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P5585 Sigma

Palmitic acid

BioXtra, ≥99%

Synonym: 1-Pentadecanecarboxylic acid, C16:0, Cetylic acid, Hexadecanoic acid, NSC 5030, PamOH

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Properties

Related Categories Acetyl-CoA Carboxylase Inhibitors, Biochemicals and Reagents, Cancer Metabolism, Cancer Research, Cell Biology,
vapor pressure   10 mmHg ( 210 °C)
product line   BioXtra
assay   ≥99%
impurities   ≤0.0005% Phosphorus (P)
  ≤0.1% Insoluble matter
ign. residue   ≤0.1%
bp   271.5 °C/100 mmHg(lit.)
mp   61-62.5 °C(lit.)
solubility   chloroform: soluble0.5 M, clear, colorless
density   0.852 g/mL at 25 °C(lit.)
anion traces   chloride (Cl-): ≤0.05%
  sulfate (SO42-): ≤0.05%
cation traces   Al: ≤0.005%
  Ca: ≤0.0005%
  Cu: ≤0.0005%
  Fe: ≤0.0005%
  K: ≤0.005%
  Mg: ≤0.0005%
  NH4+: ≤0.05%
  Na: ≤0.05%
  Pb: ≤0.001%
  Zn: ≤0.0005%
Gene Information   human ... FABP2(2169), FABP3(2170), FABP4(2167), FABP5(2171)

Description

Biochem/physiol Actions

Palmitic acid is a straight-chain 16-carbon fatty acid. Diets rich in palmitic acid, along with lauric and myristic acids, are associated with increased serum levels of low-density lipoprotein cholesterol. Palmitic acid is the first fatty acid produced by lipogenesis. It is a negative regulator of acetyl-CoA carboxylase (ACC) and is implicated in fatty acid-induced insulin resistance.

Price and Availability

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Fatty Acid and Sterol Extraction Kits

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Safety & Documentation

Safety Information

Personal Protective Equipment 
WGK Germany 
nwg
RTECS 
RT4550000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

Protocols & Articles

Articles

Fatty Acid Synthesis and Metabolism in Cancer Cells

Proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sour...
Keywords: Apoptosis, Biofiles, Cancer, Carboxylations, Catalysis, Citric Acid Cycle, Gene expression, Glycolysis, Metabolism, Oxidations, PAGE, Phosphorylations

Lipid Induced Insulin Resistance

Obesity is a well-established risk factor for the development of insulin resistance. Obesity is associated with the increased deposition of lipids in non-adipose tissue with subsequent decreases in i...
Linda Stephenson, Ph.D.
Biofiles v6 n4, 9
Keywords: Angiogenesis, Antivirals, Apoptosis, Biological processes, Cardiovascular, Catalog, Catalysis, Cell culture, Cell proliferation, Deposition, Diabetes, Events, Gene expression, Growth factors, Hormones, Inflammation, Metabolism, Metabolites, Obesity, Phosphorylations, Physiological Processes, Reductions, Transcription, Transduction, Type

Peer-Reviewed Papers

References

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Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Sreekumar A, Poisson LM, Rajendiran TM, et al. Nature 457(7231), 910-4, (2009)

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Insulin sensitivity is related to the fatty acid composition of serum lipids and skeletal muscle phospholipids in 70-year-old men. Vessby B, Tengblad S, and Lithell H Diabetologia 37(10), 1044-50, (1994)

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Kainate receptor post-translational modifications differentially regulate association with 4.1N to control activity-dependent receptor endocytosis. Copits BA and Swanson GT J. Biol. Chem. 288(13), 8952-65, (2013)

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What does S-palmitoylation do to membrane proteins? Blaskovic S, Blanc M, and van der Goot FG FEBS J. 280(12), 2766-74, (2013)

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Coordinate changes in histone modifications, mRNA levels, and metabolite profiles in clonal INS-1 832/13 β-cells accompany functional adaptations to lipotoxicity. Malmgren S, Spégel P, Danielsson AP, et al. J. Biol. Chem. 288(17), 11973-87, (2013)

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A method for quantitative acylcarnitine profiling in human skin fibroblasts using unlabelled palmitic acid: diagnosis of fatty acid oxidation disorders and differentiation between biochemical phenotypes of MCAD deficiency. Okun JG, Kölker S, Schulze A, et al. Biochim. Biophys. Acta 1584(2-3), 91-8, (2002)

