Transport of fluorescent chenodeoxycholic acid via the human organic anion transporters OATP1B1 and OATP1B3.

Abstract:

:This study sought to clarify the contributions of organic anion-transporting polypeptide (OATP) 1B1 and 1B3 to the liver uptake of chenodeoxycholic acid (CDCA). We synthesized a fluorescent version of CDCA, chenodeoxychilyl-(Nepsilon-NBD)-lysine (CDCA-NBD), to characterize transporter-mediated uptake. CDCA-NBD is efficiently transported by OATP1B1 and OATP1B3 with high affinities. The Michaelis-Menten constants for CDCA-NBD uptake by OATP1B1 and OATP1B3 were 1.45 +/- 0.39 microM and 0.54 +/- 0.09 microM, respectively. By confocal laser scanning microscopy, CDCA-NBD, which is taken up by OATP1B1 and OATP1B3, was observed to localize to the cytosol. We also examined the transport of newly synthesized fluorescent bile acids. NBD-labeled bile acids, including cholic acid, deoxycholic acid, lithocholic acid, and ursodeoxycholic acid, were all transported by OATP1B1 and OATP1B3. CDCA-NBD exhibited the highest rate of transport of the five NBD-labeled bile acids examined in OATP1B1- and OATP1B3-expressing cells. Our results suggest that OATP1B1 and OATP1B3 play important roles in CDCA uptake into the liver. Fluorescent bile acids are useful tools to characterize the uptake properties of membrane transporters.

journal_name

J Lipid Res

authors

Yamaguchi H,Okada M,Akitaya S,Ohara H,Mikkaichi T,Ishikawa H,Sato M,Matsuura M,Saga T,Unno M,Abe T,Mano N,Hishinuma T,Goto J

doi

10.1194/jlr.M500532-JLR200

keywords:

subject

Has Abstract

pub_date

2006-06-01 00:00:00

pages

1196-202

issue

6

eissn

0022-2275

issn

1539-7262

pii

M500532-JLR200

journal_volume

47

pub_type

杂志文章
  • Lipolysis of very low density lipoproteins by heparan sulfate proteoglycan-bound lipoprotein lipase.

    abstract::An in vitro assay to study lipolysis of very low density lipoproteins (VLDL) by heparan sulfate proteoglycan (HSPG-bound lipoprotein lipase (LPL) was developed. Optimal conditions for VLDL lipolysis by HSPG-bound LPL were obtained by incubating plastic wells with 0.5 microg HSPG and 1.5 microg LPL, subsequently. Contr...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: de Man FH,de Beer F,van der Laarse A,Smelt AH,Havekes LM

    更新日期:1997-12-01 00:00:00

  • Cross-inhibition of SR-BI- and ABCA1-mediated cholesterol transport by the small molecules BLT-4 and glyburide.

    abstract::Scavenger receptor class B type I (SR-BI) and ABCA1 are structurally dissimilar cell surface proteins that play key roles in HDL metabolism. SR-BI is a receptor that binds HDL with high affinity and mediates both the selective lipid uptake of cholesteryl esters from lipid-rich HDL to cells and the efflux of unesterifi...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M300358-JLR200

    authors: Nieland TJ,Chroni A,Fitzgerald ML,Maliga Z,Zannis VI,Kirchhausen T,Krieger M

    更新日期:2004-07-01 00:00:00

  • Inflammatory remodeling of the HDL proteome impairs cholesterol efflux capacity.

    abstract::Recent studies demonstrate that HDL's ability to promote cholesterol efflux from macrophages associates strongly with cardioprotection in humans independently of HDL-cholesterol (HDL-C) and apoA-I, HDL's major protein. However, the mechanisms that impair cholesterol efflux capacity during vascular disease are unclear....

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M059089

    authors: Vaisar T,Tang C,Babenko I,Hutchins P,Wimberger J,Suffredini AF,Heinecke JW

    更新日期:2015-08-01 00:00:00

  • Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors.

    abstract::In an approach to the identification of proteins involved in the side chain degradation of bile salt biosynthesis, the photolabile 7,7-azo derivatives of 5 beta-cholestane-3 alpha,7 alpha,12 alpha-triol, 5 beta-cholestane-3 alpha,7 alpha,12 alpha,26-tetrol and 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestan-26-oa...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Gengenbacher T,Gerok W,Giese U,Kurz G

    更新日期:1990-02-01 00:00:00

  • 13C NMR studies of the binding of medium-chain fatty acids to human serum albumin.

