5 n ethylcarboxamidoadenosine

Manufactured by Merck Group

Sourced in Germany

5'-N-ethylcarboxamidoadenosine is a laboratory reagent used in research applications. It is a synthetic adenosine analog that acts as an agonist for adenosine receptors. This compound is commonly utilized in studies involving adenosine signaling and its effects on various biological processes.

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Close spelling variants of this product

5′-N-Ethylcarboxamidoadenosine (NECA) (18 citations) 2-p-(2-carboxyethyl) phenethylamino-5′-N-ethylcarboxamidoadenosine (CGS21680), (2 citations)

7 protocols using 5 n ethylcarboxamidoadenosine

Characterization of Ivy Leaf Extract

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Ivy leaf dry extract EA 575^® (DER 5-7.5:1, 30% ethanol; batch number 14B0310) was received from Engelhard Arzneimittel (Niederdorfelden, Germany) and is well characterised by 17 ingredients from the natural product classes of flavonoids, saponins, and dicaffeoylquinic acids identified via LC-MS analysis [7 (link)]. All reagents for luciferase assays were received from Promega (Mannheim, Germany) if not stated otherwise. Coelenterazine h was obtained from Prolume (Pinetop-Lakeside, AZ, USA). Adenosine, BAY 60-6583, forskolin, 5′-N-EthylcarboxamidoAdenosine (NECA), and SCH 442416 were obtained from Sigma-Aldrich (Crailsheim, Germany). TNFα was received from Merck (Darmstadt, Germany). PSB-603 and CGS 21680 were obtained from Biomol (Hamburg, Germany).

Meurer F., Häberlein H, & Franken S. (2023). Ivy Leaf Dry Extract EA 575® Has an Inhibitory Effect on the Signalling Cascade of Adenosine Receptor A2B. International Journal of Molecular Sciences, 24(15), 12373.

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Adenosine Receptor Ligands: Diverse Pharmacological Toolkit

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adenosine receptor ligands, adenosine (Cat# A9251) and 5′‐N‐ethylcarboxamidoadenosine (https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=377; Cat# E2387) were purchased from Sigma‐Aldrich (Gillingham, UK). 1,3‐Dipropyl‐8‐cyclopentylxanthine (https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=386; Cat# C101) and 2‐chloro‐N⁶‐cyclopentyladenosine (CCPA; Cat# C7938) were purchased from Tocris Bioscience (Bristol, UK). (2‐Amino‐4‐(3‐(trifluoromethyl)phenyl)thiophen‐3‐yl)(phenyl)methanone (VCP171) and 4‐(5‐amino‐4‐benzoyl‐3‐(3‐(trifluoromethyl)phenyl)thiophen‐2‐yl)‐N‐(8‐(9‐((2R,3R,4S,5R)‐3,4‐dihydroxy‐5‐(hydroxylmethyl)tetrahydro‐furan‐2‐yl)‐9H‐purin‐6‐ylamino)hexyl)benzamide (VCP746) were synthesized as previously described by Aurelio et al. (2009) and Valant et al. (2014), respectively. 2‐Amino‐6‐[[2‐(4‐chlorophenyl)‐1,3‐thiazol‐4‐yl]methylsulfanyl]‐4‐[4‐(2‐hydroxyethoxy)phenyl]pyridine‐3,5‐dicarbonitrile (capadenoson) was purchased from Haoyuan Chemexpress (Cat# HY‐14917; Shanghai, China).
Fentanyl citrate was purchased from Jansen‐Cilac Ltd, UK. Medetomidine (Domitor), meloxicam, and atipamezole hydrochloride (Antisedan) were purchased from Pfizer, UK. Buprenorphine (Vetergesic) and pentobarbitone (Euthatal) were purchased from Alstoe Animal Health, UK. Tween and propylene glycol were purchased from Sigma‐Aldrich, UK.

Cooper S.L., March J., Sabbatini A.R., Hill S.J., Jörg M., Scammells P.J, & Woolard J. (2020). The effect of two selective A1‐receptor agonists and the bitopic ligand VCP746 on heart rate and regional vascular conductance in conscious rats. British Journal of Pharmacology, 177(2), 346-359.

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Pharmacological Agents for Biological Research

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Cabergoline was purchased from Abcam (Cambridge, UK). 5′-N-Ethylcarboxamidoadenosine was obtained from Sigma (Darmstadt, Germany). Isoproterenol (hydrochloride) was from Cayman (Ann Arbor, Michigan, USA). Chlorpromazine (hydrochloride) and MBX2982 was obtained from Medchemexpress (Monmouth Junction, NJ, USA). Neuromedin U-25 was purchased from Phoenix pharmaceuticals (Burlingame, CA, USA). α-MSH was obtained from APExBIO (Houston, TX, USA).