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Palmitoylation-dependent regulation of glutamate receptors and their PDZ domain-containing partners. Thomas GM and Huganir RL Biochem. Soc. Trans. 41(1), 72-8, (2013)

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Regulation of the cardiac Na(+) pump by palmitoylation of its catalytic and regulatory subunits. Howie J, Tulloch LB, Shattock MJ, et al. Biochem. Soc. Trans. 41(1), 95-100, (2013)

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Palmitoylation, pathogens and their host. Blanc M, Blaskovic S, and van der Goot FG Biochem. Soc. Trans. 41(1), 84-8, (2013)

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Regulation of large conductance calcium- and voltage-activated potassium (BK) channels by S-palmitoylation. Shipston MJ Biochem. Soc. Trans. 41(1), 67-71, (2013)

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2-Hexadecynoic acid inhibits plasmodial FAS-II enzymes and arrests erythrocytic and liver stage Plasmodium infections. Deniz Tasdemir et al Bioorg. Med. Chem. 18, 7475-85, (2010)

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Nutrition in lipid disorders. Mensink RP Ther. Umsch. 52(8), 509-14, (1995)

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[A study on the effect of cortisol and progesterone on cytosolic arachidonic and palmitic acid concentrations in cultured human myometrial cells]. Otsuki T and Oku M Nippon. Sanka Fujinka Gakkai Zasshi 47(6), 531-8, (1995)

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[Evaluation of human skin function in a sealed room by a chromatographic method]. Dubinin DM, Naĭdina VP, and Zaloguev SN Kosm. Biol. Aviakosm. Med. 19(6), 69-73, (1985)

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Prospective association of fatty acids in the de novo lipogenesis pathway with risk of type 2 diabetes: the Cardiovascular Health Study. Ma W, Wu JH, Wang Q, et al. Am. J. Clin. Nutr. 101(1), 153-63, (2015)

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Palmitoleic acid is elevated in fatty liver disease and reflects hepatic lipogenesis. Lee JJ, Lambert JE, Hovhannisyan Y, et al. Am. J. Clin. Nutr. 101(1), 34-43, (2015)

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Palmitate induces insulin resistance in human HepG2 hepatocytes by enhancing ubiquitination and proteasomal degradation of key insulin signaling molecules. Ishii M, Maeda A, Tani S, et al. Arch. Biochem. Biophys. 566, 26-35, (2015)

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Uncoupling AMPK from autophagy: a foe that hinders the beneficial effects of metformin treatment on metabolic syndrome-associated atherosclerosis? Focus on "glucose and palmitate uncouple AMPK from autophagy in human aortic endothelial cells". Ding WX Am. J. Physiol. Cell Physiol. 308(3), C246-8, (2015)

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Identification of the WNT1 residues required for palmitoylation by Porcupine. Miranda M, Galli LM, Enriquez M, et al. FEBS Lett. 588(24), 4815-24, (2014)

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Akt/eNOS signaling pathway mediates inhibition of endothelial progenitor cells by palmitate-induced ceramide. Fu M, Li Z, Tan T, et al. Am. J. Physiol. Heart Circ. Physiol. 308(1), H11-7, (2015)

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Glucose and palmitate uncouple AMPK from autophagy in human aortic endothelial cells. Weikel KA, Cacicedo JM, Ruderman NB, et al. Am. J. Physiol. Cell Physiol. 308(3), C249-63, (2015)

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S-palmitoylation and s-oleoylation of rabbit and pig sarcolipin. Montigny C, Decottignies P, Le Maréchal P, et al. J. Biol. Chem. 289(49), 33850-61, (2014)

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Nuclear factor-κB is a common upstream signal for growth differentiation factor-5 expression in brown adipocytes exposed to pro-inflammatory cytokines and palmitate. Hinoi E, Iezaki T, Ozaki K, et al. Biochem. Biophys. Res. Commun. 452(4), 974-9, (2014)

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PRMT3 regulates hepatic lipogenesis through direct interaction with LXRα. Kim DI, Park MJ, Lim SK, et al. Diabetes 64(1), 60-71, (2015)

