HM,Bedford D,Packard CJ,Shepherd J,Converse CA

    更新日期:1993-11-01 00:00:00

  • Inevitable generation of primary alcohols during reduction of oxidized lipids with sodium borohydride.

    abstract::This report deals with the fluorometric determination of fatty alcohols generated by the reduction of the ester linkage of lipids with NaBH4, and with the limitations of the reduction method for assaying oxidized lipids. Optimum conditions for the fluorometric analysis of primary and secondary alcohols using 1-anthroy...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02537169

    authors: Nakamura T,Maeda H,Takahashi Y,Hama Y

    更新日期:1990-09-01 00:00:00

  • The effects of a dietary oxidized oil on lipid metabolism in rats.

    abstract::This study was carried out to investigate the effects of a dietary oxidized oil on lipid metabolism in rats, particularly the desaturation of fatty acids. Two groups of rats were fed initially for a period of 35 d diets containing 10% of either fresh oil or thermally treated oil (150 degrees C, 6 d). The dietary fats ...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/s11745-999-0418-0

    authors: Eder K

    更新日期:1999-07-01 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

  • Lactoperoxidase-catalyzed iodination of arachidonic acid: formation of macrolides.

    abstract::In the presence of iodide and hydrogen peroxide, lactoperoxidase catalyzed the conversion of arachidonic acid into several iodinated products; the major one was previously identified as an iodo-delta-lactone. Two minor and less polar products have now been characterized as 15-iodo-14-hydroxyeicosatrienoic acid, omega-...

    journal_title:Lipids

    pub_type: 杂志文章

    doi:10.1007/BF02535024

    authors: Boeynaems JM,Reagan D,Hubbard WC

    更新日期:1981-04-01 00:00:00