Characterization of sarcosylsarcoursodeoxycholic acid formed during the synthesis of sarcoursodeoxycholic acid.

Abstract:

:This report describes the isolation of sarcosylsarcosine conjugate of ursodeoxycholic acid (UDCA) formed during the synthesis of sarcoUDCA by the mixed anhydride method. The compound was characterized by its chemical ionization mass spectrum. The diamino acid conjugate was formed only when the free amino acid was used for conjugation. This was confirmed by the isolation of glycylglycoUDCA during the conjugation of UDCA with free glycine but not with glycine ethyl ester hydrochloride. Pure sarcoUDCA was prepared by conjugation of UDCA with sarocisine methyl ester hydrochloride while sarcoUDCA on further reaction with the protected sarcosine derivative gave pure sarcosylsarcoUDCA in 52% yield.

journal_name

J Lipid Res

authors

Batta AK,Salen G,Shefer S

subject

Has Abstract

pub_date

1989-05-01 00:00:00

pages

771-4

issue

5

eissn

0022-2275

issn

1539-7262

journal_volume

30

pub_type

杂志文章
  • Maternal high density lipoproteins affect fetal mass and extra-embryonic fetal tissue sterol metabolism in the mouse.

    abstract::Previous studies have shown that antibodies to cubulin, a receptor on the yolk sac that binds high density lipoproteins (HDL) and cobalamin, induce fetal abnormalities. Mice with markedly low concentrations of plasma HDL-cholesterol (HDL-C) give birth to healthy pups, however. To establish whether maternal HDL-C has a...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: McConihay JA,Honkomp AM,Granholm NA,Woollett LA

    更新日期:2000-03-01 00:00:00

  • Effects of legume consumption on serum cholesterol, biliary lipids, and sterol metabolism in humans.

    abstract::Legume consumption appears to lower serum cholesterol and to increase cholesterol saturation of bile, but the mechanisms of these effects have not been established. We studied nine human subjects on a metabolic ward during two randomly ordered 6-7 week periods: one during consumption of a control diet and the other du...

    journal_title:Journal of lipid research

    pub_type: 临床试验,杂志文章,随机对照试验

    doi:

    authors: Duane WC

    更新日期:1997-06-01 00:00:00

  • Fluorescent leukotriene B4: potential applications.

    abstract::Leukotriene B4 (LTB4) is a potent lipid mediator of inflammation that acts primarily via a seven-transmembrane-spanning, G-protein-coupled receptor denoted BLT1. Here, we describe the synthesis and characterization of fluorescent analogs of LTB4 that are easy to produce, inexpensive, and without the disadvantages of a...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.D500005-JLR200

    authors: Sabirsh A,Wetterholm A,Bristulf J,Leffler H,Haeggström JZ,Owman C

    更新日期:2005-06-01 00:00:00

  • A comparative study of straight chain and branched chain fatty acid oxidation in skin fibroblasts from patients with peroxisomal disorders.

    abstract::The beta-oxidation of stearic acid and of alpha- and gamma-methyl isoprenoid-derived fatty acids (pristanic and tetramethylheptadecanoic acids, respectively) was investigated in normal skin fibroblasts and in fibroblasts from patients with inherited defects in peroxisomal biogenesis. Stearic acid beta-oxidation by nor...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Singh H,Usher S,Johnson D,Poulos A

    更新日期:1990-02-01 00:00:00

  • The interrelations between PCSK9 metabolism and cholesterol synthesis and absorption.

    abstract::Very few studies have investigated the interrelations between proprotein convertase subtilisin/kexin type 9 (PCSK9) metabolism, cholesterol synthesis, and cholesterol absorption. We aimed to address this issue in a large clinical trial of 245 patients with hypercholesterolemia. Serum lipids, PCSK9, lathosterol (choles...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.P088583

    authors: Silbernagel G,Steiner LK,Hollstein T,Fauler G,Scharnagl H,Stojakovic T,Schumann F,Bölükbasi B,März W,Steinhagen-Thiessen E,Laufs U,Kassner U

    更新日期:2019-01-01 00:00:00

  • Free and esterified oxysterol: formation during copper-oxidation of low density lipoprotein and uptake by macrophages.

    abstract::We have defined the lipid composition of copper-oxidized LDL (Cu-oxLDL) and a macrophage-foam cell model generated by the uptake of this modified lipoprotein. An HPLC method previously developed by our group for the measurement of lipid oxidation products of LDL was extended to permit the analysis of an array of 7-ket...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Brown AJ,Dean RT,Jessup W

    更新日期:1996-02-01 00:00:00

  • Sphingomyelinase in normal human spleens and in spleens from subjects with Niemann-Pick disease.