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Cyclooxygenase-2-dependent oxidative stress mediates palmitate-induced impairment of endothelium-dependent relaxations in mouse arteries. Gao Z, Zhang H, Liu J, et al. Biochem. Pharmacol. 91(4), 474-82, (2014)

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Epidermal fatty acid-binding protein protects nerve growth factor-differentiated PC12 cells from lipotoxic injury. Liu JW, Montero M, Bu L, et al. J. Neurochem. 132(1), 85-98, (2015)

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Ca(2+)-dependent permeabilization of mitochondria and liposomes by palmitic and oleic acids: a comparative study. Belosludtsev KN, Belosludtseva NV, Agafonov AV, et al. Biochim. Biophys. Acta 1838(10), 2600-6, (2014)

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Self-assembly and interactions of short antimicrobial cationic lipopeptides with membrane lipids: ITC, FTIR and molecular dynamics studies. Sikorska E, Dawgul M, Greber K, et al. Biochim. Biophys. Acta 1838(10), 2625-34, (2014)

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p38α mitogen-activated kinase mediates cardiomyocyte apoptosis induced by palmitate. Oh CC, Nguy MQ, Schwenke DC, et al. Biochem. Biophys. Res. Commun. 450(1), 628-33, (2014)

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Hepatic toxicity of dronedarone in mice: role of mitochondrial β-oxidation. Felser A, Stoller A, Morand R, et al. Toxicology 323, 1-9, (2014)

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Palmitate induces mRNA translation and increases ER protein load in islet β-cells via activation of the mammalian target of rapamycin pathway. Hatanaka M, Maier B, Sims EK, et al. Diabetes 63(10), 3404-15, (2014)

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Lysosomal stress in obese adipose tissue macrophages contributes to MITF-dependent Gpnmb induction. Gabriel TL, Tol MJ, Ottenhof R, et al. Diabetes 63(10), 3310-23, (2014)

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Fatty acid chain elongation in palmitate-perfused working rat heart: mitochondrial acetyl-CoA is the source of two-carbon units for chain elongation. Kerner J, Minkler PE, Lesnefsky EJ, et al. J. Biol. Chem. 289(14), 10223-34, (2014)

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Stearic acids at sn-1, 3 positions of TAG are more efficient at limiting fat deposition than palmitic and oleic acids in C57BL/6 mice. Gouk SW, Cheng SF, Ong AS, et al. Br. J. Nutr. 111(7), 1174-80, (2014)

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[Changes in the content of plasma lipoproteins in persons subjected to diets prepared with sunflower oil alone or mixed with palm olein]. Giacopini de Z MI, Alonso HV, Sánchez J, et al. Invest. Clin. 54(2), 171-9, (2013)

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[The high content of palmitinic fatty acid in food as a major cause of increase of concentration of cholesterol and low density lipoproteins and atheromatous plaques of arteries' intima]. Titov VN Klin. Lab. Diagn. (2), 3-10, (2013)

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Saturated fatty acid composition of human milk in Israel: a comparison between Jewish and Bedouin women. Silberstein T, Burg A, Blumenfeld J, et al. Isr. Med. Assoc. J. 15(4), 156-9, (2013)

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Ras palmitoylation is necessary for N-Ras activation and signal propagation in growth factor signalling. Song SP, Hennig A, Schubert K, et al. Biochem. J. 454(2), 323-32, (2013)

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[Low and very low density lipoproteins: pathogenetic and clinical significance]. Titov VN, Vostrov IA, Kaba SI, et al. Klin. Med. (Mosk.) 91(1), 20-7, (2013)

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[Prevention of atherosclerosis. Excess of palmitic acid in food--a cause of hypercholesterolemia, inflammatory syndrome, insulin resistance in myocytes, and apoptosis]. Titov VN, Krylin VV, and Shiriaeva IuK Klin. Lab. Diagn. (2), 4-15, (2011)

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Methods for nutrigenomics and longevity studies in Drosophila: effects of diets high in sucrose, palmitic acid, soy, or beef. Ye J, Cui X, Loraine A, et al. Methods Mol. Biol. 371, 111-41, (2007)

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Extraction and GC/MS analysis of the human blood plasma metabolome. A J, Trygg J, Gullberg J, et al. Anal. Chem. 77(24), 8086-94, (2005)

