Lipid oxidation products in ischemic porcine heart tissue.

Abstract:

:Infarcted porcine heart tissue and surrounding tissue were investigated for the content of plasmalogens and oxidatively derived corresponding alpha-hydroxyaldehydes as well as for products of lipid peroxidation, e.g. malondialdehyde, glyoxal, 2-hydroxyheptanal and oxygenated fatty acids. Oxidation products of unsaturated fatty acids and plasmalogens were accumulated in infarcted tissue compared to the surrounding one. Their amounts increased with time of ischemia. In addition leukotoxins (9, 10-epoxy-12-octadecenoic acid and 12,13-epoxy-9-octadecenoic acid) as well as other epoxides of unsaturated fatty acids were identified. These compounds are absent in healthy heart tissue. Some of the monohydroxy fatty acids, found in comparable high yield, can not be derived from LPO processes. They are obviously generated from epoxides. Their distribution pattern indicates that they originate by an enzymic rather than by an autocatalytic process. We assume that the enzymes are activated by cell injury due to infarction. Linoleic acid seems to be an as equally well-suited substrate for enzymic attack as arachidonic acid.

journal_name

Chem Phys Lipids

authors

Dudda A,Spiteller G,Kobelt F

doi

10.1016/0009-3084(96)02557-1

subject

Has Abstract

pub_date

1996-07-30 00:00:00

pages

39-51

issue

1

eissn

0009-3084

issn

1873-2941

pii

0009308496025571

journal_volume

82

pub_type

杂志文章
  • Lipid nanocarriers for microRNA delivery.

    abstract::Non-coding RNAs (ncRNAs) like microRNAs (miRNAs) or small interference RNAs (siRNAs) with their power to selectively silence any gene of interest enable the targeting of so far 'undruggable' proteins and diseases. Such RNA molecules have gained much attention from biotech and pharmaceutical companies, which led to the...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/j.chemphyslip.2019.104837

    authors: Scheideler M,Vidakovic I,Prassl R

    更新日期:2020-01-01 00:00:00

  • Rapid tin-mediated access to a lysophosphatidylethanolamine (LPE) library: Application to positional LC/MS analysis for hepatic LPEs in non-alcoholic steatohepatitis model mice.

    abstract::Even though lysophospholipids have attracted much interest in recent years on account of their unique bioactivity, research related to lysophospholipids is usually hampered by problems associated with standard sample preparation and discrimination of regioisomers. Herein, we demonstrate a quick tin-chemistry-based syn...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2016.09.003

    authors: Furukawa T,Fuda H,Miyanaga S,Watanabe C,Chiba H,Hui SP

    更新日期:2016-10-01 00:00:00

  • Infrared and time-resolved fluorescence spectroscopic studies of the polymorphic phase behavior of phosphatidylethanolamine/diacylglycerol lipid mixtures.

    abstract::Fourier transform infrared (FTIR) and time-resolved fluorescence spectroscopy have been employed to examine the structural dynamics of lipid fatty acyl chains and lipid/water interfacial region of a binary lipid mixture containing unsaturated phosphatidylethanolamine (PE) and diacylglycerol (DG). Infrared vibrational ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(90)90097-b

    authors: Chen SY,Cheng KH

    更新日期:1990-12-01 00:00:00

  • Inhibitors of sterol synthesis. Synthesis and spectral properties of 3 beta-hydroxy-5 alpha-cholestan-15-one and its 17 beta-epimer and their effects on 3-hydroxy-3-methylglutaryl coenzyme A reductase activity.

    abstract::3 beta-Hydroxy-5 alpha-cholestan-15-one (2a) and its 14 beta-epimer 2b were prepared from 3 beta-acetoxy-5 alpha-cholest-8(14)-ene (3). Hydroboration of 3 at 45-50 degrees C gave a mixture of 5 alpha,14 alpha-cholestane-3 beta,15 alpha-diol and 5 alpha,14 beta-cholestane-3 beta,15 beta-diol, which were separated on si...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(94)90106-6

    authors: Siddiqui AU,Wilson WK,Parish EJ,Gerst N,Pinkerton FD,Schroepfer GJ Jr

    更新日期:1994-10-20 00:00:00

  • Effects of oxygenated sterol on phospholipid bilayer properties: a molecular dynamics simulation.

    abstract::The properties of dipalmitoylphosphatidylcholine (DPPC):6-ketocholestanol bilayer at 50 mol% sterol were studied using the molecular dynamics simulation technique. Our simulations were performed at constant pressure and temperature on a nanosecond time scale. Data from this simulation were compared to the results of o...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/s0009-3084(01)00160-8

    authors: Smondyrev AM,Berkowitz ML

    更新日期:2001-07-01 00:00:00

  • Ether lipids in biomembranes.

