Oxidative decarboxylation of retinoic acid in microsomes of rat liver and kidney.

Abstract:

:Liver and kidney microsomes have been found to catalyze a rapid decarboxylation of retinoic acid in vitro. The reaction requires NADPH and Fe(2+), and is further stimulated by the presence of pyrophosphate. Thiamine pyrophosphate contained sufficient iron as an impurity to provide strong enhancement of the reaction in the absence of added iron. The decarboxylation could also be shown to occur nonenzymatically in the presence of ascorbate, Fe(2+), and boiled microsomes, but there was little autoxidation resulting in decarboxylation. The reaction was strongly inhibited by chelating agents, N,N'-diphenyl-p-phenylene diamine, phenazine methosulfate, and ferricyanide, and resembled lipid peroxidation in both its cofactor requirements and response to inhibitors. The product of the reaction appeared to lack only the C-15 of the original retinoic acid molecule. It was not retained by diethylaminoethyl cellulose, was more polar than retinoic acid upon silicic acid chromatography, had a lower UV absorption maximum (295 m micro ) than the starting product, and seemed to have an aldehyde group at C-14. The physiological significance of the decarboxylation remains to be assessed, but its rapidity makes it important to in vitro work on retinoic acid.

journal_name

J Lipid Res

authors

Roberts AB,DeLuca HF

subject

Has Abstract

pub_date

1968-07-01 00:00:00

pages

501-8

issue

4

eissn

0022-2275

issn

1539-7262

journal_volume

9

pub_type

杂志文章
  • Cyclodextrins enhance recombinant phosphatidylinositol phosphate kinase activity.

    abstract::Inositol lipid kinases have been studied extensively in both plant and animal systems. However, major limitations for in vitro studies of recombinant lipid kinases are the low specific activity and instability of the purified proteins. Our goal was to determine if cyclodextrins would provide an effective substrate del...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.D400005-JLR200

    authors: Davis AJ,Perera IY,Boss WF

    更新日期:2004-09-01 00:00:00

  • Gene transcription of the retinoid X receptor alpha (RXRalpha) is regulated by fatty acids and hormones in rat hepatic cells.

    abstract::This work describes the molecular mechanisms of fatty acid and hormonal modulations of the retinoid X receptor alpha (RXRalpha) in rat liver cells. We examined the effects of different fatty acids (myristic, stearic, oleic, linolenic, and arachidonic acids, EPA, and the peroxisomal proliferator TTA) and several hormon...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Steineger HH,Arntsen BM,Spydevold O,Sørensen HN

    更新日期:1998-04-01 00:00:00

  • Enhancement of lipid peroxidation and its amelioration by vitamin E in a subject with mutations in the SBP2 gene.

    abstract::Selenocysteine (Sec) insertion sequence-binding protein 2 (SBP2) is essential for the biosynthesis of Sec-containing proteins, termed selenoproteins. Subjects with mutations in the SBP2 gene have decreased levels of several selenoproteins, resulting in a complex phenotype. Selenoproteins play a significant role in ant...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M059105

    authors: Saito Y,Shichiri M,Hamajima T,Ishida N,Mita Y,Nakao S,Hagihara Y,Yoshida Y,Takahashi K,Niki E,Noguchi N

    更新日期:2015-11-01 00:00:00

  • Genetic analysis of a polymorphism in the human apoA-V gene: effect on plasma lipids.

    abstract::Recent discovery and characterization of APOAV suggests a role in metabolism of triglyceride (TG)-rich lipoproteins. Previously, variation at the APOAV locus was shown to modestly influence plasma TGs in normolipidemic samples. The aims of this study were to assess the effects of a polymorphism in APOAV (T-1131C) in t...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M200480-JLR200

    authors: Aouizerat BE,Kulkarni M,Heilbron D,Drown D,Raskin S,Pullinger CR,Malloy MJ,Kane JP

    更新日期:2003-06-01 00:00:00

  • Uptake of long-chain fatty acid methyl esters by mammalian cells.

