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product summary
company name :
MilliporeSigma
other brands :
FLUKA, Sigma-Aldrich, Roche Applied Science
product type :
chemical
product name :
5′-(N-Ethylcarboxamido)adenosine
catalog :
E2387
citations: 91
Reference
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Szabo A, Viczjan G, Erdei T, Simon I, Kiss R, Szentmiklosi A, et al. Accuracy and Precision of the Receptorial Responsiveness Method (RRM) in the Quantification of A1 Adenosine Receptor Agonists. Int J Mol Sci. 2019;20: pubmed publisher
Kayhan M, Koyas A, Akdemir I, Savas A, Cekic C. Adenosine Receptor Signaling Targets Both PKA and Epac Pathways to Polarize Dendritic Cells to a Suppressive Phenotype. J Immunol. 2019;203:3247-3255 pubmed publisher
Magnifico M, Macone A, Marani M, Bouzidi A, Giardina G, Rinaldo S, et al. Linking Infection and Prostate Cancer Progression: Toll-like Receptor3 Stimulation Rewires Glucose Metabolism in Prostate Cells. Anticancer Res. 2019;39:5541-5549 pubmed publisher
Aizawa S, Gu T, Kaminoda A, Fujioka R, Ojima F, Sakata I, et al. Adenosine stimulates neuromedin U mRNA expression in the rat pars tuberalis. Mol Cell Endocrinol. 2019;496:110518 pubmed publisher
Bonyanian Z, Walker M, Du Toit E, Rose Meyer R. Multiple adenosine receptor subtypes stimulate wound healing in human EA.hy926 endothelial cells. Purinergic Signal. 2019;15:357-366 pubmed publisher
Ulivieri C, De Tommaso D, Finetti F, Ortensi B, Pelicci G, D Elios M, et al. A T Cell Suppressive Circuitry Mediated by CD39 and Regulated by ShcC/Rai Is Induced in Astrocytes by Encephalitogenic T Cells. Front Immunol. 2019;10:1041 pubmed publisher
Clark J, Kavanagh D, Watson S, Pike J, Andrews R, Gardiner E, et al. Adenosine and Forskolin Inhibit Platelet Aggregation by Collagen but not the Proximal Signalling Events. Thromb Haemost. 2019;119:1124-1137 pubmed publisher
Ghosh D, Bernstein J. Development of a progesterone-specific IgE assay for diagnosing patients with suspected progestogen hypersensitivity. Ann Allergy Asthma Immunol. 2019;122:616-622 pubmed publisher
Xu K, Cooney K, Shin E, Wang L, Deppen J, Ginn S, et al. Adenosine from a biologic source regulates neutrophil extracellular traps (NETs). J Leukoc Biol. 2019;105:1225-1234 pubmed publisher
Cooper S, Soave M, Jörg M, Scammells P, Woolard J, Hill S. Probe dependence of allosteric enhancers on the binding affinity of adenosine A1 -receptor agonists at rat and human A1 -receptors measured using NanoBRET. Br J Pharmacol. 2019;176:864-878 pubmed publisher
White C, Johnstone E, See H, Pfleger K. NanoBRET ligand binding at a GPCR under endogenous promotion facilitated by CRISPR/Cas9 genome editing. Cell Signal. 2019;54:27-34 pubmed publisher
Amaral E, Machado de Salles É, Barbosa Bomfim C, Salgado R, Almeida F, de Souza P, et al. Inhibiting Adenosine Receptor Signaling Promotes Accumulation of Effector CD4+ T Cells in the Lung Parenchyma During Severe Tuberculosis. J Infect Dis. 2019;219:964-974 pubmed publisher
Yanagawa M, Hiroshima M, Togashi Y, Abe M, Yamashita T, Shichida Y, et al. Single-molecule diffusion-based estimation of ligand effects on G protein-coupled receptors. Sci Signal. 2018;11: pubmed publisher
