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Description: High affinity adenosine agonist
Alternative Names: 5'-N-Ethylcarboxamidoadenosine
Chemical Name: 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-D-ribofuranuronamide
Purity: ≥98% (HPLC)
Biological Activity for NECA
NECA is a high affinity adenosine receptor agonist (Ki values are 6.2, 14, and 20 nM for human A3, A1 and A2A receptors respectively; EC50 = 2.4 μM for human A2B). Inhibits platelet aggregation and is centrally active in vivo.
Compound Libraries for NECA
NECA is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for NECA
| M. Wt | 308.3 |
| Formula | C12H16N6O4 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 35920-39-9 |
| PubChem ID | 448222 |
| InChI Key | JADDQZYHOWSFJD-FLNNQWSLSA-N |
| Smiles | O[C@@H]1[C@@H]([C@](NCC)=O)O[C@@H](N2C=NC3=C2N=CN=C3N)[C@@H]1O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for NECA
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 12.33 | 40 |
Preparing Stock Solutions for NECA
The following data is based on the product molecular weight 308.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.4 mM | 8.11 mL | 40.54 mL | 81.09 mL |
| 2 mM | 1.62 mL | 8.11 mL | 16.22 mL |
| 4 mM | 0.81 mL | 4.05 mL | 8.11 mL |
| 20 mM | 0.16 mL | 0.81 mL | 1.62 mL |
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Product Datasheets for NECA
References for NECA
References are publications that support the biological activity of the product.
Cusack and Hourani (1981) 5'-N-ethylcarboxamidoadenosine: a potent inhibitor of human platelet aggregation. Br.J.Pharmacol. 72 443 PMID: 7260485
Klotz (2000) Adenosine receptors and their ligands. Naunyn Schmiedebergs Arch.Pharmacol. 362 382 PMID: 11111832
Knapp et al (2001) Adenosine agonists CGS21680 and NECA inhibit the initiation of cocaine self-administration. Pharmacol.Biochem.Behav. 68 797 PMID: 11526979
If you know of a relevant reference for NECA, please let us know.
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Keywords: NECA, NECA supplier, adenosines, receptor, agonists, Non-Selective, Receptors, 5-N-Ethylcarboxamidoadenosine, 5'-N-Ethylcarboxamidoadenosine, Non-selective, Adenosine, 1691, Tocris Bioscience
24 Citations for NECA
Citations are publications that use Tocris products. Selected citations for NECA include:
Mahamed et al (2015) CD73-generated adenosine is critical for immune regulation during Toxoplasma gondii infection. Infect Immun 83 721 PMID: 25452548
Kim and Bynoe (2015) A2A Adenosine Receptor Regulates the Human Blood-Brain Barrier Permeability. Am J Respir Cell Mol Biol 52 664 PMID: 25262373
Bulavina et al (2013) NTPDase1 activity attenuates microglial phagocytosis. Purinergic Signal 9 199 PMID: 23208703
Carman et al (2011) Adenosine receptor signaling modulates permeability of the blood-brain barrier. J Neurosci 31 13272 PMID: 21917810
Xi et al (2009) Adenosine A2A and A2B receptors work in concert to induce a strong protection against reperfusion injury in rat hearts. J Mol Cell Cardiol 47 684 PMID: 19695259
Clark et al (2009) Adenosine-evoked hyperpolarization of retinal ganglion cells is mediated by G-protein-coupled inwardly rectifying K+ and small conductance Ca2+-activated K+ channel activation. J Neurosci 29 11237 PMID: 19741130
Akoume et al (2019) A Differential Hypofunctionality of Gαi Proteins Occurs in Adolescent Idiopathic Scoliosis and Correlates with the Risk of Disease Progression. Sci Rep 9 10074 PMID: 31296888
Song (2017) Erythrocytes retain hypoxic adenosine response for faster acclimatization upon re-ascent. Nat Commun 8 14108 PMID: 28169986
Kim and Bynoe (2016) A2A adenosine receptor modulates drug efflux transporter P-glycoprotein at the blood-brain barrier. J Clin Invest 126 1717 PMID: 27043281
Schulz et al (2016) Critical role for adenosine receptor A2a in β-cell proliferation. Mol Metab 5 1138 PMID: 27818940
Kinsey et al (2012) Autocrine adenosine signaling promotes regulatory T cell-mediated renal protection. J Am Soc Nephrol 23 1528 PMID: 22835488
Garavaglia et al (2010) Adaptation of NS cells growth and differentiation to high-throughput screening-compatible plates. BMC Neurosci 11 7 PMID: 20085655
Jin et al (2010) CD73 on tumor cells impairs antitumor T-cell responses: a novel mechanism of tumor-induced immune suppression. Cancer Res 70 2245 PMID: 20179192
Liu et al (2018) Adenosine binds predominantly to adenosine receptor A1 subtype in astrocytes and mediates an immunosuppressive effect. Brain Res 1700 47 PMID: 29935155
Bertheleme et al (2014) Arginine 199 and leucine 208 have key roles in the control of adenosine A2A receptor signalling function. PLoS One 9 e89613 PMID: 24595172
Pedroza et al (2011) Interleukin-6 contributes to inflammation and remodeling in a model of adenosine mediated lung injury. J Clin Immunol 6 e22667 PMID: 21799929
Gomez et al (2011) Disparity in FcηRI-induced degranulation of primary human lung and skin mast cells exposed to adenosine. Nature 31 479 PMID: 21437670
Klysz et al (2024) Inosine induces stemness features in CAR-T cells and enhances potency. Cancer Cell 42 266 PMID: 38278150
Salimu et al (2017) Dominant immunosuppression of dendritic cell function by prostate-cancer-derived exosomes. J Extracell Vesicles 6 1368823 PMID: 28959385
Al-Taei et al (2017) Prostaglandin E2-mediated adenosinergic effects on CD14+ cells: Self-amplifying immunosuppression in cancer. Oncoimmunology 6 e1268308 PMID: 28344879
Poddar et al (2014) Enhanced brain distribution of modified aspartoacylase. Mol Genet Metab 113 219 PMID: 25066302
Welihinda and Amento (2014) Positive allosteric modulation of the adenosine A2a receptor attenuates inflammation. J Inflamm (Lond) 11 37 PMID: 25473378
Aggarwal et al (2013) Macrophage A2A adenosinergic receptor modulates oxygen-induced augmentation of murine lung injury. PLoS One 48 635 PMID: 23349051
Newman (2005) Calcium increases in retinal glial cells evoked by light-induced neuronal activity. Mol Neurobiol 25 5502 PMID: 15944378
Do you know of a great paper that uses NECA from Tocris? Please let us know.
Reviews for NECA
Average Rating: 4.5 (Based on 2 Reviews.)
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Treatment of HEK-A2AR cell.
By
Tahmineh Safaie on 02/22/2021
Assay Type: In Vitro
Species: Human
HEK-A2AR cell lines (BPSBioscience) were treated with Forskolin, NECA, and CGS for 30 minutes and level of cAMP was measured.
Highly stable.
By
Anonymous on 05/09/2020
Assay Type: In Vivo
Species: Mouse
Cell Line/Tissue: brain
0.08 mg/kg of NECA
