2-bromohexadecanoic acid

2-bromohexadecanoic acid is a lipid of Fatty Acyls (FA) class. 2-bromohexadecanoic acid is associated with abnormalities such as Varicosity and Coronavirus Infections. The involved functions are known as Cell Proliferation, Apoptosis, Binding (Molecular Function), Regulation and Biochemical Pathway. 2-bromohexadecanoic acid often locates in Membrane, Cytoplasm, Mitochondria, Cell surface and Extracellular. The associated genes with 2-bromohexadecanoic acid are SLC33A1 gene, GRK6 gene, RBP1 gene, DST gene and FATE1 gene. The related lipids are Palmitates, Fatty Acids, Nonesterified Fatty Acids, Fatty Acids, Unsaturated and Oleates.

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Introduction

To understand associated biological information of 2-bromohexadecanoic acid, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with 2-bromohexadecanoic acid?

2-bromohexadecanoic acid is suspected in Varicosity, Coronavirus Infections and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with 2-bromohexadecanoic acid

MeSH term MeSH ID Detail
Diabetes Mellitus D003920 90 associated lipids
Body Weight D001835 333 associated lipids
Carcinoma, Hepatocellular D006528 140 associated lipids
Cardiomegaly D006332 31 associated lipids
Hyperinsulinism D006946 27 associated lipids
Total 5

PubChem Associated disorders and diseases

What pathways are associated with 2-bromohexadecanoic acid

There are no associated biomedical information in the current reference collection.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with 2-bromohexadecanoic acid?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
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What functions are associated with 2-bromohexadecanoic acid?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with 2-bromohexadecanoic acid?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with 2-bromohexadecanoic acid?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with 2-bromohexadecanoic acid?

There are no associated biomedical information in the current reference collection.