    abstract::Plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) and to a lesser extent the 1-O-alkyl analogs are ubiquitous and in some cases major constituents of mammalian cellular membranes and of anaerobic bacteria. In archaebacteria polar lipids of the cell envelope are either diphytanylglycerolipids or bipolar macrocyc...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/0009-3084(94)90054-x

    authors: Paltauf F

    更新日期:1994-12-01 00:00:00

  • Changes in the components of biliary and plasma lipids in selenium-deficient rats.

    abstract::We constructed a chronic oxidative stress model in which Se-deficient diet was fed to male Wister rats for 8 weeks. As expected, effects of oxidative damage, including Fe accumulation and increase in peroxidized lipids, were identified in the liver owing to the lack of glutathione peroxidase. Although the oxidative st...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2007.04.005

    authors: Sakuma Y,Sasaki J,Futami A,Yamasaki K,Matsuoka K,Honda C,Endo K,Tsukada M

    更新日期:2007-08-01 00:00:00

  • A sensitive cell-based method to screen for selective inhibitors of SMS1 or SMS2 using HPLC and a fluorescent substrate.

    abstract::Recent studies have revealed that sphingomyelin (SM) is involved in metabolic syndrome and is a new target of an anti-metabolic syndrome drug. Deficiencies in the enzyme SM synthase 1 (SMS1) result in severe abnormalities, whereas deficiencies in SMS2 do not. SMS1 and SMS2 synthesize SM under similar conditions, so th...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2012.09.003

    authors: Zama K,Mitsutake S,Watanabe K,Okazaki T,Igarashi Y

    更新日期:2012-10-01 00:00:00

  • Mitochondrial cardiolipin/phospholipid trafficking: the role of membrane contact site complexes and lipid transfer proteins.

    abstract::Historically, cellular trafficking of lipids has received much less attention than protein trafficking, mostly because its biological importance was underestimated, involved sorting and translocation mechanisms were not known, and analytical tools were limiting. This has changed during the last decade, and we discuss ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/j.chemphyslip.2013.12.008

    authors: Schlattner U,Tokarska-Schlattner M,Rousseau D,Boissan M,Mannella C,Epand R,Lacombe ML

    更新日期:2014-04-01 00:00:00

  • Synthesis of 2-n-(hexadecanoyl)-amino-4-nitrophenyl phosphorylcholine-hydroxide, a chromogenic substrate for assaying sphingomyelinase activity.

    abstract::2-N-(Hexadecanoyl)-amino-4-nitrophenyl phosphorylcholine-hydroxide a compound resembling sphingomyelin is synthesized. It is cleaved by sphingomyelinase to the chromogenic N-acylaminonitrophenyl moiety. Phospholipase C preparations do not hydrolyze this compound. The starting material is 2-amino-4-nitrophenol which wh...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(76)90015-3

    authors: Gal AE,Fash FJ

    更新日期:1976-02-01 00:00:00

  • Structural and dynamic insights on the EmrE protein with TPP+ and related substrates through molecular dynamics simulations.

    abstract::EmrE is a bacterial transporter protein that forms an anti-parallel homodimer with four transmembrane helices in each monomer. EmrE transports positively charged aromatic compounds, such as TPP+ and its derivatives. We performed molecular dynamics (MD) simulations of EmrE in complex with TPP+, MeTPP+, and MBTPP+ embed...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2017.12.004

    authors: Padariya M,Kalathiya U,Baginski M

    更新日期:2018-05-01 00:00:00

  • Hypochlorous acid-induced stress on human spermatozoa. A model for inflammation in the male genital tract.

    abstract::The fertilising ability of human spermatozoa may be impaired by inflammations of the genital tract, although details of these processes are still unknown. Hypochlorous acid (HOCl), an important product of myeloperoxidase released from stimulated neutrophils, induces a concentration-dependent increase in externalisatio...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2005.02.015

    authors: Lessig J,Gey C,Schiller J,Süss R,Paasch U,Grunewald S,Glander HJ,Arnhold J

    更新日期:2005-06-01 00:00:00

  • The replacement of cholesterol by phytosterols and the increase of total sterol content in model erythrocyte membranes.

    abstract::The activity of phytosterols on human organism includes the ability of these compounds to incorporate into membranes. In the consequence the plant sterols are able to increase total sterol concentration in membrane or/and to replace cholesterol molecules. The aim of this work was to compare the influence of both these...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2010.07.001

    authors: Hac-Wydro K

    更新日期:2010-09-01 00:00:00

  • Characterization of the molecular packing, thermotropic phase behaviour and critical micellar concentration of a homologous series of N-acyltaurines (n = 9-18). PXRD, DSC and fluorescence spectroscopic studies.