Vincenzi M, Bednarska K, Lesnikowski Z. Comparative Study of Carborane- and Phenyl-Modified Adenosine Derivatives as Ligands for the A2A and A3 Adenosine Receptors Based on a Rigid in Silico Docking and Radioligand Replacement Assay. Molecules. 2018;23: pubmed publisher
Nieto A, Fernandez Vega V, Spicer T, Sturchler E, Adhikari P, Kennedy N, et al. Identification of Novel, Structurally Diverse, Small Molecule Modulators of GPR119. Assay Drug Dev Technol. 2018;16:278-288 pubmed publisher
Liu G, Zhang W, Guo J, Kong F, Zhou S, Chen S, et al. Adenosine binds predominantly to adenosine receptor A1 subtype in astrocytes and mediates an immunosuppressive effect. Brain Res. 2018;1700:47-55 pubmed publisher
Jaiteh M, Zeifman A, Saarinen M, Svenningsson P, Brea J, Loza M, et al. Docking Screens for Dual Inhibitors of Disparate Drug Targets for Parkinson's Disease. J Med Chem. 2018;61:5269-5278 pubmed publisher
Pal China S, Pal S, Chattopadhyay S, Porwal K, Mittal M, Sanyal S, et al. The wakefulness promoting drug Modafinil causes adenosine receptor-mediated upregulation of receptor activator of nuclear factor κB ligand in osteoblasts: Negative impact of the drug on peak bone accrual in rats. Toxicol Appl Pharmacol. 2018;348:22-31 pubmed publisher
Lv J, Shao Y, Gao Y. Activation of A1 and A2a adenosine receptors promotes neural progenitor cell proliferation. Brain Res. 2018;1686:65-71 pubmed publisher
Peres R, Donate P, Talbot J, Cecílio N, Lobo P, Machado C, et al. TGF-β signalling defect is linked to low CD39 expression on regulatory T cells and methotrexate resistance in rheumatoid arthritis. J Autoimmun. 2018;90:49-58 pubmed publisher
Eddy M, Lee M, Gao Z, White K, Didenko T, Horst R, et al. Allosteric Coupling of Drug Binding and Intracellular Signaling in the A2A Adenosine Receptor. Cell. 2018;172:68-80.e12 pubmed publisher
Young A, Ngiow S, Madore J, Reinhardt J, Landsberg J, Chitsazan A, et al. Targeting Adenosine in BRAF-Mutant Melanoma Reduces Tumor Growth and Metastasis. Cancer Res. 2017;77:4684-4696 pubmed publisher
Riff R, Cohen Y, Eini Rider H, Naamani O, Mazar J, Haviv Y, et al. Systemic inflammatory response syndrome-related lymphopenia is associated with adenosine A1 receptor dysfunction. J Leukoc Biol. 2017;102:95-103 pubmed publisher
Nehmé R, Carpenter B, Singhal A, Strege A, Edwards P, White C, et al. Mini-G proteins: Novel tools for studying GPCRs in their active conformation. PLoS ONE. 2017;12:e0175642 pubmed publisher
Kumari N, Agrawal S, Luthra P. Pharmacological assessments of potent A2A receptor antagonist IDPU (1-(7-imino-3-propyl-2,3-dihydrothiazolo[4,5-d]pyrimidin-6(7H)-yl)urea) in rodent model of haloperidol induced Parkinson like symptoms. Neurosci Lett. 2017;647:53-60 pubmed publisher
Xu J, Bian X, Liu Y, Hong L, Teng T, Sun Y, et al. Adenosine A2 receptor activation ameliorates mitochondrial oxidative stress upon reperfusion through the posttranslational modification of NDUFV2 subunit of complex I in the heart. Free Radic Biol Med. 2017;106:208-218 pubmed publisher
Song A, Zhang Y, Han L, Yegutkin G, Liu H, Sun K, et al. Erythrocytes retain hypoxic adenosine response for faster acclimatization upon re-ascent. Nat Commun. 2017;8:14108 pubmed publisher