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The role of palmitoylation in regulating Ras localization and function. Eisenberg S, Laude AJ, Beckett AJ, et al. Biochem. Soc. Trans. 41(1), 79-83, (2013)

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The human serum metabolome. Psychogios N, Hau DD, Peng J, et al. PLoS ONE 6(2), e16957, (2011)

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Interference by naturally occurring fatty acids in a noncellular enzyme-based aromatase bioassay. Marcy J Balunas et al J. Nat. Prod. 69, 700-3, (2006)

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Susceptibility of podocytes to palmitic acid is regulated by stearoyl-CoA desaturases 1 and 2. Sieber J, Weins A, Kampe K, et al. Am. J. Pathol. 183(3), 735-44, (2013)

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Quantitative analysis for organic acids in biological samples: batch isolation followed by gas chromatographic-mass spectrometric analysis. Hoffmann G, Aramaki S, Blum-Hoffmann E, et al. Clin. Chem. 35(4), 587-95, (1989)

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Lipolanthionine peptides act as inhibitors of TLR2-mediated IL-8 secretion. Synthesis and structure-activity relationships. Tobias Seyberth et al J. Med. Chem. 49, 1754-65, (2006)

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Post-modification of preformed liposomes with novel non-phospholipid poly(ethylene glycol)-conjugated hexadecylcarbamoylmethyl hexadecanoic acid for enhanced circulation persistence in vivo. Nag OK, Yadav VR, Hedrick A, et al. Int. J. Pharm. 446(1-2), 119-29, (2013)

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Comparing micellar, hemolytic, and antibacterial properties of di- and tricarboxyl dendritic amphiphiles. Bhadreshkumar B Maisuria et al Bioorg. Med. Chem. 19, 2918-26, (2011)

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Cancer cells incorporate and remodel exogenous palmitate into structural and oncogenic signaling lipids. Louie SM, Roberts LS, Mulvihill MM, et al. Biochim. Biophys. Acta 1831(10), 1566-72, (2013)

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Physiology and pathophysiology of organic acids in cerebrospinal fluid. Hoffmann GF, Meier-Augenstein W, Stöckler S, et al. J. Inherit. Metab. Dis. 16(4), 648-69, (1993)

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Unsaturated fatty acids induce calcium influx into keratinocytes and cause abnormal differentiation of epidermis. Katsuta Y, Iida T, Inomata S, et al. J. Invest. Dermatol. 124(5), 1008-13, (2005)

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Pre-existent asymmetry in the human cyclooxygenase-2 sequence homodimer. Dong L, Sharma NP, Jurban BJ, et al. J. Biol. Chem. 288(40), 28641-55, (2013)

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A novel mechanism by which SDF-1β protects cardiac cells from palmitate-induced endoplasmic reticulum stress and apoptosis via CXCR7 and AMPK/p38 MAPK-mediated interleukin-6 generation. Zhao Y, Tan Y, Xi S, et al. Diabetes 62(7), 2545-58, (2013)

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Pid1 induces insulin resistance in both human and mouse skeletal muscle during obesity. Bonala S, McFarlane C, Ang J, et al. Mol. Endocrinol. 27(9), 1518-35, (2013)

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Plasma phospholipid fatty acids, dietary fatty acids and prostate cancer risk. Bassett JK, Severi G, Hodge AM, et al. Int. J. Cancer 133(8), 1882-91, (2013)

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JNK1-dependent PUMA Expression Contributes To Hepatocyte Lipoapoptosis. Cazanave, S.C., et al. J. Thorac. Cardiovasc. Surg. 284, 26591-602, (2009)

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Inflammasome-mediated secretion of IL-1β in human monocytes through TLR2 activation; modulation by dietary fatty acids. Snodgrass RG, Huang S, Choi IW, et al. J. Immunol. 191(8), 4337-47, (2013)

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Biologic activities of the TolC-like protein of Neisseria meningitidis as assessed by functional complementation in Escherichia coli. Nazia Kamal et al Antimicrob. Agents Chemother. 54, 506-8, (2010)

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FFAR1 is involved in both the acute and chronic effects of palmitate on insulin secretion. Kristinsson H, Smith DM, Bergsten P, et al. Endocrinology 154(11), 4078-88, (2013)

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Palmitate induces transcriptional regulation of BACE1 and presenilin by STAT3 in neurons mediated by astrocytes. Liu L, Martin R, Kohler G, et al. Exp. Neurol. 248, 482-90, (2013)