    abstract::N-acyltaurines (NATs) are amides of fatty acids that can be structurally related to endocannabinoids. They show interesting physiological and pharmacological properties. We have synthesized a homologous series of NATs with saturated acyl chains (n = 9-18) and investigated their supramolecular structure and thermotropi...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2020.104929

    authors: Arul Prakash S,Kamlekar RK

    更新日期:2020-08-01 00:00:00

  • Biosynthesis and characterization of a series of deuterated cis,cis-octadeca-6,9-dienoic acids.

    abstract::[4,4-2H2]-, [5,5-2H2)-, [6-2H]-, [7-2H]-, [8,8-2H2)-, [11,11-2H2]-, [14,14-2H2]- and [18,18,18-2H3]-cis,cis-octadeca-6,9-dienoic (isolinoleic) acid were synthesized by supplementing cultures of the protozoan Tetrahymena with the corresponding deuterated cis-octadeca-9-enoic (oleic) acids. The cultures were harvested, ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(90)90055-v

    authors: Baenziger JE,Smith IC,Hill RJ

    更新日期:1990-04-01 00:00:00

  • Bile acid signaling after an oral glucose tolerance test.

    abstract::Monitoring bile acids as signal molecules in combination with a bile acid synthesis marker and the FXR regulator fibroblast growth factor 19 (FGF19), this study addresses significant postprandial changes. The efficacy of the different pathways to regulate bile acid synthesis through short heterodimer partner (SHP) dep...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2011.05.003

    authors: Matysik S,Martin J,Bala M,Scherer M,Schäffler A,Schmitz G

    更新日期:2011-09-01 00:00:00

  • Inhibitors of sterol synthesis: synthesis and spectral properties of derivatives of 3 beta-hydroxy-25,26,26,26,27,27,27-heptafluoro-5 alpha-cholest-8(14)-en-15-one fluorinated at carbon 7 or carbon 9 and their effects on 3-hydroxy-3-methylglutaryl coenzym

    abstract::As part of a program to prepare delta 8(14)-15-ketosterols that cannot readily be metabolized to cholesterol or side-chain oxygenated species, we have prepared 3 beta-hydroxy-7 alpha-fluoro-5 alpha-cholest-8(14)-en-15-one (VII) and the 9 alpha-hydroxy (IV), 9 alpha-fluoro (VI) and 7 alpha-fluoro (VIII) derivatives of ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(94)90017-5

    authors: Siddiqui AU,Swaminathan S,Pinkerton FD,Gerst N,Wilson WK,Choi H,Schroephfer GJ Jr

    更新日期:1994-06-24 00:00:00

  • Melatonin and structural analogues do not possess antioxidant properties on Fe(2+)-initiated peroxidation of sonicated liposomes made of retinal lipids.

    abstract::Melatonin and its structural analogues display antioxidant activity in vivo but their activity in model membranes is not very well known. In this study, we have investigated the antioxidant capacity of melatonin and structural analogues on Fe(2+)-initiated peroxidation of sonicated liposomes made of retinal lipids. Th...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2011.07.004

    authors: Fagali N,Catalá A

    更新日期:2011-10-01 00:00:00

  • The yeast sphingolipid signaling landscape.

    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

    authors: Montefusco DJ,Matmati N,Hannun YA

    更新日期:2014-01-01 00:00:00

  • New 20-hydroxycholesterol-like compounds with fluorescent NBD or alkyne labels: Synthesis, in silico interactions with proteins and uptake by yeast cells.

    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

    authors: Faletrov YV,Efimova VS,Horetski MS,Tugaeva KV,Frolova NS,Lin Q,Isaeva LV,Rubtsov MA,Sluchanko NN,Novikova LA,Shkumatov VM

    更新日期:2020-03-01 00:00:00

  • Interaction of photosensitizers with liposomes containing unsaturated lipid.

    abstract::Small unilamellar liposomes were made of dipalmitoyl-phosphatidylcholine and dioleoyl-phosphatidylcholine, and photosensitized by a symmetrically or an asymmetrically substituted glycosilated tetraphenyl-porphyrin derivative. As differential scanning calorimetry and electron paramagnetic resonance spectroscopy (EPR) r...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2006.10.005

    authors: Voszka I,Budai M,Szabó Z,Maillard P,Csík G,Gróf P

    更新日期:2007-02-01 00:00:00

  • Lipid-protein interactions in human plasma LDL evidenced by magnetic resonance.