Zhu J, Zeng Y, Li W, Qin H, Lei Z, Shen D, et al. CD73/NT5E is a target of miR-30a-5p and plays an important role in the pathogenesis of non-small cell lung cancer. Mol Cancer. 2017;16:34 pubmed publisher
Varano F, Catarzi D, Vincenzi F, Betti M, Falsini M, Ravani A, et al. Design, Synthesis, and Pharmacological Characterization of 2-(2-Furanyl)thiazolo[5,4-d]pyrimidine-5,7-diamine Derivatives: New Highly Potent A2A Adenosine Receptor Inverse Agonists with Antinociceptive Activity. J Med Chem. 2016;59:10564-10576 pubmed
Hothersall J, Guo D, Sarda S, Sheppard R, Chen H, Keur W, et al. Structure-Activity Relationships of the Sustained Effects of Adenosine A2A Receptor Agonists Driven by Slow Dissociation Kinetics. Mol Pharmacol. 2017;91:25-38 pubmed
Nathan J, Lakshmanan G, Michael F, Seppan P, Ragunathan M. Expression of adenosine receptors and vegf during angiogenesis and its inhibition by pentoxifylline-A study using zebrafish model. Biomed Pharmacother. 2016;84:1406-1418 pubmed publisher
Nguyen A, Vecchio E, Thomas T, Nguyen T, Aurelio L, Scammells P, et al. Role of the Second Extracellular Loop of the Adenosine A1 Receptor on Allosteric Modulator Binding, Signaling, and Cooperativity. Mol Pharmacol. 2016;90:715-725 pubmed
Liu S, Street T. 5'-N-ethylcarboxamidoadenosine is not a paralog-specific Hsp90 inhibitor. Protein Sci. 2016;25:2209-2215 pubmed publisher
Wilkinson P, Farrell F, Morel D, LAW W, Murphy S. Adenosine Signaling Increases Proinflammatory and Profibrotic Mediators through Activation of a Functional Adenosine 2B Receptor in Renal Fibroblasts. Ann Clin Lab Sci. 2016;46:339-45 pubmed
Guo D, Dijksteel G, van Duijl T, Heezen M, Heitman L, Ijzerman A. Equilibrium and kinetic selectivity profiling on the human adenosine receptors. Biochem Pharmacol. 2016;105:34-41 pubmed publisher
Xia L, de Vries H, IJzerman A, Heitman L. Scintillation proximity assay (SPA) as a new approach to determine a ligand's kinetic profile. A case in point for the adenosine A1 receptor. Purinergic Signal. 2016;12:115-26 pubmed publisher
Ranganathan A, Stoddart L, Hill S, Carlsson J. Fragment-Based Discovery of Subtype-Selective Adenosine Receptor Ligands from Homology Models. J Med Chem. 2015;58:9578-90 pubmed publisher
Nayak S, Khan M, Wan T, Pei H, Linden J, Dwinell M, et al. Characterization of Dahl salt-sensitive rats with genetic disruption of the A2B adenosine receptor gene: implications for A2B adenosine receptor signaling during hypertension. Purinergic Signal. 2015;11:519-31 pubmed publisher
Naval Macabuhay I, Casanova V, Navarro G, García F, León A, Miralles L, et al. Adenosine deaminase regulates Treg expression in autologous T cell-dendritic cell cocultures from patients infected with HIV-1. J Leukoc Biol. 2016;99:349-59 pubmed publisher
Romagnoli R, Baraldi P, Lopez Cara C, Cruz Lopez O, Moorman A, Massink A, et al. Synthesis and biological evaluation of a new series of 2-amino-3-aroyl thiophene derivatives as agonist allosteric modulators of the A1 adenosine receptor. A position-dependent effect study. Eur J Med Chem. 2015;101:185-204 pubmed publisher
Du X, Ou X, Song T, Zhang W, Cong F, Zhang S, et al. Adenosine A2B receptor stimulates angiogenesis by inducing VEGF and eNOS in human microvascular endothelial cells. Exp Biol Med (Maywood). 2015;240:1472-9 pubmed publisher