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Eicosapentaenoic acid suppresses palmitate-induced cytokine production by modulating long-chain acyl-CoA synthetase 1 expression in human THP-1 macrophages. Nakakuki M, Kawano H, Notsu T, et al. Atherosclerosis 227(2), 289-96, (2013)

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Structure Of A Classical MHC Class I Molecule That Binds Non-classical Ligands. Hee, C.S., et al. PLoS Biol. 8, e1000557, (2010)

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Prediction of fatty acids content in pig adipose tissue by near infrared spectroscopy: at-line versus in-situ analysis. Zamora-Rojas E, Garrido-Varo A, De Pedro-Sanz E, et al. Meat Science 95(3), 503-11, (2013)

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Site-specific fatty acid-conjugation to prolong protein half-life in vivo. Lim SI, Mizuta Y, Takasu A, et al. J. Control. Release 170(2), 219-25, (2013)

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Kinetics and utilization of lipid sources during acute exercise and acipimox. Nellemann B, Søndergaard E, Jensen J, et al. Am. J. Physiol. Endocrinol. Metab. 307(2), E199-208, (2014)

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Dynamic palmitoylation links cytosol-membrane shuttling of acyl-protein thioesterase-1 and acyl-protein thioesterase-2 with that of proto-oncogene H-ras product and growth-associated protein-43. Kong E, Peng S, Chandra G, et al. J. Biol. Chem. 288(13), 9112-25, (2013)

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Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Guneral F and Bachmann C Clin. Chem. 40(6), 862-6, (1994)

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Scuteflorins A and B, dihydropyranocoumarins from Scutellaria lateriflora. Jing Li et al J. Nat. Prod. 72, 983-7, (2009)

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Palmitoylation and the trafficking of peripheral membrane proteins. Chamberlain LH, Lemonidis K, Sanchez-Perez M, et al. Biochem. Soc. Trans. 41(1), 62-6, (2013)

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Role Of Lipid Structure In The Humoral Immune Response In Mice To Covalent Lipid-peptides From The Membrane Proximal Region Of HIV-1 Gp41. Watson, D.S., and Szoka, F.C. Vaccine 27, 4672-83, (2009)

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Highly sensitive detection of pathogen Escherichia coli O157:H7 by electrochemical impedance spectroscopy. Barreiros dos Santos M, Agusil JP, Prieto-Simón B, et al. Biosens. Bioelectron. 45, 174-80, (2013)

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Membrane lipid saturation activates IRE1α without inducing clustering. Kitai Y, Ariyama H, Kono N, et al. Genes Cells 18(9), 798-809, (2013)

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Adverse effect of obesity on red cell membrane arachidonic and docosahexaenoic acids in gestational diabetes. Min Y, Ghebremeskel K, Lowy C, et al. Diabetologia 47(1), 75-81, (2004)

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Behenic acid is a cholesterol-raising saturated fatty acid in humans. Cater NB and Denke MA Am. J. Clin. Nutr. 73(1), 41-4, (2001)

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Fatty acids modulate cytokine and chemokine secretion of stimulated human whole blood cultures in diabetes. Simon MC, Bilan S, Nowotny B, et al. Clin. Exp. Immunol. 172(3), 383-93, (2013)

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Role of bacterial surface structures on the interaction of Klebsiella pneumoniae with phagocytes. March C, Cano V, Moranta D, et al. PLoS ONE 8(2), e56847, (2013)

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Palmitate induces apoptosis in mouse aortic endothelial cells and endothelial dysfunction in mice fed high-calorie and high-cholesterol diets. Lu Y, Qian L, Zhang Q, et al. Life Sci. 92(24-26), 1165-73, (2013)

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Palmitic acid increases medial calcification by inducing oxidative stress. Brodeur MR, Bouvet C, Barrette M, et al. J. Vasc. Res. 50(5), 430-41, (2013)

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Acid sphingomyelinase plays a key role in palmitic acid-amplified inflammatory signaling triggered by lipopolysaccharide at low concentrations in macrophages. Jin J, Zhang X, Lu Z, et al. Am. J. Physiol. Endocrinol. Metab. 305(7), E853-67, (2013)

