This webpage contains legacy information. The product is either no longer available from the supplier or has been delisted at Labome.
product summary
company name :
MilliporeSigma
other brands :
FLUKA, Sigma-Aldrich, Roche Applied Science
product type :
chemical
product name :
2-Chloroadenosine
catalog :
C5134
citations: 60
Reference
Mudgal R, Mahajan S, Tomar S. Inhibition of Chikungunya virus by an adenosine analog targeting the SAM-dependent nsP1 methyltransferase. FEBS Lett. 2020;594:678-694 pubmed publisher
Tandio D, Vilas G, Hammond J. Bidirectional transport of 2-chloroadenosine by equilibrative nucleoside transporter 4 (hENT4): Evidence for allosteric kinetics at acidic pH. Sci Rep. 2019;9:13555 pubmed publisher
Reis S, Silva H, Almeida M, Cunha R, Simões A, Canas P. Adenosine A1 and A2A receptors differently control synaptic plasticity in the mouse dorsal and ventral hippocampus. J Neurochem. 2019;151:227-237 pubmed publisher
Yuan Y, Jiang M, Zhang H, Liu J, Zhang M, Hu P. Simultaneous quantification of urinary purines and creatinine by ultra high performance liquid chromatography with ultraviolet spectroscopy and quadrupole time-of-flight mass spectrometry: Method development, validation, and application to gout study. J Sep Sci. 2019;42:2523-2533 pubmed publisher
Ruel N, Nguyen K, Vilas G, Hammond J. Characterization of 6-Mercaptopurine Transport by the SLC43A3-Encoded Nucleobase Transporter. Mol Pharmacol. 2019;95:584-596 pubmed publisher
Fassett J, Xu X, Kwak D, Zhu G, Fassett E, Zhang P, et al. Adenosine kinase attenuates cardiomyocyte microtubule stabilization and protects against pressure overload-induced hypertrophy and LV dysfunction. J Mol Cell Cardiol. 2019;130:49-58 pubmed publisher
Gaudry M, Marlinge M, Deharo P, Vairo D, Bottone S, Mottola G, et al. Pharmacological profile of adenosine A2A receptors in patients with lower extremity peripheral artery disease and associated coronary artery disease: A pilot study. Int J Cardiol. 2019;285:121-127 pubmed publisher
Maille B, Marlinge M, Vairo D, Mottola G, Koutbi L, Deharo P, et al. Adenosine plasma level in patients with paroxysmal or persistent atrial fibrillation and normal heart during ablation procedure and/or cardioversion. Purinergic Signal. 2019;15:45-52 pubmed publisher
He J, Mu M, Wang H, Ma H, Tang X, Fang Q, et al. Upregulated IGF‑1 in the lungs of asthmatic mice originates from alveolar macrophages. Mol Med Rep. 2019;19:1266-1271 pubmed publisher
Boncler M, Wzorek J, Wolska N, Polak D, Watala C, Rozalski M. Adenosine receptor agonists deepen the inhibition of platelet aggregation by P2Y12 antagonists. Vascul Pharmacol. 2019;113:47-56 pubmed publisher
Duarte J, Skoug C, Silva H, Carvalho R, Gruetter R, Cunha R. Impact of Caffeine Consumption on Type 2 Diabetes-Induced Spatial Memory Impairment and Neurochemical Alterations in the Hippocampus. Front Neurosci. 2018;12:1015 pubmed publisher
Jing M, Zhang P, Wang G, Feng J, Mesik L, Zeng J, et al. A genetically encoded fluorescent acetylcholine indicator for in vitro and in vivo studies. Nat Biotechnol. 2018;36:726-737 pubmed publisher
Peng Y, Chang Q, Yang N, Gu S, Zhou Y, Yin L, et al. Quantitative determination of metformin, saxagliptin and 5-hydroxy saxagliptin simultaneously by hydrophilic interaction liquid chromatography - electrospray ionization mass spectrometry and its application to a bioequivalence study with a single-pil. J Chromatogr B Analyt Technol Biomed Life Sci. 2018;1081-1082:109-117 pubmed publisher
Lim C, Kang X, Mirabella V, Zhang H, Bu Q, Araki Y, et al. BRaf signaling principles unveiled by large-scale human mutation analysis with a rapid lentivirus-based gene replacement method. Genes Dev. 2017;31:537-552 pubmed publisher