NCBI Entrez Crosslinks

All references with 2-bromohexadecanoic acid

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Viguerie-Bascands N et al. Increase in uncoupling protein-2 mRNA expression by BRL49653 and bromopalmitate in human adipocytes. 1999 Biochem. Biophys. Res. Commun. pmid:10066437
Henly DC et al. Hepatic glucose cycling does not contribute to the development of hyperglycemia in Zucker diabetic fatty rats. 1999 Diabetes pmid:10334311
Oakes ND et al. Development and initial evaluation of a novel method for assessing tissue-specific plasma free fatty acid utilization in vivo using (R)-2-bromopalmitate tracer. 1999 J. Lipid Res. pmid:10357848
Bastie C et al. Expression of peroxisome proliferator-activated receptor PPARdelta promotes induction of PPARgamma and adipocyte differentiation in 3T3C2 fibroblasts. 1999 J. Biol. Chem. pmid:10419513
Heinemann HO et al. The effect of DL-2-bromopalmitate on the utilization of palmitic acid by rat granular pneumocytes. 1979 Virchows Arch B Cell Pathol pmid:105465
Nagase I et al. Up-regulation of uncoupling protein 3 by thyroid hormone, peroxisome proliferator-activated receptor ligands and 9-cis retinoic acid in L6 myotubes. 1999 FEBS Lett. pmid:10567719
Webb Y et al. Inhibition of protein palmitoylation, raft localization, and T cell signaling by 2-bromopalmitate and polyunsaturated fatty acids. 2000 J. Biol. Chem. pmid:10617614
Gao J et al. Stimulation of adipose differentiation related protein (ADRP) expression in adipocyte precursors by long-chain fatty acids. 2000 J. Cell. Physiol. pmid:10623894
Dieudonne MN et al. Opposite effects of androgens and estrogens on adipogenesis in rat preadipocytes: evidence for sex and site-related specificities and possible involvement of insulin-like growth factor 1 receptor and peroxisome proliferator-activated receptor gamma2. 2000 Endocrinology pmid:10650946
Shintani M et al. Downregulation of leptin by free fatty acids in rat adipocytes: effects of triacsin C, palmitate, and 2-bromopalmitate. 2000 Metab. Clin. Exp. pmid:10726909
Hagen T et al. Uncoupling proteins 1 and 3 are regulated differently. 2000 Biochemistry pmid:10801335
Furler SM et al. Local factors modulate tissue-specific NEFA utilization: assessment in rats using 3H-(R)-2-bromopalmitate. 2000 Diabetes pmid:10969825
Bastie C et al. Alterations of peroxisome proliferator-activated receptor delta activity affect fatty acid-controlled adipose differentiation. 2000 J. Biol. Chem. pmid:10991946
Hardy S et al. Oleate activates phosphatidylinositol 3-kinase and promotes proliferation and reduces apoptosis of MDA-MB-231 breast cancer cells, whereas palmitate has opposite effects. 2000 Cancer Res. pmid:11103797
Briaud I et al. Lipotoxicity of the pancreatic beta-cell is associated with glucose-dependent esterification of fatty acids into neutral lipids. 2001 Diabetes pmid:11272142
Schiller PC et al. Inhibition of gap-junctional communication induces the trans-differentiation of osteoblasts to an adipocytic phenotype in vitro. 2001 J. Biol. Chem. pmid:11278824
Murase T et al. Abundant expression of uncoupling protein-2 in the small intestine: up-regulation by dietary fish oil and fibrates. 2001 Biochim. Biophys. Acta pmid:11341955
Percherancier Y et al. Palmitoylation-dependent control of degradation, life span, and membrane expression of the CCR5 receptor. 2001 J. Biol. Chem. pmid:11390405
Kaushik VK et al. Regulation of fatty acid oxidation and glucose metabolism in rat soleus muscle: effects of AICAR. 2001 Am. J. Physiol. Endocrinol. Metab. pmid:11440910
Son C et al. Up-regulation of uncoupling protein 3 gene expression by fatty acids and agonists for PPARs in L6 myotubes. 2001 Endocrinology pmid:11564673
Creaser SP and Peterson BR Sensitive and rapid analysis of protein palmitoylation with a synthetic cell-permeable mimic of SRC oncoproteins. 2002 J. Am. Chem. Soc. pmid:11890786
El-Husseini Ael-D et al. Synaptic strength regulated by palmitate cycling on PSD-95. 2002 Cell pmid:11955437
Duplus E et al. Evidence for selective induction of phosphoenolpyruvate carboxykinase gene expression by unsaturated and nonmetabolized fatty acids in adipocytes. 2002 J. Cell. Biochem. pmid:11968005