    abstract::This paper describes the purification and some of the properties of an enzyme from human spleen that catalyzes the hydrolysis of sphingomyelin with the formation of ceramide and phosphoryl choline. The enzyme, which is located in the subcellular particulate fraction that sediments between 700 and 8500 g, is readily ma...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Schneider PB,Kennedy EP

    更新日期:1967-05-01 00:00:00

  • Weekday variation in triglyceride concentrations in 1.8 million blood samples.

    abstract::Triglyceride (TG) concentration is used as a marker of cardiometabolic risk. However, diurnal and possibly weekday variation exists in TG concentrations. The objective of this work was to investigate weekday variation in TG concentrations among 1.8 million blood samples drawn between 2008 and 2015 from patients in the...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M074062

    authors: Jaskolowski J,Ritz C,Sjödin A,Astrup A,Szecsi PB,Stender S,Hjorth MF

    更新日期:2017-06-01 00:00:00

  • Dietary fat modulation of apoA-II metabolism and prevention of senile amyloidosis in the senescence- accelerated mouse.

    abstract::Senescence-accelerated mouse-prone (SAMP1; SAMP1@Umz) is an animal model of senile amyloidosis with apolipoprotein A-II (apoA-II) amyloid fibril (AApoAII) deposits. This study was undertaken to investigate the effects of dietary fats on AApoAII deposits in SAMP1 mice when purified diets containing 4% fat as butter, sa...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M200405-JLR200

    authors: Umezawa M,Tatematsu K,Korenaga T,Fu X,Matushita T,Okuyama H,Hosokawa M,Takeda T,Higuchi K

    更新日期:2003-04-01 00:00:00

  • n-3 PUFA dietary supplementation inhibits proliferation and store-operated calcium influx in thymoma cells growing in Balb/c mice.

    abstract::The antitumor effect of daily individual administration of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) (2 g/kg body weight) in Balb/c mice bearing a transplantable thymoma was investigated. Mice received oleic acid (control group), EPA and DHA ethyl esters starting 10 days before tumor inoculation. Anal...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Calviello G,Palozza P,Di Nicuolo F,Maggiano N,Bartoli GM

    更新日期:2000-02-01 00:00:00

  • Stable transfection of fatty acid translocase (CD36) in a rat heart muscle cell line (H9c2).

    abstract::Fatty acid translocase (FAT/CD36) is a membrane protein putatively involved in the transmembrane transport of long-chain fatty acids. We tested the hypothesis that expression of this protein in H9c2, a rat heart cell line normally not expressing FAT, would increase cellular palmitate uptake. We were able to stably tra...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Van Nieuwenhoven FA,Luiken JJ,De Jong YF,Grimaldi PA,Van der Vusse GJ,Glatz JF

    更新日期:1998-10-01 00:00:00

  • Turnover of endogenous ceramide in cultured normal and Farber fibroblasts.

    abstract::De novo synthesis and turnover of endogenous ceramide in cultured skin fibroblasts from patients affected with Farber lipogranulomatosis were studied by biosynthetical labeling of cellular sphingolipids with [14C]serine. The cellular uptake of [14C]serine and incorporation into de novo synthesized ceramide was similar...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: van Echten-Deckert G,Klein A,Linke T,Heinemann T,Weisgerber J,Sandhoff K

    更新日期:1997-12-01 00:00:00

  • Bacterial lipopolysaccharide reduces macrophage lipoprotein lipase levels: an effect that is independent of tumor necrosis factor.

    abstract::Human monocyte-derived macrophages secrete lipoprotein lipase (LPL) in culture. The regulation of human macrophage LPL production is poorly understood. Since bacterial lipopolysaccharide (LPS) alters production of several macrophage secretory products, its effect on human monocyte-derived macrophage LPL was tested. LP...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: White JR,Chait A,Klebanoff SJ,Deeb S,Brunzell JD

    更新日期:1988-10-01 00:00:00

  • Unusual binding of ursodeoxycholic acid to ileal bile acid binding protein: role in activation of FXRα.

    abstract::Ursodeoxycholic acid (UDCA, ursodiol) is used to prevent damage to the liver in patients with primary biliary cirrhosis. The drug also prevents the progression of colorectal cancer and the recurrence of high-grade colonic dysplasia. However, the molecular mechanism by which UDCA elicits its beneficial effects is not e...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M021733

    authors: Fang C,Filipp FV,Smith JW

    更新日期:2012-04-01 00:00:00

  • Determination of mRNA levels of cholesterol biosynthesis enzymes and LDL receptor using ribonuclease protection assay.