Machado N, Simões A, Silva H, Ardais A, Kaster M, Garção P, et al. Caffeine Reverts Memory But Not Mood Impairment in a Depression-Prone Mouse Strain with Up-Regulated Adenosine A2A Receptor in Hippocampal Glutamate Synapses. Mol Neurobiol. 2017;54:1552-1563 pubmed publisher
Brown N, Morgan P, Agarwal K, Tredger J. Concentration Monitoring of Plasma Ribavirin: Validation of a Liquid Chromatography-Mass Spectrometric Method and Clinical Sample Collection. Ther Drug Monit. 2016;38:50-8 pubmed publisher
White C, Lillico R, Sandha J, Hasanally D, Wang F, Ambrose E, et al. Physiologic Changes in the Heart Following Cessation of Mechanical Ventilation in a Porcine Model of Donation After Circulatory Death: Implications for Cardiac Transplantation. Am J Transplant. 2016;16:783-93 pubmed publisher
Dubey R, Fingerle J, Gillespie D, Mi Z, Rosselli M, Imthurn B, et al. Adenosine Attenuates Human Coronary Artery Smooth Muscle Cell Proliferation by Inhibiting Multiple Signaling Pathways That Converge on Cyclin D. Hypertension. 2015;66:1207-19 pubmed publisher
Davis C, Ammi A, Alkayed N, Kaul S. Ultrasound stimulates formation and release of vasoactive compounds in brain endothelial cells. Am J Physiol Heart Circ Physiol. 2015;309:H583-91 pubmed publisher
Hughes S, Cravetchi X, Vilas G, Hammond J. Adenosine A1 receptor activation modulates human equilibrative nucleoside transporter 1 (hENT1) activity via PKC-mediated phosphorylation of serine-281. Cell Signal. 2015;27:1008-18 pubmed publisher
Bone D, Antic M, Quinonez D, Hammond J. Hypoxanthine uptake by skeletal muscle microvascular endothelial cells from equilibrative nucleoside transporter 1 (ENT1)-null mice: effect of oxidative stress. Microvasc Res. 2015;98:16-22 pubmed publisher
Francois V, Shehade H, Acolty V, Preyat N, Delrée P, Moser M, et al. Intestinal immunopathology is associated with decreased CD73-generated adenosine during lethal infection. Mucosal Immunol. 2015;8:773-84 pubmed publisher
Bone D, Antic M, Vilas G, Hammond J. Oxidative stress modulates nucleobase transport in microvascular endothelial cells. Microvasc Res. 2014;95:68-75 pubmed publisher
Huang L, Lizak P, Dvorak C, Aweeka F, Long Boyle J. Simultaneous determination of fludarabine and clofarabine in human plasma by LC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2014;960:194-9 pubmed publisher
Ramadan A, Naydenova Z, Stevanovic K, Rose J, Coe I. The adenosine transporter, ENT1, in cardiomyocytes is sensitive to inhibition by ethanol in a kinase-dependent manner: implications for ethanol-dependent cardioprotection and nucleoside analog drug cytotoxicity. Purinergic Signal. 2014;10:305-12 pubmed publisher
Weng T, Karmouty Quintana H, Garcia Morales L, Molina J, Pedroza M, Bunge R, et al. Hypoxia-induced deoxycytidine kinase expression contributes to apoptosis in chronic lung disease. FASEB J. 2013;27:2013-26 pubmed publisher
Mizutani N, Nabe T, Yoshino S. Interleukin-33 and alveolar macrophages contribute to the mechanisms underlying the exacerbation of IgE-mediated airway inflammation and remodelling in mice. Immunology. 2013;139:205-18 pubmed publisher
Jiao Y, Wang X, Lu W, Yang Z, Zhang Q. A novel approach to improve the pharmacokinetic properties of 8-chloro-adenosine by the dual combination of lipophilic derivatisation and liposome formulation. Eur J Pharm Sci. 2013;48:249-58 pubmed publisher
McBrayer S, Yarrington M, Qian J, Feng G, Shanmugam M, Gandhi V, et al. Integrative gene expression profiling reveals G6PD-mediated resistance to RNA-directed nucleoside analogues in B-cell neoplasms. PLoS ONE. 2012;7:e41455 pubmed publisher