    abstract::Binding of the medium-chain fatty acids (MCFA), octanoic (OCT) and decanoic (DEC) acid, to human serum albumin (HSA) has been studied by 13C NMR spectroscopy. NMR spectra at 35 degrees C showed an apparently homogeneous binding environment (a single, narrow resonance for the 13C-enriched carboxyl carbon) at different ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Kenyon MA,Hamilton JA

    更新日期:1994-03-01 00:00:00

  • Interaction of rat plasma very low density lipoprotein with lipoprotein lipase-rich (postheparin) plasma.

    abstract::Incubation of 125I-labeled very low density lipoprotein (VLDL) with lipoprotein lipase-rich (postheparin) plasma obtained from intact or supradiaphragmatic rats resulted in the transfer of more than 80% of apoprotein C from VLDL to high density lipoprotein (HDL), whereas apoprotein B was associated with lipoprotein of...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Eisenberg S,Rachmilewitz D

    更新日期:1975-09-01 00:00:00

  • Cytochrome P450-mediated metabolism of vitamin D.

    abstract::The vitamin D signal transduction system involves a series of cytochrome P450-containing sterol hydroxylases to generate and degrade the active hormone, 1α,25-dihydroxyvitamin D3, which serves as a ligand for the vitamin D receptor-mediated transcriptional gene expression described in companion articles in this review...

    journal_title:Journal of lipid research

    pub_type: 杂志文章,评审

    doi:10.1194/jlr.R031534

    authors: Jones G,Prosser DE,Kaufmann M

    更新日期:2014-01-01 00:00:00

  • Hydrolysis of primary and secondary esters of glycerol by pancreatic juice.

    abstract::The relative rates of hydrolysis of the secondary ester in glycerol 1,3-benzylidene 2-oleate and in glycerol 1,3-dihexadecyl ether 2-oleate, and of the primary and secondary esters in triolein were determined. Both unaltered and selectively inactivated rat pancreatic juice were used as sources of enzyme. It was found ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Mattson FH,Volpenhein RA

    更新日期:1968-01-01 00:00:00

  • Evidence for centers in the central nervous system that regulate fat mobilization in dogs.

    abstract::Infusions of 2-deoxyglucose (2-DG) into intact, adrenalectomized, and adrenalectomized-hypophysectomized dogs caused increases in plasma free fatty acid (FFA) levels which could be reversed by infusing hexamethonium, or prevented by epidural anesthesia or destruction of the thoracic spinal cord. Similar infusions of 2...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Goldfien A,Gullixson KS,Hargrove G

    更新日期:1966-05-01 00:00:00

  • Ascorbic acid and copper in linoleate oxidation. 3. Catalysts in combination.

    abstract::In promoting oxidation of 0.02 m potassium linoleate in a buffered (pH 7.0) aqueous dispersion at 37 degrees C, ascorbic acid at low concentrations (1.8 x 10(-6) and 1.8 x 10(-5) m) in combination with copper (1.3 x 10(-7) to 1.3 x 10(-3) m) had greater catalytic activity than the additive activity of the two catalyst...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Haase G,Dunkley WL

    更新日期:1969-09-01 00:00:00

  • Role of cholesteryl ester transfer protein (CETP) in the HDL conversion process as evidenced by using anti-CETP monoclonal antibodies.

    abstract::The implication of cholesteryl ester transfer protein (CETP) in the high density lipoprotein (HDL) conversion process was studied by incubating HDL3 with a purified CETP preparation for 24 h at 37 degrees C. At a physiological plasma level, CETP induced a decrease of the HDL3 fraction (8.6 nm diameter) and the appeara...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Lagrost L,Gambert P,Dangremont V,Athias A,Lallemant C

    更新日期:1990-09-01 00:00:00

  • Effect of pregnancy and lactation on lipoprotein and cholesterol metabolism in the rat.

    abstract::Origins of hyperlipidemia and cholestasis that occur during pregnancy were investigated by examining expression of key elements related to plasma and hepatic cholesterol metabolism during pregnancy, lactation, and post-lactation in the rat model. Among major findings were: during pregnancy, the activities of hepatic 3...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Smith JL,Lear SR,Forte TM,Ko W,Massimi M,Erickson SK

    更新日期:1998-11-01 00:00:00

  • Dissociation of lipid-free apolipoprotein A-I from high density lipoproteins.