Oakes ND and Furler SM Evaluation of free fatty acid metabolism in vivo. 2002 Ann. N. Y. Acad. Sci. pmid:12079845
Navarro-Lérida I et al. Distance-dependent cellular palmitoylation of de-novo-designed sequences and their translocation to plasma membrane subdomains. 2002 J. Cell. Sci. pmid:12118067
Varner AS et al. A fluorescence-based high performance liquid chromatographic method for the characterization of palmitoyl acyl transferase activity. 2002 Anal. Biochem. pmid:12234477
Arai T et al. Intracellular fatty acid downregulates ob gene expression in 3T3-L1 adipocytes. 2002 Biochem. Biophys. Res. Commun. pmid:12372428
Nakao F et al. Involvement of Src family protein tyrosine kinases in Ca(2+) sensitization of coronary artery contraction mediated by a sphingosylphosphorylcholine-Rho-kinase pathway. 2002 Circ. Res. pmid:12433841
Kwiatkowska K et al. Phosphorylation of FcgammaRIIA is required for the receptor-induced actin rearrangement and capping: the role of membrane rafts. 2003 J. Cell. Sci. pmid:12508114
Wiedmer T et al. Palmitoylation of phospholipid scramblase 1 controls its distribution between nucleus and plasma membrane. 2003 Biochemistry pmid:12564925
Hellemans K et al. PPARbeta regulates vitamin A metabolism-related gene expression in hepatic stellate cells undergoing activation. 2003 J. Lipid Res. pmid:12576510
Vukmirica J et al. Assembly and secretion of very low density lipoproteins containing apolipoprotein B48 in transfected McA-RH7777 cells. Lack of evidence that palmitoylation of apolipoprotein B48 is required for lipoprotein secretion. 2003 J. Biol. Chem. pmid:12582154
Varner AS et al. Characterization of human palmitoyl-acyl transferase activity using peptides that mimic distinct palmitoylation motifs. 2003 Biochem. J. pmid:12670300
Cheng H et al. Protein acylation in the inhibition of insulin secretion by norepinephrine, somatostatin, galanin, and PGE2. 2003 Am. J. Physiol. Endocrinol. Metab. pmid:12684222
Cammisotto PG et al. Regulation of leptin secretion from white adipocytes by free fatty acids. 2003 Am. J. Physiol. Endocrinol. Metab. pmid:12736159
Haber EP et al. Palmitate modulates the early steps of insulin signalling pathway in pancreatic islets. 2003 FEBS Lett. pmid:12782313
Hardy S et al. Saturated fatty acid-induced apoptosis in MDA-MB-231 breast cancer cells. A role for cardiolipin. 2003 J. Biol. Chem. pmid:12805375
Atshaves BP et al. Sterol carrier protein-2/sterol carrier protein-x expression differentially alters fatty acid metabolism in L cell fibroblasts. 2003 J. Lipid Res. pmid:12810824
Christopherson KS et al. Lipid- and protein-mediated multimerization of PSD-95: implications for receptor clustering and assembly of synaptic protein networks. 2003 J. Cell. Sci. pmid:12829740
Holst D et al. Nutritional regulation and role of peroxisome proliferator-activated receptor delta in fatty acid catabolism in skeletal muscle. 2003 Biochim. Biophys. Acta pmid:12842194
Dorfleutner A and Ruf W Regulation of tissue factor cytoplasmic domain phosphorylation by palmitoylation. 2003 Blood pmid:12920028
Grimaldi PA et al. Induction of aP2 gene expression by nonmetabolized long-chain fatty acids. 1992 Proc. Natl. Acad. Sci. U.S.A. pmid:1438299
Clore JN et al. Evidence for dissociation of gluconeogenesis stimulated by non-esterified fatty acids and changes in fructose 2,6-bisphosphate in cultured rat hepatocytes. 1992 Biochem. J. pmid:1445259
Kovalenko OV et al. Evidence for specific tetraspanin homodimers: inhibition of palmitoylation makes cysteine residues available for cross-linking. 2004 Biochem. J. pmid:14556650
Chen HQ et al. Novel roles for palmitoylation of Ras in IL-1 beta-induced nitric oxide release and caspase 3 activation in insulin-secreting beta cells. 2003 Biochem. Pharmacol. pmid:14563479
Parker SM et al. Palmitate potentiation of glucose-induced insulin release: a study using 2-bromopalmitate. 2003 Metab. Clin. Exp. pmid:14564691
Kausch C et al. Skeletal muscle cells from insulin-resistant (non-diabetic) individuals are susceptible to insulin desensitization by palmitate. 2003 Horm. Metab. Res. pmid:14605989