Park J, Hammond J. Cysteine residues in the transmembrane (TM) 9 to TM11 region of the human equilibrative nucleoside transporter subtype 1 play an important role in inhibitor binding and translocation function. Mol Pharmacol. 2012;82:784-94 pubmed publisher
Duan H, Cao J, Qi J, Wu G, Li S, An G, et al. E2F1 enhances 8-chloro-adenosine-induced G2/M arrest and apoptosis in A549 and H1299 lung cancer cells. Biochemistry (Mosc). 2012;77:261-9 pubmed publisher
Gao W, Liu H, Li N, Zong M. Regioselective enzymatic undecylenoylation of 8-chloroadenosine and its analogs with biomass-based 2-methyltetrahydrofuran as solvent. Bioresour Technol. 2012;118:82-8 pubmed publisher
Kucerova L, Broz V, Fleischmannova J, Santruckova E, Sidorov R, Dolezal V, et al. Characterization of the Drosophila adenosine receptor: the effect of adenosine analogs on cAMP signaling in Drosophila cells and their utility for in vivo experiments. J Neurochem. 2012;121:383-95 pubmed publisher
Rezania K, Soliven B, Baron J, Lin H, Penumalli V, Van Besien K. Myasthenia gravis, an autoimmune manifestation of lymphoma and lymphoproliferative disorders: case reports and review of literature. Leuk Lymphoma. 2012;53:371-80 pubmed publisher
Di Angelantonio S, Piccioni A, Moriconi C, Trettel F, Cristalli G, Grassi F, et al. Adenosine A2A receptor induces protein kinase A-dependent functional modulation of human (alpha)3(beta)4 nicotinic receptor. J Physiol. 2011;589:2755-66 pubmed publisher
Gillerman I, Fischer B. Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors. J Med Chem. 2011;54:107-21 pubmed publisher
Mares P. Anticonvulsant action of 2-chloroadenosine against pentetrazol-induced seizures in immature rats is due to activation of A1 adenosine receptors. J Neural Transm (Vienna). 2010;117:1269-77 pubmed publisher
Zinzani P, Pellegrini C, Stefoni V, Derenzini E, Gandolfi L, Broccoli A, et al. Hairy cell leukemia: evaluation of the long-term outcome in 121 patients. Cancer. 2010;116:4788-92 pubmed publisher
Maguma H, Thayne K, Taylor D. Characteristics of tolerance in the guinea pig ileum produced by chronic in vivo exposure to opioid versus cannabinoid agonists. Biochem Pharmacol. 2010;80:522-32 pubmed publisher
Van Dycke A, Verstraete A, Pil K, Raedt R, Vonck K, Boison D, et al. Quantitative analysis of adenosine using liquid chromatography/atmospheric pressure chemical ionization-tandem mass spectrometry (LC/APCI-MS/MS). J Chromatogr B Analyt Technol Biomed Life Sci. 2010;878:1493-8 pubmed publisher
Imamura T, Sato T, Shiota Y, Kanegane H, Kudo K, Nakagawa S, et al. Outcome of pediatric patients with Langerhans cell histiocytosis treated with 2 chlorodeoxyadenosine: a nationwide survey in Japan. Int J Hematol. 2010;91:646-51 pubmed publisher
Pometlova M, Kubova H, Mares P. Effects of 2-chloroadenosine on cortical epileptic afterdischarges in immature rats. Pharmacol Rep. 2010;62:62-7 pubmed
Kumar V, Harjai K, Chhibber S. 2-Chloroadenosine (2-CADO) treatment modulates the pro-inflammatory immune response to prevent acute lung inflammation in BALB/c mice suffering from Klebsiella pneumoniae B5055-induced pneumonia. Int J Antimicrob Agents. 2010;35:599-602 pubmed publisher
Pereira M, Hang V, Vardiero E, de Mello F, Paes de Carvalho R. Modulation of A1 adenosine receptor expression by cell aggregation and long-term activation of A2a receptors in cultures of avian retinal cells: involvement of the cyclic AMP/PKA pathway. J Neurochem. 2010;113:661-73 pubmed publisher