    abstract::Conditions under which apolipoprotein (apo) A-I dissociates from human high density lipoproteins (HDL) during incubation in vitro have been investigated. Dissociation of apoA-I was demonstrated by non-denaturing gradient gel electrophoresis followed by immunoblotting for apoA-I and by size-exclusion chromatography. It...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Liang HQ,Rye KA,Barter PJ

    更新日期:1994-07-01 00:00:00

  • Formation of eicosanoids, E2/D2 isoprostanes, and docosanoids following decapitation-induced ischemia, measured in high-energy-microwaved rat brain.

    abstract::Inflammatory lipid mediators derived from arachidonic acid (AA) and docosahexaenoic acid (DHA) modify the pathophysiology of brain ischemia. The goal of this work was to investigate the formation of eicosanoids and docosanoids generated from AA and DHA, respectively, during no-flow cerebral ischemia. Rats were subject...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M800200-JLR200

    authors: Farias SE,Basselin M,Chang L,Heidenreich KA,Rapoport SI,Murphy RC

    更新日期:2008-09-01 00:00:00

  • microRNA-30c reduces plasma cholesterol in homozygous familial hypercholesterolemic and type 2 diabetic mouse models.

    abstract::High plasma cholesterol levels are found in several metabolic disorders and their reductions are advocated to reduce the risk of atherosclerosis. A way to lower plasma lipids is to curtail lipoprotein production; however, this is associated with steatosis. We previously showed that microRNA (miR)-30c lowers diet-induc...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M081299

    authors: Irani S,Iqbal J,Antoni WJ,Ijaz L,Hussain MM

    更新日期:2018-01-01 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

  • Uptake of long-chain fatty acids in HepG2 cells involves caveolae: analysis of a novel pathway.

    abstract::We investigated the role of caveolae in uptake and intracellular trafficking of long chain fatty acids (LCFA) in HepG2 human hepatoma cells. The uptake of [(3)H]oleic acid and [(3)H]stearic acid into HepG2 cells was measured by radioactive assays and internalization of the non-metabolizable fluorescent fatty acid 12-(...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.m100404-jlr200

    authors: Pohl J,Ring A,Stremmel W

    更新日期:2002-09-01 00:00:00

  • Asymmetric synthesis and structure elucidation of a glycerophospholipid from Mycobacterium tuberculosis.

    abstract::A glycerophospholipid (1-O-tuberculostearoyl-2-O-palmitoyl-sn-glycero-3-phosphoethanolamine) from Mycobacterium tuberculosis was isolated from the reference strain H37Rv. The molecular structure of this tuberculostearoyl [(R)-10-methyloctadecyl] and palmitoyl containing phosphatidylethanolamine (PE) has been resolved....

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M001982

    authors: Ter Horst B,Seshadri C,Sweet L,Young DC,Feringa BL,Moody DB,Minnaard AJ

    更新日期:2010-05-01 00:00:00

  • CD36 deletion reduces VLDL secretion, modulates liver prostaglandins, and exacerbates hepatic steatosis in ob/ob mice.

    abstract::Recent findings described the role of CD36-mediated signaling in regulating cellular calcium and the release of various bioactive molecules, including the prostaglandins, neurotransmitters, cholecystokinin, and secretin. Here we document the role of CD36 in the secretion of hepatic VLDL. CD36 deletion resulted in 60% ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M037812

    authors: Nassir F,Adewole OL,Brunt EM,Abumrad NA

    更新日期:2013-11-01 00:00:00

  • Modification of the fatty acid composition of cultured human fibroblasts.

    abstract::The fatty acid composition of human skin fibroblasts grown in 10% dialyzed fetal calf serum can be modified considerably by adding supplemental fatty acids to the culture medium. The degree of modification was dependent on the concentration of added fatty acid over the range tested, 2.5 X 10(-5) to 1 X 10(-4) M. At th...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Spector AA,Kiser RE,Denning GM,Koh SW,DeBault LE

    更新日期:1979-05-01 00:00:00

  • Biotransformation of chenodeoxycholic acid by Pseudomonas species NCIB 10590 under anaerobic conditions.

    abstract::The metabolism of chenodeoxycholic acid by Pseudomonas sp. NCIB 10590 under strict anaerobic conditions was studied. A range of unsaturated acidic and neutral metabolites were isolated and identified. The major acidic product was chola-4,6-dien-3-one-24-oic acid whilst the major neutral product was androsta-4,6-dien-3...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Owen RW,Hill MJ,Bilton RF