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Potent and selective biphenyl azole inhibitors of adipocyte fatty acid binding protein (aFABP). Richard Sulsky et al Bioorg. Med. Chem. Lett. 17, 3511-5, (2007)

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Modulation of the activity of the human cholesteryl ester transfer protein by carboxylated derivatives. Evidence for 13-cis-retinoic acid as a potent activator of the protein's activity in plasma. Florentin E, Athias A, and Lagrost L Eur. J. Biochem. 240(3), 699-706, (1996)

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Glucose deprivation in tuberous sclerosis complex-related tumors. Jiang X, Kenerson HL, and Yeung RS Cell Biosci. 1, 34, (2011)

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Oral absorption of insulin encapsulated in artificial chyles of bile salts, palmitic acid and alpha-tocopherol dispersions. Mesiha MS, Ponnapula S, and Plakogiannis F Int. J. Pharm. 249(1-2), 1-5, (2002)

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Coronary endothelial dysfunction and mitochondrial reactive oxygen species in type 2 diabetic mice. Cho YE, Basu A, Dai A, et al. Am. J. Physiol. Cell Physiol. 305(10), C1033-40, (2013)

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Bile and unsaturated fatty acids inhibit the binding of cholera toxin and Escherichia coli heat-labile enterotoxin to GM1 receptor. Arpita Chatterjee et al Antimicrob. Agents Chemother. 52, 220-4, (2008)

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Pigment epithelium-derived factor (PEDF) suppresses IL-1β-mediated c-Jun N-terminal kinase (JNK) activation to improve hepatocyte insulin signaling. Gattu AK, Birkenfeld AL, Iwakiri Y, et al. Endocrinology 155(4), 1373-85, (2014)

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Hydrogen peroxide production regulates the mitochondrial function in insulin resistant muscle cells: effect of catalase overexpression. Barbosa MR, Sampaio IH, Teodoro BG, et al. Biochim. Biophys. Acta 1832(10), 1591-604, (2013)

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Effect of fatty acids on the β-oxidation system and thioesterase of Lactococcus lactis subspecies lactis. Li L and Ma Y J. Dairy Sci. 96(4), 2003-10, (2013)

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NMR structure of a potent small molecule inhibitor bound to human keratinocyte fatty acid-binding protein. Patricia A McDonnell et al J. Med. Chem. 49, 5013-7, (2006)

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Enhanced glucose metabolism is preserved in cultured primary myotubes from obese donors in response to exercise training. Bourlier V, Saint-Laurent C, Louche K, et al. J. Clin. Endocrinol. Metab. 98(9), 3739-47, (2013)

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Oleate prevents palmitate-induced mitochondrial dysfunction, insulin resistance and inflammatory signaling in neuronal cells. Kwon B, Lee HK, and Querfurth HW Biochim. Biophys. Acta 1843(7), 1402-13, (2014)

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The effect of the chain length distribution of free fatty acids on the mixing properties of stratum corneum model membranes. Oguri M, Gooris GS, Bito K, et al. Biochim. Biophys. Acta 1838(7), 1851-61, (2014)

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Involvement of phospholipase A/acyltransferase-1 in N-acylphosphatidylethanolamine generation. Uyama T, Inoue M, Okamoto Y, et al. Biochim. Biophys. Acta 1831(12), 1690-701, (2013)

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The crystal engineering of salbutamol sulphate via simulated pulmonary surfactant monolayers. Davies MJ, Kerry TD, Seton L, et al. Int. J. Pharm. 446(1-2), 34-45, (2013)

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Alteration of endoplasmic reticulum lipid rafts contributes to lipotoxicity in pancreatic β-cells. Boslem E, Weir JM, MacIntosh G, et al. J. Biol. Chem. 288(37), 26569-82, (2013)

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Palmitate increases Nur77 expression by modulating ZBP89 and Sp1 binding to the Nur77 proximal promoter in pancreatic β-cells. Mazuy C, Ploton M, Eeckhoute J, et al. FEBS Lett. 587(23), 3883-90, (2013)

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Elevated toll-like receptor 3 inhibits pancreatic β-cell proliferation through G1 phase cell cycle arrest. Wang Y, Wu H, Gao L, et al. Mol. Cell. Endocrinol. 377(1-2), 112-22, (2013)