Yang Y, Wang H, Lv X, Wang Q, Zhao H, Yang F, et al. Involvement of cAMP-PKA pathway in adenosine A1 and A2A receptor-mediated regulation of acetaldehyde-induced activation of HSCs. Biochimie. 2015;115:59-70 pubmed publisher
Liu R, Nahon D, le Roy B, Lenselink E, Ijzerman A. Scanning mutagenesis in a yeast system delineates the role of the NPxxY(x)(5,6)F motif and helix 8 of the adenosine A(2B) receptor in G protein coupling. Biochem Pharmacol. 2015;95:290-300 pubmed publisher
Xia J, Fang M, Wu X, Yang Y, Yu L, Xu H, et al. A2b adenosine signaling represses CIITA transcription via an epigenetic mechanism in vascular smooth muscle cells. Biochim Biophys Acta. 2015;1849:665-76 pubmed publisher
Lebon G, Edwards P, Leslie A, Tate C. Molecular Determinants of CGS21680 Binding to the Human Adenosine A2A Receptor. Mol Pharmacol. 2015;87:907-15 pubmed publisher
Jamshad M, Charlton J, Lin Y, Routledge S, Bawa Z, Knowles T, et al. G-protein coupled receptor solubilization and purification for biophysical analysis and functional studies, in the total absence of detergent. Biosci Rep. 2015;35: pubmed publisher
Beech J, Saleh L, Frentzel J, Figler H, Correa I, Baker B, et al. Multivalent site-specific phage modification enhances the binding affinity of receptor ligands. Bioconjug Chem. 2015;26:529-36 pubmed publisher
Tang J, Jiang X, Zhou Y, Dai Y. Effects of A2BR on the biological behavior of mouse renal fibroblasts during hypoxia. Mol Med Rep. 2015;11:4397-402 pubmed publisher
Beavis P, Milenkovski N, Henderson M, John L, Allard B, Loi S, et al. Adenosine Receptor 2A Blockade Increases the Efficacy of Anti-PD-1 through Enhanced Antitumor T-cell Responses. Cancer Immunol Res. 2015;3:506-17 pubmed publisher
Baron L, Gombault A, Fanny M, Villeret B, Savigny F, Guillou N, et al. The NLRP3 inflammasome is activated by nanoparticles through ATP, ADP and adenosine. Cell Death Dis. 2015;6:e1629 pubmed publisher
Massink A, Gutiérrez de Terán H, Lenselink E, Ortiz Zacarías N, Xia L, Heitman L, et al. Sodium ion binding pocket mutations and adenosine A2A receptor function. Mol Pharmacol. 2015;87:305-13 pubmed publisher
Liu C, Shang Q, Bai Y, Guo C, Zhu F, Zhang L, et al. Adenosine A2A receptor, a potential valuable target for controlling reoxygenated DCs-triggered inflammation. Mol Immunol. 2015;63:559-65 pubmed
Liang D, Zuo A, Shao H, Chen M, Kaplan H, Sun D. Anti-inflammatory or proinflammatory effect of an adenosine receptor agonist on the Th17 autoimmune response is inflammatory environment-dependent. J Immunol. 2014;193:5498-505 pubmed publisher
Kim D, Bynoe M. A2A Adenosine Receptor Regulates the Human Blood-Brain Barrier Permeability. Mol Neurobiol. 2015;52:664-78 pubmed publisher
Trincavelli M, Daniele S, Giacomelli C, Taliani S, Da Settimo F, Cosimelli B, et al. Osteoblast differentiation and survival: A role for A2B adenosine receptor allosteric modulators. Biochim Biophys Acta. 2014;1843:2957-66 pubmed publisher
Poddar N, Zano S, Natarajan R, Yamamoto B, Viola R. Enhanced brain distribution of modified aspartoacylase. Mol Genet Metab. 2014;113:219-24 pubmed publisher
Guo D, Venhorst S, Massink A, van Veldhoven J, Vauquelin G, Ijzerman A, et al. Molecular mechanism of allosteric modulation at GPCRs: insight from a binding kinetics study at the human A1 adenosine receptor. Br J Pharmacol. 2014;171:5295-312 pubmed publisher