    abstract::Albumin-bound long-chain fatty acid methyl esters (ME) were taken up and utilized by Ehrlich ascites tumor cells and slices of rat heart, liver, and kidney. Much more ME than albumin was taken up by the tumor cells, indicating that ME dissociated from the carrier protein during their uptake. 70-80% of the radioactivit...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Kuhl WE,Spector AA

    更新日期:1970-09-01 00:00:00

  • An LC-MS/MS workflow to characterize 16 regio- and stereoisomeric trihydroxyoctadecenoic acids.

    abstract::Trihydroxyoctadecenoic acids (TriHOMEs) are linoleic acid-derived oxylipins with potential physiological relevance in inflammatory processes as well as in maintaining an intact skin barrier. Due to the high number of possible TriHOME isomers with only subtle differences in their physicochemical properties, the stereoc...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.D087429

    authors: Fuchs D,Hamberg M,Sköld CM,Wheelock ÅM,Wheelock CE

    更新日期:2018-10-01 00:00:00

  • Signaling through cholesterol esterification: a new pathway for the cholecystokinin 2 receptor involved in cell growth and invasion.

    abstract::Several studies indicate that cholesterol esterification is deregulated in cancers. The present study aimed to characterize the role of cholesterol esterification in proliferation and invasion of two tumor cells expressing an activated cholecystokinin 2 receptor (CCK2R). A significant increase in cholesterol esterific...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M800668-JLR200

    authors: Paillasse MR,de Medina P,Amouroux G,Mhamdi L,Poirot M,Silvente-Poirot S

    更新日期:2009-11-01 00:00:00

  • Aggregation, fusion, and vesicle formation of modified low density lipoprotein particles: molecular mechanisms and effects on matrix interactions.

    abstract::Initiation of atherosclerosis is characterized by accumulation of aggregates of small lipid droplets and vesicles in the extracellular matrix of the arterial intima. The droplets and vesicles have features that suggest that they are formed from modified plasma-derived low density lipoprotein (LDL) particles. A variety...

    journal_title:Journal of lipid research

    pub_type: 杂志文章,评审

    doi:

    authors: Oörni K,Pentikäinen MO,Ala-Korpela M,Kovanen PT

    更新日期:2000-11-01 00:00:00

  • Centripetal cholesterol flux to the liver is dictated by events in the peripheral organs and not by the plasma high density lipoprotein or apolipoprotein A-I concentration.

    abstract::The major net flux of cholesterol in the intact animal or human is from the peripheral organs to the liver. This flux is made up of cholesterol that is either synthesized in these peripheral tissues or taken up as lipoprotein cholesterol. This study investigates whether it is the concentration of apolipoprotein (apo) ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Jolley CD,Woollett LA,Turley SD,Dietschy JM

    更新日期:1998-11-01 00:00:00

  • Human apolipoprotein A-II is a pro-atherogenic molecule when it is expressed in transgenic mice at a level similar to that in humans: evidence of a potentially relevant species-specific interaction with diet.

    abstract::We report on the effect of human apolipoprotein (apo) A-II transgene expression on atherosclerosis susceptibility in two transgenic lines (25.3 and 11.1) whose plasma human apoA-II concentrations (approximately 23 and 96 mg/dl, respectively) span the normal range in humans. After 9 months of an atherogenic diet, 25.3 ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Escolà-Gil JC,Marzal-Casacuberta A,Julve-Gil J,Ishida BY,Ordóñez-Llanos J,Chan L,González-Sastre F,Blanco-Vaca F

    更新日期:1998-02-01 00:00:00

  • Genetic association with lipids in Filipinos: waist circumference modifies an APOA5 effect on triglyceride levels.

    abstract::Blood levels of lipoprotein cholesterol and triglycerides (TGs) are highly heritable and are major risk factors for cardiovascular disease (CVD). Approximately 100 lipid-associated loci have been identified in populations of European ancestry. We performed a genome-wide association study of lipid traits in 1,782 Filip...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.P042077

    authors: Wu Y,Marvelle AF,Li J,Croteau-Chonka DC,Feranil AB,Kuzawa CW,Li Y,Adair LS,Mohlke KL