    abstract::We designed a rapid method for determining mRNA content of cholesterol biosynthesis enzymes and LDL receptor (LDLR) using a ribonuclease protection assay (RPA). 32P-labeled cRNA fragments for genes of human LDLR and the enzymes HMG-CoA synthase (HMGS), HMG-CoA reductase (HMGR), mevalonate kinase (MK), farnesyl pyropho...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Shimokawa T,Kawabe Y,Honda M,Yazaki Y,Matsumoto A,Itakura H,Kodama T

    更新日期:1995-09-01 00:00:00

  • Percent cholesterol absorption in normal women and men quantified with dual stable isotopic tracers and negative ion mass spectrometry.

    abstract::Percent cholesterol absorption was measured in 94 normal subjects aged 17- 80 years while consuming diets generally low in cholesterol (mean intake = 226 +/- 126 mg/day). A new dual stable isotope method was used where a cholesterol tracer containing 6 extra mass units was given intravenously and another tracer with 5...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Bosner MS,Lange LG,Stenson WF,Ostlund RE Jr

    更新日期:1999-02-01 00:00:00

  • Intestinal basolateral lipid substrate transport is linked to chylomicron secretion and is regulated by apoC-III.

    abstract::Chylomicron metabolism is critical for determining plasma levels of triacylglycerols (TAGs) and cholesterol, both of which are risk factors for CVD. The rates of chylomicron secretion and remnant clearance are controlled by intracellular and extracellular factors, including apoC-III. We have previously shown that huma...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M092460

    authors: Li D,Rodia CN,Johnson ZK,Bae M,Muter A,Heussinger AE,Tambini N,Longo AM,Dong H,Lee JY,Kohan AB

    更新日期:2019-09-01 00:00:00

  • Metabolism of labeled dihydrosphingomyelin in vivo.

    abstract::Tritiated dihydrosphingomyelin was injected into rats, and after various time intervals the distribution of radioactivity in various organs and in the blood and urine was determined. The rate of catabolism of the administered dihydrosphingomyelin was relatively rapid, since about one-fifth of the tritium was recovered...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Schneider PB,Kennedy EP

    更新日期:1968-01-01 00:00:00

  • Preparation of lyso-GM1 (II3Neu5AcGgOse4-long chain bases) by a one-pot reaction.

    abstract::A simple procedure is described for preparing lyso-GM1, a GM1 derivative that lacks the fatty acid moiety, starting from GM1 ganglioside using a one-pot reaction. Ganglioside deacylation was carried out in KOH/propan-1-ol in the absence of oxygen. The yield of lyso-GM1 under optimal conditions (6 h, 90 degrees C, 0.2 ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Sonnino S,Acquotti D,Kirschner G,Uguaglianza A,Zecca L,Rubino F,Tettamanti G

    更新日期:1992-08-01 00:00:00

  • Native LDL potentiate TNF alpha and IL-8 production by human mononuclear cells.

    abstract::Native LDL (nLDL) increases expression of adhesion molecules on endothelial cells through induction of Ca(2+) mobilization. Ca(2+) mobilization is also involved in the induction of proinflammatory cytokines, important mediators involved in atherogenesis. The aim of the study was to evaluate the capacity of nLDL to aff...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.m100254-jlr200

    authors: Netea MG,Kullberg BJ,Demacker PN,Jacobs LE,Verver-Jansen TJ,Hijmans A,van Tits LH,Hoenderop JG,Willems PH,Van der Meer JW,Stalenhoef AF

    更新日期:2002-07-01 00:00:00

  • De novo sterologenesis in the skin. II. Regulation by cutaneous barrier requirements.

    abstract::Recent studies suggest: that the epidermis and pilosebaceous epithelium are important sites of de novo sterol synthesis, and that the rate of cutaneous cholesterol synthesis does not change with alterations in circulating sterol levels. Since cutaneous sterols may be important for permeability barrier function, we stu...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Menon GK,Feingold KR,Moser AH,Brown BE,Elias PM

    更新日期:1985-04-01 00:00:00

  • Ceramide-1-phosphate blocks apoptosis through inhibition of acid sphingomyelinase in macrophages.

    abstract::It was reported previously that ceramide-1-phosphate (Cer-1-P) is mitogenic for fibroblasts (Gómez-Muñoz, A., P. A. Duffy, A. Martin, L. O'Brien, H-S. Byun, R. Bittman, and D. N. Brindley. 1995. Mol. Pharmacol. 47: 883-889; Gómez-Muñoz, A., L. M. Frago, L. Alvarez, and I. Varela-Nieto. 1997. Biochem. J. 325: 435-440)....