Remizov O et al. Palmitate-induced Ca2+-signaling in pancreatic beta-cells. 2003 Mol. Cell. Endocrinol. pmid:14654245
Gauthier-Campbell C et al. Regulation of dendritic branching and filopodia formation in hippocampal neurons by specific acylated protein motifs. 2004 Mol. Biol. Cell pmid:14978216
Acconcia F et al. S-palmitoylation modulates human estrogen receptor-alpha functions. 2004 Biochem. Biophys. Res. Commun. pmid:15033483
Awad AC et al. Direct desaturation of free myristic acid by hen liver microsomal Delta9-desaturase without prior activation to myristoyl-CoA derivative. 2004 J. Agric. Food Chem. pmid:15137875
Zhai L et al. Drosophila wnt-1 undergoes a hydrophobic modification and is targeted to lipid rafts, a process that requires porcupine. 2004 J. Biol. Chem. pmid:15166250
Li Z et al. Design, synthesis, and evaluation of a new class of noncyclic 1,3-dicarbonyl compounds as PPARalpha selective activators. 2004 Bioorg. Med. Chem. Lett. pmid:15177462
Rajaraman G and Burczynski FJ Effect of dexamethasone, 2-bromopalmitate and clofibrate on L-FABP mediated hepatoma proliferation. 2004 J. Pharm. Pharmacol. pmid:15324484
Drisdel RC et al. The role of palmitoylation in functional expression of nicotinic alpha7 receptors. 2004 J. Neurosci. pmid:15548665
Prentki M et al. Malonyl-CoA and long chain acyl-CoA esters as metabolic coupling factors in nutrient-induced insulin secretion. 1992 J. Biol. Chem. pmid:1556096
Coleman RA et al. 2-Bromopalmitoyl-CoA and 2-bromopalmitate: promiscuous inhibitors of membrane-bound enzymes. 1992 Biochim. Biophys. Acta pmid:1571364
Kim HS et al. The Pseudomonas syringae effector AvrRpt2 cleaves its C-terminally acylated target, RIN4, from Arabidopsis membranes to block RPM1 activation. 2005 Proc. Natl. Acad. Sci. U.S.A. pmid:15845764
Kovalenko OV et al. Structural organization and interactions of transmembrane domains in tetraspanin proteins. 2005 BMC Struct. Biol. pmid:15985154
Deng T et al. A new retinoid-like compound that activates peroxisome proliferator-activated receptors and lowers blood glucose in diabetic mice. 2005 Biol. Pharm. Bull. pmid:15997096
Salehi A et al. Free fatty acid receptor 1 (FFA(1)R/GPR40) and its involvement in fatty-acid-stimulated insulin secretion. 2005 Cell Tissue Res. pmid:16044321
Thorp EB et al. Palmitoylations on murine coronavirus spike proteins are essential for virion assembly and infectivity. 2006 J. Virol. pmid:16415005
Nonaka M et al. Essential contribution of the ligand-binding beta B/beta C loop of PDZ1 and PDZ2 in the regulation of postsynaptic clustering, scaffolding, and localization of postsynaptic density-95. 2006 J. Neurosci. pmid:16421296
Shutes A et al. Biochemical analyses of the Wrch atypical Rho family GTPases. 2006 Meth. Enzymol. pmid:16472646
Vergarajauregui S and Puertollano R Two di-leucine motifs regulate trafficking of mucolipin-1 to lysosomes. 2006 Traffic pmid:16497227
Petäjä-Repo UE et al. Distinct subcellular localization for constitutive and agonist-modulated palmitoylation of the human delta opioid receptor. 2006 J. Biol. Chem. pmid:16595649
Edgley AJ et al. PPARgamma agonist induced cardiac enlargement is associated with reduced fatty acid and increased glucose utilization in myocardium of Wistar rats. 2006 Eur. J. Pharmacol. pmid:16674938
Antoun J et al. CYP4A11 is repressed by retinoic acid in human liver cells. 2006 FEBS Lett. pmid:16712844
Ci X et al. The effect of insulin on the intracellular distribution of 14(R,S)-[18F]Fluoro-6-thia-heptadecanoic acid in rats. 2006 Jul-Aug Mol Imaging Biol pmid:16791750
Thankamony SP and Knudson W Acylation of CD44 and its association with lipid rafts are required for receptor and hyaluronan endocytosis. 2006 J. Biol. Chem. pmid:16945930
Resh MD Use of analogs and inhibitors to study the functional significance of protein palmitoylation. 2006 Methods pmid:17012032
Kenworthy AK Fluorescence-based methods to image palmitoylated proteins. 2006 Methods pmid:17012033