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Palmitoylation of serotonin receptors. Gorinski N and Ponimaskin E Biochem. Soc. Trans. 41(1), 89-94, (2013)

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Chemical proteomics: a powerful tool for exploring protein lipidation. Storck EM, Serwa RA, and Tate EW Biochem. Soc. Trans. 41(1), 56-61, (2013)

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Characterization of cysteine string protein in rat parotid acinar cells. Shimomura H, Imai A, and Nashida T Arch. Biochem. Biophys. 538(1), 1-5, (2013)

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Accumulation of lipids and oxidatively damaged DNA in hepatocytes exposed to particles. Vesterdal LK, Danielsen PH, Folkmann JK, et al. Toxicol. Appl. Pharmacol. 274(2), 350-60, (2014)

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Palm oil and palmitic acid: a review on cardiovascular effects and carcinogenicity. Fattore E and Fanelli R Int. J. Food Sci. Nutr. 64(5), 648-59, (2013)

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Study on analysis of waste edible oil with deterioration and removal of acid value, carbonyl value, and free fatty acid by a food additive (calcium silicate). Ogata F, Tanaka Y, Tominaga H, et al. J. Oleo Sci. 62(2), 109-14, (2013)

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Kinetics of palmitic acid transport in insulin-dependent diabetic pregnancies: in vitro study. Nandakumaran M, Makhseed M, al-Rayyes S, et al. Pediatr. Int. 42(3), 296-301, (2000)

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Prognostic significance of cytoskeleton-associated membrane protein 4 and its palmitoyl acyltransferase DHHC2 in hepatocellular carcinoma. Li SX, Tang GS, Zhou DX, et al. Cancer 120(10), 1520-31, (2014)

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Effect of alpha-1-acid glycoprotein, albumin and palmitic acid on the brain and salivary gland extraction of warfarin in rats. Urien S, Morin D, and Tillement JP J. Pharmacol. Exp. Ther. 248(2), 781-5, (1989)

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Identification of mucus glycoprotein fatty acyltransferase activity in human gastric mucosa. Liau YH, Slomiany BL, Slomiany A, et al. Digestion 32(1), 57-62, (1985)

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Fetal lung maturity, as assessed by gas-liquid chromatographic determination of phospholipid palmitic acid in amniotic fluid. Ip MP, Draisey TF, Thibert RJ, et al. Clin. Chem. 23(1), 35-40, (1977)

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Pulmonary surfactant and amniotic fluid insulin. Draisey TF, Gagneja GL, and Thibert RJ Obstet. Gynecol. 50(2), 197-9, (1977)

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Overexpression of juxtaposed with another zinc finger gene 1 reduces proinflammatory cytokine release via inhibition of stress-activated protein kinases and nuclear factor-κB. Yang M, Dai J, Jia Y, et al. FEBS J. 281(14), 3193-205, (2014)

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CDPKs of Cryptosporidium parvum--stage-specific expression in vitro. Etzold M, Lendner M, Daugschies A, et al. Parasitol. Res. 113(7), 2525-33, (2014)

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Suppression of adipogenesis by valproic acid through repression of USF1-activated fatty acid synthesis in adipocytes. Yuyama M and Fujimori K Biochem. J., (2014)

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Partitioning of lysolipids, fatty acids and their mixtures in aqueous lipid bilayers: solute concentration/composition effects. Singh J, Lai AJ, Alaee Y, et al. Biochim. Biophys. Acta 1838(1 Pt B), 348-54, (2014)

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Membrane lipidome reorganization correlates with the fate of neuroblastoma cells supplemented with fatty acids. Bolognesi A, Chatgilialoglu A, Polito L, et al. PLoS ONE 8(2), e55537, (2013)

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Merck 14,6996

Beil. 2,IV,1157

Aldrich MSDS 1, 1419:D / Arctander, 2447 / Corp MSDS 1 (2), 2676:C / FT-IR 2 (1), 760:A / FT-IR 1 (1), 485:A / FT-NMR 1 (1), 756:B / IR-Spectra (2), 258:A / IR-Spectra (3), 286:A / NMR-Reference 2 (1), 422:D / RegBook 1 (1), 535:J / RegBook 47 (1), 535:J / Sax 6, 2113 / Sigma FT-IR 1 (1), 1448:A / Structure Index 1, 75:D:6 / Vapor Phase 3, 577:B

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