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M300158-JLR200

    authors: Gómez-Muñoz A,Kong JY,Salh B,Steinbrecher UP

    更新日期:2004-01-01 00:00:00

  • Crystal structure of the predicted phospholipase LYPLAL1 reveals unexpected functional plasticity despite close relationship to acyl protein thioesterases.

    abstract::Sequence homology indicates the existence of three human cytosolic acyl protein thioesterases, including APT1 that is known to depalmitoylate H- and N-Ras. One of them is the lysophospholipase-like 1 (LYPLAL1) protein that on the one hand is predicted to be closely related to APT1 but on the other hand might also func...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M019851

    authors: Bürger M,Zimmermann TJ,Kondoh Y,Stege P,Watanabe N,Osada H,Waldmann H,Vetter IR

    更新日期:2012-01-01 00:00:00

  • Retroperitoneal white adipose tissue lipoprotein lipase activity is rapidly down-regulated in response to acute stress.

    abstract::Tissue-specific regulation of LPL has been widely studied in rats. Previous studies reported that in vivo administration of adrenaline and acute stress cause an increase in plasma LPL activity coinciding with a decrease in white adipose tissue (WAT) LPL activity. We studied the speed of LPL activity changes during 30 ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M600487-JLR200

    authors: Casanovas A,Parramon N,de la Cruz F,Andrés O,Terencio J,López-Tejero MD,Llobera M

    更新日期:2007-04-01 00:00:00

  • Toxoplasma gondii acetyl-CoA synthetase is involved in fatty acid elongation (of long fatty acid chains) during tachyzoite life stages.

    abstract::Apicomplexan parasites are pathogens responsible for major human diseases such as toxoplasmosis caused by Toxoplasma gondii and malaria caused by Plasmodium spp. Throughout their intracellular division cycle, the parasites require vast and specific amounts of lipids to divide and survive. This demand for lipids relies...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M082891

    authors: Dubois D,Fernandes S,Amiar S,Dass S,Katris NJ,Botté CY,Yamaryo-Botté Y

    更新日期:2018-06-01 00:00:00

  • Studies on the metabolic fate of n-3 polyunsaturated fatty acids.

    abstract::Several different processes involved in the metabolic fate of docosahexaenoic acid (DHA, C22:6n-3) and its precursor in the biosynthesis route, C24:6n-3, were studied. In cultured skin fibroblasts, the oxidation rate of [1-14C] 24:6n-3 was 2.7 times higher than for [1-14C]22:6n-3, whereas [1-14C]22:6n-3 was incorporat...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M300223-JLR200

    authors: Ferdinandusse S,Denis S,Dacremont G,Wanders RJ

    更新日期:2003-10-01 00:00:00

  • Density distribution of electronegative LDL in normolipemic and hyperlipemic subjects.

    abstract::The density distribution of electronegative LDL [LDL(-)], a cytotoxic and inflammatory fraction of LDL present in plasma, was studied in 10 normolipemic (NL), 6 FH, and 11 hypertriglyceridemic (HTG) subjects. Six LDL subclasses of increased density (LDL1 to LDL6) were isolated by density-gradient ultracentrifugation (...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Sánchez-Quesada JL,Benítez S,Otal C,Franco M,Blanco-Vaca F,Ordóñez-Llanos J

    更新日期:2002-05-01 00:00:00

  • Genetic determinants of hepatic steatosis in man.

    abstract::Hepatic steatosis is one of the most common liver disorders in the general population. The main cause of hepatic steatosis is nonalcoholic fatty liver disease (NAFLD), representing the hepatic component of the metabolic syndrome, which is characterized by type 2 diabetes, obesity, and dyslipidemia. Insulin resistance ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章,评审

    doi:10.1194/jlr.R008896

    authors: Hooper AJ,Adams LA,Burnett JR

    更新日期:2011-04-01 00:00:00

  • Lipid accumulation in isolated perfused rat hearts has no apparent effect on mechanical function or energy metabolism as measured by 31P NMR.

    abstract::Male Sprague-Dawley rats were fed diets that contained 20% by weight soybean oil or rapeseed oil (21% and 43% erucic acid) for 7 days. The rapeseed oil diets increased the cardiac triacylglycerol content 5-fold and 25-fold, respectively, above control values. Hearts were removed from the animals and perfused with modi...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Stewart LC,Kramer JK,Sauer FD,Clarke K,Wolynetz MS

    更新日期:1993-09-01 00:00:00

  • Blocking gp130 signaling suppresses autotaxin expression in adipocytes and improves insulin sensitivity in diet-induced obesity.

    abstract::Autotaxin (ATX), which is highly expressed and secreted by adipocytes, functions as the key enzyme to generate lysophosphatidic acid (LPA) from lysophosphatidylcholine. Adipose tissue is the main source of circulating ATX that modulates plasma LPA levels. Upregulation of ATX expression in obese patients and mice is cl...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M075655

    authors: Sun S,Wang R,Song J,Guan M,Li N,Zhang X,Zhao Z,Zhang J

    更新日期:2017-11-01 00:00:00