    abstract::Low density lipoprotein (LDL) particles exhibit extremely complex three-dimensional structural organization which is still not understood at the molecular level. The aim of this study was to provide the experimental evidence of a direct non-covalent interaction of the protein part with the lipid matrix. The approach w...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2006.02.014

    authors: Kveder M,Marinić Z,Krisko A,Vikić-Topić D,Pifat G

    更新日期:2006-06-01 00:00:00

  • Production of conjugated linoleic acids through KOH-catalyzed dehydration of ricinoleic acid.

    abstract::Production of conjugated linoleic acids (CLA) using castor oil as starting material involves conversion of ricinoleic acid to methyl 12-mesyloxy-octadec-9-enoate (MMOE) followed by dehydration. This process usually uses 1,8-diazabicyclo-(5.4.0)-undec-7-ene (DBU) as an expensive dehydrating reagent. The present study r...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/s0009-3084(02)00052-x

    authors: Yang L,Huang Y,Wang HQ,Chen ZY

    更新日期:2002-10-01 00:00:00

  • Cardiolipin asymmetry, oxidation and signaling.

    abstract::Cardiolipins (CLs) are ancient and unusual dimeric phospholipids localized in the plasma membrane of bacteria and in the inner mitochondrial membrane of eukaryotes. In mitochondria, two types of asymmetries--trans-membrane and molecular--are essential determinants of CL functions. In this review, we describe CL-based ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/j.chemphyslip.2013.11.010

    authors: Kagan VE,Chu CT,Tyurina YY,Cheikhi A,Bayir H

    更新日期:2014-04-01 00:00:00

  • Solid-state NMR investigations of peptide-lipid interactions of the transmembrane domain of a plant-derived protein, Hcf106.

    abstract::The chloroplast twin arginine translocation system transports highly folded precursor proteins across the thylakoid using the protonmotive force as its only energy source. Hcf106 and another thylakoid protein, cpTatC compose the precursor receptor complex. Hcf106 is predicted to contain a single amino terminal transme...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2013.09.002

    authors: Zhang L,Liu L,Maltsev S,Lorigan GA,Dabney-Smith C

    更新日期:2013-10-01 00:00:00

  • Dynamical dimer structure and liquid structure of fatty acids in their binary liquid mixture: dodecanoic and 3-phenylpropionic acids system.

    abstract::Dimer structure and liquid structure of fatty acids in the binary liquid mixture of dodecanoic (LA) and 3-phenylpropionic acids (PPA) were studied through the measurements of DSC, self-diffusion coefficient (D), density, viscosity, 13C NMR spin-lattice relaxation time, small-angle X-ray scattering (SAXS), and small-an...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2004.01.005

    authors: Iwahashi M,Takebayashi S,Umehara A,Kasahara Y,Minami H,Matsuzawa H,Inoue T,Takahashi H

    更新日期:2004-05-01 00:00:00

  • Aminoglycoside antibiotics prevent the formation of non-bilayer structures in negatively-charged membranes. Comparative studies using fusogenic (bis(beta-diethylaminoethylether)hexestrol) and aggregating (spermine) agents.

    abstract::Aminoglycoside antibiotics cause aggregation but not fusion of negatively-charged liposomes at an extent proportional to their capacity to interact with acidic phospholipids (Van Bambeke et al., 1995, Eur. J. Pharmacol., 289, 321-333). To understand why aggregation is not followed by fusion, we have examined here the ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(95)02520-0

    authors: van Bambeke F,Mingeot-Leclercq MP,Brasseur R,Tulkens PM,Schanck A

    更新日期:1996-03-29 00:00:00

  • Ceramide-epoxides.

    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

    authors: Möllenberg A,Spiteller G

    更新日期:2001-02-01 00:00:00

  • Self-assembled systems based on novel hydroxyethylated imidazolium-containing amphiphiles: Interaction with DNA decamer, protein and lipid.

    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

    authors: Kuznetsova DA,Gabdrakhmanov DR,Lukashenko SS,Voloshina AD,Sapunova AS,Kashapov RR,Zakharova LY

    更新日期:2019-09-01 00:00:00

  • Isothermal lipid phase transitions.

    abstract::In liotropic lipid systems phase transitions can be induced isothermally by changing the solvent concentration or composition; alternatively, lipid composition can be modified by (bio)chemical means. The probability for isothermal phase transitions increases with the decreasing transition entropy; it is proportional t...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/0009-3084(91)90082-m

    authors: Cevc G

    更新日期:1991-03-01 00:00:00