    更新日期:2013-11-01 00:00:00

  • SSO and other putative inhibitors of FA transport across membranes by CD36 disrupt intracellular metabolism, but do not affect FA translocation.

    abstract::Membrane-bound proteins have been proposed to mediate the transport of long-chain FA (LCFA) transport through the plasma membrane (PM). These proposals are based largely on reports that PM transport of LCFAs can be blocked by a number of enzymes and purported inhibitors of LCFA transport. Here, using the ratiometric p...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.RA120000648

    authors: Jay AG,Simard JR,Huang N,Hamilton JA

    更新日期:2020-05-01 00:00:00

  • PLTP secreted by HepG2 cells resembles the high-activity PLTP form in human plasma.

    abstract::Plasma phospholipid transfer protein (PLTP) is an important regulator of plasma HDL levels and HDL particle distribution. PLTP is present in plasma in two forms, one with high and the other with low phospholipid transfer activity. We have used the human hepatoma cell line, HepG2, as a model to study PLTP secreted from...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M300059-JLR200

    authors: Siggins S,Jauhiainen M,Olkkonen VM,Tenhunen J,Ehnholm C

    更新日期:2003-09-01 00:00:00

  • Metabolic regulation of the lysosomal cofactor bis(monoacylglycero)phosphate in mice.

    abstract::Bis(monoacylglycero)phosphate (BMP), also known as lysobisphosphatidic acid, is a phospholipid that promotes lipid sorting in late endosomes/lysosomes by activating lipid hydrolases and lipid transfer proteins. Changes in the cellular BMP content therefore reflect an altered metabolic activity of the endolysosomal sys...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.RA119000516

    authors: Grabner GF,Fawzy N,Schreiber R,Pusch LM,Bulfon D,Koefeler H,Eichmann TO,Lass A,Schweiger M,Marsche G,Schoiswohl G,Taschler U,Zimmermann R

    更新日期:2020-07-01 00:00:00

  • Effects of side chain length on ionization behavior and transbilayer transport of unconjugated dihydroxy bile acids: a comparison of nor-chenodeoxycholic acid and chenodeoxycholic acid.

    abstract::13C-NMR spectroscopy was used to examine the effect of side chain length on the ionization properties and transmembrane transport rate of 3 alpha,7 alpha-dihydroxy bile acids. When solubilized in taurocholate micelles, [23-13C]nor-chenodeoxycholic acid (nor-CDCA) had a pKa of 6.1, similar to that of CDCA (pKa 6.2), it...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Ko J,Hamilton JA,Ton-Nu HT,Schteingart CD,Hofmann AF,Small DM

    更新日期:1994-05-01 00:00:00

  • A rapid method to assess the hydrophobicity of the intestinal microvillus membrane in vivo.

    abstract::Absorption rates for many biologically important compounds are determined by the relative hydrophobicity of the jejunal microvillus membrane. An estimate of this parameter may be obtained by measuring the incremental change in free energy that occurs when a methylene group partitions into the bilayer form an external ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Meddings JB,Dietschy JM

    更新日期:1989-08-01 00:00:00

  • Oxidized LDL bind to nonproteoglycan components of smooth muscle extracellular matrices.

    abstract::Arterial wall lipid retention is believed to be due primarily to ionic interactions between lipoproteins and proteoglycans. Thus, oxidized low density lipoproteins (LDL), with decreased positive charge relative to native LDL, should have decreased interaction with negatively charged proteoglycans. However, oxidized LD...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Chang MY,Potter-Perigo S,Wight TN,Chait A

    更新日期:2001-05-01 00:00:00

  • Thematic review series: lipid posttranslational modifications. Fighting parasitic disease by blocking protein farnesylation.