    更新日期:1983-09-01 00:00:00

  • A human skin multifunctional O-acyltransferase that catalyzes the synthesis of acylglycerols, waxes, and retinyl esters.

    abstract::Acyl-CoA-dependent O-acyltransferases catalyze reactions in which fatty acyl-CoAs are joined to acyl acceptors containing free hydroxyl groups to produce neutral lipids. In this report, we characterize a human multifunctional O-acyltransferase (designated MFAT) that belongs to the acyl-CoA:diacylglycerol acyltransfera...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M500168-JLR200

    authors: Yen CL,Brown CH 4th,Monetti M,Farese RV Jr

    更新日期:2005-11-01 00:00:00

  • CLA differently regulates adipogenesis in stromal vascular cells from porcine subcutaneous adipose and skeletal muscle.

    abstract::Conjugated linoleic acid (CLA), a mixture of isomers of linoleic acid, has previously been shown to be able to decrease porcine subcutaneous (SC) adipose tissue levels while increasing the count of intramuscular (IM) adipose tissue in vivo. However, the underlying mechanisms through which it acts are poorly understood...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M600525-JLR200

    authors: Zhou X,Li D,Yin J,Ni J,Dong B,Zhang J,Du M

    更新日期:2007-08-01 00:00:00

  • Phospholipid transfer activities in toad oocytes and developing embryos.

    abstract::The role of lipid transfer proteins during plasma membrane biogenesis was explored. Developing amphibia embryos were used because during their growth an active plasma membrane biosynthesis occurs together with negligible mitochondrial and endoplasmic reticulum proliferation. Sonicated vesicles, containing 14C-labeled ...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Rusiñol A,Salomón RA,Bloj B

    更新日期:1987-01-01 00:00:00

  • An improved method for the identification and quantitation of biological lipids by HPLC using laser light-scattering detection.

    abstract::We have developed a simplified and improved high performance liquid chromatography (HPLC) method for the detection and quantitation of tissue lipid using a new laser light-scattering detector (Varex model ELSD II). This detector has a limit of sensitivity of 50 ng for neutral lipid and 200 ng for most phospholipids wi...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Lutzke BS,Braughler JM

    更新日期:1990-11-01 00:00:00

  • Oxidized LDL attenuates apoptosis in monocytic cells by activating ERK signaling.

    abstract::Low concentrations of oxidized low density lipoprotein (OxLDL) are cytoprotective for phagocytes, although the underlying mechanisms remain unclear. We investigated signaling pathways used by OxLDL to attenuate apoptosis in monocytic cells. OxLDL at 25-50 mug/ml inhibited staurosporine-induced apoptosis in THP-1 cells...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M700100-JLR200

    authors: Namgaladze D,Kollas A,Brüne B

    更新日期:2008-01-01 00:00:00

  • Metabolic engineering of Pichia pastoris to produce ricinoleic acid, a hydroxy fatty acid of industrial importance.

    abstract::Ricinoleic acid (12-hydroxyoctadec-cis-9-enoic acid) has many specialized uses in bioproduct industries, while castor bean is currently the only commercial source for the fatty acid. This report describes metabolic engineering of a microbial system (Pichia pastoris) to produce ricinoleic acid using a "push" (synthesis...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:10.1194/jlr.M060954

    authors: Meesapyodsuk D,Chen Y,Ng SH,Chen J,Qiu X

    更新日期:2015-11-01 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

  • Spectrophotometric method for determination of tocopherol in red blood cells.

    abstract::A relatively rapid procedure is described for the spectrophotometric determination of total tocopherol in red blood cells (RBC) based on a modification of the original Emmerie-Engel reaction. The critical feature in this method is the presence of a large amount of an added antioxidant, pyrogallol or ascorbic acid, dur...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Kayden HJ,Chow CK,Bjornson LK

    更新日期:1973-09-01 00:00:00

  • Analysis of rat serum apolipoproteins by isoelectric focusing. I. Studies on the middle molecular weight subunits.

    abstract::Analytical isoelectric focusing (IEF) has been applied to the study of the apolipoprotein components of rat serum high density and very low density lipoproteins. The apolipoproteins were separated on 7.5% polyacrylamide gels containing 6.8% urea, with a pH gradient of 4-6. The middle molecular weight range apolipoprot...

    journal_title:Journal of lipid research

    pub_type: 杂志文章

    doi:

    authors: Gidez LI,Swaney JB,Murnane S

    更新日期:1977-01-01 00:00:00