Stoddart L, Kellam B, Briddon S, Hill S. Effect of a toggle switch mutation in TM6 of the human adenosine A? receptor on Gi protein-dependent signalling and Gi-independent receptor internalization. Br J Pharmacol. 2014;171:3827-44 pubmed publisher
Ryzhov S, Sung B, Zhang Q, WEAVER A, Gumina R, Biaggioni I, et al. Role of adenosine A2B receptor signaling in contribution of cardiac mesenchymal stem-like cells to myocardial scar formation. Purinergic Signal. 2014;10:477-86 pubmed publisher
Grandoch M, Hoffmann J, Rock K, Wenzel F, Oberhuber A, Schelzig H, et al. Novel effects of adenosine receptors on pericellular hyaluronan matrix: implications for human smooth muscle cell phenotype and interactions with monocytes during atherosclerosis. Basic Res Cardiol. 2013;108:340 pubmed publisher
Ondrackova P, Kovaru H, Kovaru F, Leva L, Faldyna M. Adenosine modulates LPS-induced cytokine production in porcine monocytes. Cytokine. 2013;61:953-61 pubmed publisher
Thimm D, Schiedel A, Sherbiny F, Hinz S, Hochheiser K, Bertarelli D, et al. Ligand-specific binding and activation of the human adenosine A(2B) receptor. Biochemistry. 2013;52:726-40 pubmed publisher
Kovaru H, Kovaru F, Lisa V. Effect of fluoxetine and adenosine receptor NECA agonist on G alpha q/11 protein of C6 glioma cells. Neuro Endocrinol Lett. 2012;33:614-8 pubmed
Nayeem M, Pradhan I, Mustafa S, Morisseau C, Falck J, Zeldin D. Adenosine A2A receptor modulates vascular response in soluble epoxide hydrolase-null mice through CYP-epoxygenases and PPARγ. Am J Physiol Regul Integr Comp Physiol. 2013;304:R23-32 pubmed publisher
Seth A. Finding NECA: zebrafish screen identifies key signalling pathway in β-cell regeneration. Dis Model Mech. 2012;5:709-10 pubmed publisher
Ponnoth D, Nayeem M, Tilley S, Ledent C, Jamal Mustafa S. CYP-epoxygenases contribute to A2A receptor-mediated aortic relaxation via sarcolemmal KATP channels. Am J Physiol Regul Integr Comp Physiol. 2012;303:R1003-10 pubmed publisher
Elsherbiny N, Abd El Galil K, Gabr M, Al Gayyar M, Eissa L, El Shishtawy M. Reno-protective effect of NECA in diabetic nephropathy: implication of IL-18 and ICAM-1. Eur Cytokine Netw. 2012;23:78-86 pubmed publisher
Gessi S, Merighi S, Stefanelli A, Mirandola P, Bonfatti A, Fini S, et al. Downregulation of A(1) and A(2B) adenosine receptors in human trisomy 21 mesenchymal cells from first-trimester chorionic villi. Biochim Biophys Acta. 2012;1822:1660-70 pubmed publisher
Andersson O, Adams B, Yoo D, Ellis G, Gut P, Anderson R, et al. Adenosine signaling promotes regeneration of pancreatic ? cells in vivo. Cell Metab. 2012;15:885-94 pubmed publisher
Karmouty Quintana H, Zhong H, Acero L, Weng T, Melicoff E, West J, et al. The A2B adenosine receptor modulates pulmonary hypertension associated with interstitial lung disease. FASEB J. 2012;26:2546-57 pubmed publisher
Ehrentraut H, Westrich J, Eltzschig H, Clambey E. Adora2b adenosine receptor engagement enhances regulatory T cell abundance during endotoxin-induced pulmonary inflammation. PLoS ONE. 2012;7:e32416 pubmed publisher