    abstract::Protein farnesylation is a form of posttranslational modification that occurs in most, if not all, eukaryotic cells. Inhibitors of protein farnesyltransferase (PFTIs) have been developed as anticancer chemotherapeutic agents. Using the knowledge gained from the development of PFTIs for the treatment of cancer, researc...

    journal_title:Journal of lipid research

    pub_type: 杂志文章,评审

    doi:10.1194/jlr.R500016-JLR200

    authors: Eastman RT,Buckner FS,Yokoyama K,Gelb MH,Van Voorhis WC

    更新日期:2006-02-01 00:00:00

  • Role of CYP27A in cholesterol and bile acid metabolism.

    abstract::The CYP27A gene encodes a mitochondrial cytochrome P450 enzyme, sterol 27-hydroxylase, that is expressed in many different tissues and plays an important role in cholesterol and bile acid metabolism. In humans, CYP27A deficiency leads to cerebrotendinous xanthomatosis. To gain insight into the roles of CYP27A in the r...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M400219-JLR200

    authors: Dubrac S,Lear SR,Ananthanarayanan M,Balasubramaniyan N,Bollineni J,Shefer S,Hyogo H,Cohen DE,Blanche PJ,Krauss RM,Batta AK,Salen G,Suchy FJ,Maeda N,Erickson SK

    更新日期:2005-01-01 00:00:00

  • Role of enterocyte stearoyl-Co-A desaturase-1 in LDLR-null mice.

    abstract::After crossing floxed stearoyl-CoA desaturase-1 (Scd1fl/fl) mice with LDL receptor-null (ldlr-/-) mice, and then Villin Cre (VilCre) mice, enterocyte Scd1 expression in Scd1fl/fl/ldlr-/-/VilCre mice was reduced 70%. On Western diet (WD), Scd1fl/fl/ldlr-/- mice gained more weight than Scd1fl/fl/ldlr-/-/VilCre mice (P <...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M083527

    authors: Mukherjee P,Hough G,Chattopadhyay A,Grijalva V,O'Connor EI,Meriwether D,Wagner A,Ntambi JM,Navab M,Reddy ST,Fogelman AM

    更新日期:2018-10-01 00:00:00

  • Shotgun lipidomics of phosphoethanolamine-containing lipids in biological samples after one-step in situ derivatization.

    abstract::This article presents a novel methodology for the analysis of ethanolamine glycerophospholipid (PE) and lysoPE molecular species directly from lipid extracts of biological samples. Through brief treatment of lipid extracts with fluorenylmethoxylcarbonyl (Fmoc) chloride, PE and lysoPE species were selectively derivatiz...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.D500007-JLR200

    authors: Han X,Yang K,Cheng H,Fikes KN,Gross RW

    更新日期:2005-07-01 00:00:00

  • Functional characterization of thioesterase superfamily member 1/Acyl-CoA thioesterase 11: implications for metabolic regulation.

    abstract::Thioesterase superfamily member 1 (Them1; synonyms acyl-CoA thioesterase 11 and StarD14) is highly expressed in brown adipose tissue and limits energy expenditure in mice. Them1 is a putative fatty acyl-CoA thioesterase that comprises tandem hot dog-fold thioesterase domains and a lipid-binding C-terminal steroidogeni...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M029538

    authors: Han S,Cohen DE

    更新日期:2012-12-01 00:00:00

  • Dimerization of the scavenger receptor class B type I: formation, function, and localization in diverse cells and tissues.

    abstract::This study has examined the dimeric/oligomeric forms of scavenger receptor class B type I (SR-BI) and its alternatively spliced form, SR-BII, in a diverse group of cells and tissues: i.e., normal and hormonally altered tissues of mice and rats as well as tissues of transgenic animals and genetically altered steroidoge...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M300370-JLR200

    authors: Reaven E,Cortez Y,Leers-Sucheta S,Nomoto A,Azhar S

    更新日期:2004-03-01 00:00:00

  • Selective suppression of adipose tissue apoE expression impacts systemic metabolic phenotype and adipose tissue inflammation.