Herrmann MM et al. The PTI1-like kinase ZmPti1a from maize (Zea mays L.) co-localizes with callose at the plasma membrane of pollen and facilitates a competitive advantage to the male gametophyte. 2006 BMC Plant Biol. pmid:17022830
Mikic I et al. A live cell, image-based approach to understanding the enzymology and pharmacology of 2-bromopalmitate and palmitoylation. 2006 Meth. Enzymol. pmid:17110192
Carpenter-Hyland EP and Chandler LJ Homeostatic plasticity during alcohol exposure promotes enlargement of dendritic spines. 2006 Eur. J. Neurosci. pmid:17229098
Wu Y et al. Activation of protein phosphatase 2A by palmitate inhibits AMP-activated protein kinase. 2007 J. Biol. Chem. pmid:17255104
Zhang L et al. S-acylation regulates Kv1.5 channel surface expression. 2007 Am. J. Physiol., Cell Physiol. pmid:17344312
Gaudel C and Grimaldi PA Metabolic Functions of Peroxisome Proliferator-Activated Receptor beta/delta in Skeletal Muscle. 2007 PPAR Res pmid:17389772
Jin M et al. Role of LRAT on the retinoid isomerase activity and membrane association of Rpe65. 2007 J. Biol. Chem. pmid:17504753
Yang Y et al. Regulation of FAT/CD36 mRNA gene expression by long chain fatty acids in the differentiated 3T3-L1 cells. 2007 Pediatr. Surg. Int. pmid:17516074
Patil PB et al. Malonyl coenzyme A affects insulin-stimulated glucose transport in myotubes. 2007 Arch. Physiol. Biochem. pmid:17522981
Jiang X et al. Plasma membrane and nuclear localization of G protein coupled receptor kinase 6A. 2007 Mol. Biol. Cell pmid:17538017
McHaffie GS et al. The role of an intracellular cysteine stretch in the sorting of the type II Na/phosphate cotransporter. 2007 Biochim. Biophys. Acta pmid:17574207
Chisari M et al. Shuttling of G protein subunits between the plasma membrane and intracellular membranes. 2007 J. Biol. Chem. pmid:17576765
Diakogiannaki E et al. Mechanisms involved in the cytotoxic and cytoprotective actions of saturated versus monounsaturated long-chain fatty acids in pancreatic beta-cells. 2007 J. Endocrinol. pmid:17641278
pmid:17651901
Nini L et al. R7-binding protein targets the G protein beta 5/R7-regulator of G protein signaling complex to lipid rafts in neuronal cells and brain. 2007 BMC Biochem. pmid:17880698
Das S et al. Palmitoylation of POTE family proteins for plasma membrane targeting. 2007 Biochem. Biophys. Res. Commun. pmid:17904529
Waataja JJ et al. Excitotoxic loss of post-synaptic sites is distinct temporally and mechanistically from neuronal death. 2008 J. Neurochem. pmid:17944868
Lu J et al. Polyunsaturated fatty acids block platelet-activating factor-induced phosphatidylinositol 3 kinase/Akt-mediated apoptosis in intestinal epithelial cells. 2008 Am. J. Physiol. Gastrointest. Liver Physiol. pmid:18356536
pmid:18481132
Davis LA and Zur Nieden NI Mesodermal fate decisions of a stem cell: the Wnt switch. 2008 Cell. Mol. Life Sci. pmid:18528633
Norris AW et al. Endogenous peroxisome proliferator-activated receptor-gamma augments fatty acid uptake in oxidative muscle. 2008 Endocrinology pmid:18653710
Oku H and Umino T Molecular characterization of peroxisome proliferator-activated receptors (PPARs) and their gene expression in the differentiating adipocytes of red sea bream Pagrus major. 2008 Comp. Biochem. Physiol. B, Biochem. Mol. Biol. pmid:18691667
Goytain A et al. Huntingtin-interacting proteins, HIP14 and HIP14L, mediate dual functions, palmitoyl acyltransferase and Mg2+ transport. 2008 J. Biol. Chem. pmid:18794299
Jennings BC et al. 2-Bromopalmitate and 2-(2-hydroxy-5-nitro-benzylidene)-benzo[b]thiophen-3-one inhibit DHHC-mediated palmitoylation in vitro. 2009 J. Lipid Res. pmid:18827284
Borland LM and Allbritton NL Use of micellar electrokinetic chromatography to measure palmitoylation of a peptide. 2008 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:18926781
Leong WF et al. Protein palmitoylation regulates osteoblast differentiation through BMP-induced osterix expression. 2009 PLoS ONE pmid:19125191
Oku H et al. The effects of 2-bromopalmitate on the fatty acid composition in differentiating adipocytes of red sea bream (Pagrus major). 2009 Comp. Biochem. Physiol. B, Biochem. Mol. Biol. pmid:19166960