Nilsson K, Grishina V, Glaumann C, Gustafsson L. Estimation of endogenous adenosine activity at adenosine receptors in guinea-pig ileum using a new pharmacological method. Acta Physiol (Oxf). 2010;199:231-41 pubmed publisher
Kumar V, Chhibber S. Intravenous 2-chloroadenosine protects BALB/c mice from Klebsiella pneumoniae B5055-induced sepsis by modulating the pro-inflammatory immune response. J Chemother. 2009;21:639-45 pubmed
Dennison J, Ayres M, Kaluarachchi K, Plunkett W, Gandhi V. Intracellular succinylation of 8-chloroadenosine and its effect on fumarate levels. J Biol Chem. 2010;285:8022-30 pubmed publisher
Cervetti G, Galimberti S, Sordi E, Buda G, Orciuolo E, Cecconi N, et al. Significant efficacy of 2-CdA with or without rituximab in the treatment of splenic marginal zone lymphoma (SMZL). Ann Oncol. 2010;21:851-4 pubmed publisher
Pousinha P, Correia A, Sebastião A, Ribeiro J. Predominance of adenosine excitatory over inhibitory effects on transmission at the neuromuscular junction of infant rats. J Pharmacol Exp Ther. 2010;332:153-63 pubmed publisher
Borbouse L, Dick G, Asano S, Bender S, Dincer U, Payne G, et al. Impaired function of coronary BK(Ca) channels in metabolic syndrome. Am J Physiol Heart Circ Physiol. 2009;297:H1629-37 pubmed publisher
Yuan J, Johnson R, Huang R, Wichterman J, Jiang H, Hayton K, et al. Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nat Chem Biol. 2009;5:765-71 pubmed publisher
Borrmann T, Abdelrahman A, Volpini R, Lambertucci C, Alksnis E, Gorzalka S, et al. Structure-activity relationships of adenine and deazaadenine derivatives as ligands for adenine receptors, a new purinergic receptor family. J Med Chem. 2009;52:5974-89 pubmed publisher
Weitzman S, Braier J, Donadieu J, Egeler R, Grois N, Ladisch S, et al. 2'-Chlorodeoxyadenosine (2-CdA) as salvage therapy for Langerhans cell histiocytosis (LCH). results of the LCH-S-98 protocol of the Histiocyte Society. Pediatr Blood Cancer. 2009;53:1271-6 pubmed publisher
Borrmann T, Hinz S, Bertarelli D, Li W, Florin N, Scheiff A, et al. 1-alkyl-8-(piperazine-1-sulfonyl)phenylxanthines: development and characterization of adenosine A2B receptor antagonists and a new radioligand with subnanomolar affinity and subtype specificity. J Med Chem. 2009;52:3994-4006 pubmed publisher
Bellezza I, Tucci A, Minelli A. 2-Chloroadenosine and human prostate cancer cells. Anticancer Agents Med Chem. 2008;8:783-9 pubmed
Ivanov A, Wang B, Klutz A, Chen V, Gao Z, Jacobson K. Probing distal regions of the A2B adenosine receptor by quantitative structure-activity relationship modeling of known and novel agonists. J Med Chem. 2008;51:2088-99 pubmed publisher
Diamandis P, Wildenhain J, Clarke I, Sacher A, Graham J, Bellows D, et al. Chemical genetics reveals a complex functional ground state of neural stem cells. Nat Chem Biol. 2007;3:268-73 pubmed
Mirnajafi Zadeh J, Pourgholami M, Palizvan M, Rostampour M, Fallahi M. Anticonvulsant action of 2-chloroadenosine injected focally into the perirhinal cortex in amygdaloid kindled rats. Epilepsy Res. 1999;37:37-43 pubmed
Pourgholami M, Rostampour M, Mirnajafi Zadeh J, Palizvan M. Intra-amygdala infusion of 2-chloroadenosine suppresses amygdala-kindled seizures. Brain Res. 1997;775:37-42 pubmed
Abdul Ghani A, Attwell P, Bradford H. The protective effect of 2-chloroadenosine against the development of amygdala kindling and on amygdala-kindled seizures. Eur J Pharmacol. 1997;326:7-14 pubmed
product information
Catalog Number :
C5134
Product Name :
2-Chloroadenosine
Product Type :
SMALL MOLECULES
Product Group :
Protein & Pathway Technologies
company information
MilliporeSigma
PO Box 14508
St. Louis, MO 63178
https://www.sigmaaldrich.com
1-800-325-3010
headquarters: USA