    abstract::apoE is a multi-functional protein expressed in several cell types and in several organs. It is highly expressed in adipose tissue, where it is important for modulating adipocyte lipid flux and gene expression in isolated adipocytes. In order to investigate a potential systemic role for apoE that is produced in adipos...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M050567

    authors: Huang ZH,Reardon CA,Getz GS,Maeda N,Mazzone T

    更新日期:2015-02-01 00:00:00

  • Impact of simvastatin, niacin, and/or antioxidants on cholesterol metabolism in CAD patients with low HDL.

    abstract::The HDL Atherosclerosis Treatment Study (HATS) demonstrated a clinical benefit in coronary artery disease patients with low HDL cholesterol (HDL-C) levels treated with simvastatin and niacin (S-N) or S-N plus antioxidants (S-N+A) compared with antioxidants alone or placebo. Angiographically documented stenosis regress...

    journal_title:Journal of lipid research

    pub_type: 临床试验,杂志文章

    doi:10.1194/jlr.M200439-JLR200

    authors: Matthan NR,Giovanni A,Schaefer EJ,Brown BG,Lichtenstein AH

    更新日期:2003-04-01 00:00:00

  • Relationship between lipoprotein lipase and high density lipoprotein cholesterol in mice: modulation by cholesteryl ester transfer protein and dietary status.

    abstract::Plasma lipoprotein lipase (LPL) activity correlates with high density lipoprotein (HDL) cholesterol levels in humans. However, in several mouse models created either through transgenesis or targeted inactivation of LPL, no significant changes in HDL cholesterol values have been evident. One possible explanation for th...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Clee SM,Zhang H,Bissada N,Miao L,Ehrenborg E,Benlian P,Shen GX,Angel A,LeBoeuf RC,Hayden MR

    更新日期:1997-10-01 00:00:00

  • Sterols in spermatogenesis and sperm maturation.

    abstract::Mammalian spermatogenesis is a complex developmental program in which a diploid progenitor germ cell transforms into highly specialized spermatozoa. One intriguing aspect of sperm production is the dynamic change in membrane lipid composition that occurs throughout spermatogenesis. Cholesterol content, as well as its ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章,评审

    doi:10.1194/jlr.R032326

    authors: Keber R,Rozman D,Horvat S

    更新日期:2013-01-01 00:00:00

  • Therapeutic potential of nuclear receptor agonists in Alzheimer's disease.

    abstract::Alzheimer's disease (AD) is characterized by an extensive accumulation of amyloid-β (Aβ) peptide, which triggers a set of deleterious processes, including synaptic dysfunction, inflammation, and neuronal injury, leading to neuronal loss and cognitive impairment. A large body of evidence supports that nuclear receptor ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章,评审

    doi:10.1194/jlr.R075556

    authors: Moutinho M,Landreth GE

    更新日期:2017-10-01 00:00:00

  • PPARalpha activation increases triglyceride mass and adipose differentiation-related protein in hepatocytes.

    abstract::Adipose differentiation-related protein (ADRP) is a lipid droplet-associated protein that is expressed in various tissues. In mice treated with the peroxisome proliferator-activated receptor alpha (PPARalpha) agonist Wy14,643 (Wy), hepatic mRNA and protein levels of ADRP as well as hepatic triglyceride content increas...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M500203-JLR200

    authors: Edvardsson U,Ljungberg A,Lindén D,William-Olsson L,Peilot-Sjögren H,Ahnmark A,Oscarsson J

    更新日期:2006-02-01 00:00:00

  • Effect of fatty acid modification on prostaglandin production by cultured 3T3 cells.

    abstract::We have investigated the extent to which modifications in the essential fatty acid content of mammalian cells can affect prostaglandin production. Swiss mouse 3T3 cells stimulated with the calcium ionophore A23187 produced 1.7 to 7 times more prostaglandin E(2) (PGE(2)) when the cultures were supplemented with linolei...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Denning GM,Figard PH,Spector AA

    更新日期:1982-05-01 00:00:00