Gündüz D, Aslam M, Krieger U, Becker L, Grebe M, Arshad M, et al. Opposing effects of ATP and adenosine on barrier function of rat coronary microvasculature. J Mol Cell Cardiol. 2012;52:962-70 pubmed publisher
Owen S, Massa H, Rose Meyer R. Loss of adenosine A2B receptor mediated relaxant responses in the aged female rat bladder; effects of dietary phytoestrogens. Naunyn Schmiedebergs Arch Pharmacol. 2012;385:539-49 pubmed publisher
Ondrackova P, Kovaru H, Kovaru F, Matiasovic J, Leva L, Faldyna M. The effect of adenosine on pro-inflammatory cytokine production by porcine T cells. Vet Immunol Immunopathol. 2012;145:332-9 pubmed publisher
Chin A, Svejda B, Gustafsson B, Granlund A, Sandvik A, Timberlake A, et al. The role of mechanical forces and adenosine in the regulation of intestinal enterochromaffin cell serotonin secretion. Am J Physiol Gastrointest Liver Physiol. 2012;302:G397-405 pubmed publisher
Csóka B, Selmeczy Z, Koscsó B, Németh Z, Pacher P, Murray P, et al. Adenosine promotes alternative macrophage activation via A2A and A2B receptors. FASEB J. 2012;26:376-86 pubmed publisher
Trueblood K, Mohr S, Dubyak G. Purinergic regulation of high-glucose-induced caspase-1 activation in the rat retinal Müller cell line rMC-1. Am J Physiol Cell Physiol. 2011;301:C1213-23 pubmed publisher
Bertelli R, Bodria M, Nobile M, Alloisio S, Barbieri R, Montobbio G, et al. Regulation of innate immunity by the nucleotide pathway in children with idiopathic nephrotic syndrome. Clin Exp Immunol. 2011;166:55-63 pubmed publisher
May L, Bridge L, Stoddart L, Briddon S, Hill S. Allosteric interactions across native adenosine-A3 receptor homodimers: quantification using single-cell ligand-binding kinetics. FASEB J. 2011;25:3465-76 pubmed publisher
Kovaru H, Kovaru F, Ondrackova P, Lisa V, Fiserova A. Effect of fluoxetine or adenosine receptor NECA agonist on G-proteins of C6 glioma cells or NK immunocytes. Neuro Endocrinol Lett. 2011;32:274-8 pubmed
Hormozi M, Talebi S, Zarnani A, Jeddi Tehrani M, Gohari L, Soltanghoraei H, et al. 5'-(N-ethylcarboxamido) adenosine improves angiogenesis in transplanted human ovarian tissue. Fertil Steril. 2011;95:2560-3.e1-5 pubmed publisher
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Allen Gipson D, Blackburn M, Schneider D, Zhang H, Bluitt D, Jarrell J, et al. Adenosine activation of A(2B) receptor(s) is essential for stimulated epithelial ciliary motility and clearance. Am J Physiol Lung Cell Mol Physiol. 2011;301:L171-80 pubmed publisher
Lebon G, Warne T, Edwards P, Bennett K, Langmead C, Leslie A, et al. Agonist-bound adenosine A2A receptor structures reveal common features of GPCR activation. Nature. 2011;474:521-5 pubmed publisher
Cusack N, Hourani S. 5'-N-ethylcarboxamidoadenosine: a potent inhibitor of human platelet aggregation. Br J Pharmacol. 1981;72:443-7 pubmed
Bruns R, Lu G, Pugsley T. Characterization of the A2 adenosine receptor labeled by [3H]NECA in rat striatal membranes. Mol Pharmacol. 1986;29:331-46 pubmed
product information
Catalog Number :
E2387
Product Name :
5′-(N-Ethylcarboxamido)adenosine
Product Type :
SMALL MOLECULES
Product Group :
Protein & Pathway Technologies
Product Description :
powder
company information
MilliporeSigma
PO Box 14508
St. Louis, MO 63178
https://www.sigmaaldrich.com
1-800-325-3010
headquarters: USA