Li F., Jiang X., Luo L.L., Xu Y.M., Huang X.X., Huang C, & Zhang Y. (2019). A piggyBac-based TANGO GFP assay for high throughput screening of GPCR ligands in live cells. Cell Communication and Signaling : CCS, 17, 49.

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Pharmacological Agents in Cardiovascular Research

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LPS (E coli 0111: B4), 5′-N-ethylcarboxamidoadenosine (NECA, adenosine analogue), acetylcholine chloride (ACh), phenylephrine hydrochloride (Sigma-Aldrich, MO, USA), thiopental (Biochemie, Vienna, Austria), and heparin (5000 IU/ml; Nile pharmaceutical Co, Egypt) were purchased from commercial vendors. LPS, thiopental and heparin were dissolved in saline (Al-Mottahedoon Pharma Co, Egypt). ACh and NECA were prepared freshly in distilled water (Aqua Chemicals, Egypt) and dimethyl sulfoxide (Loba Chemie Pvt Ltd, India), respectively. All chemicals used to compose Krebs’ solution were obtained from Sigma Chemical Co., St Louis, MO, USA.

Wedn A.M., El-Gowilly S.M, & El-Mas M.M. (2019). Time and sex dependency of hemodynamic, renal, and survivability effects of endotoxemia in rats. Saudi Pharmaceutical Journal : SPJ, 28(1), 127-135.

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Adenosine A1 Receptor Binding Assay

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[³H]-1,3-Dipropyl-8-cyclopentyl-xanthine ([³H]-DPCPX, specific activity 113.4 Ci · mmol⁻¹) was purchased from ARC, Inc. (St. Louis, MO). The Wheat Germ Agglutinin-Polyvinyl toluene (WGA-PVT) SPA beads (RPNQ0001) were purchased from PerkinElmer (Waltham, MA). Adenosine deaminase (ADA) was purchased from Boehringer Mannheim (Mannheim, Germany). 1,3-Dipropyl-8-cyclopentyl-xanthine (DPCPX, a selective hA₁R antagonist [23 (link)]), 8-cyclopentyl-3-N-[3-((3-(4-fluorosulphonyl)benzoyl)-oxy)-propyl]-1-N-propyl-xanthine (FSCPX, an irreversible hA₁R antagonist [24 (link)]), 2-chloro-N⁶-cyclopentyladenosine (CCPA, a selective hA₁R agonist [25 (link)]), N⁶-cyclopentyladenosine (CPA, a selective hA₁R agonist [25 (link)]), 5′-N-ethylcarboxamidoadenosine (NECA, a non-selective agonist for adenosine receptors [26 (link)]), and guanosine-5′-triphosphate (GTP) were purchased from Sigma (St. Louis, MO). BCA (bicinchoninic acid) protein assay kit was obtained from Pierce Chemical Company (Rockford, IL). LUF5834 (an hA₁R partial agonist) was synthesized in our laboratory as described previously [27 (link)]. Chinese hamster ovary (CHO) cells stably expressing the hA₁R were obtained from Prof. Steve Hill (University of Nottingham, UK). All other chemicals were of analytical grade and obtained from standard commercial sources.

Xia L., de Vries H., IJzerman A.P, & Heitman L.H. (2015). 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 Signalling, 12(1), 115-126.

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Purification and Activation of CD73

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5' adneosine monophosphate (5’-AMP), adenosine 5’-(α,β-methylene) diphosphate (APCP), and 5’-(N-Ethylcarbox-amido) adenosine (NECA) were purchased from Sigma-Aldrich. Anti-CD3 (clone HIT3a) and anti-CD28 (clone CD28.2) were purchased from BD Biosciences. Recombinant CD73-His was produced in 293-6E cells (RRID:CVCL_HF20) and purified by Ni-NTA (Novagen) and size exclusion Superdex 200 (GE Healthcare) chromatography. Anti-IgM microbeads were purchased from Miltenyi Biotec and were used at a 1:100 dilution.

Miller R.A., Luke J.J., Hu S., Mahabhashyam S., Jones W.B., Marron T., Merchan J.R., Hughes B.G, & Willingham S.B. (2022). Anti-CD73 antibody activates human B cells, enhances humoral responses and induces redistribution of B cells in patients with cancer. Journal for Immunotherapy of Cancer, 10(12), e005802.

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Vasodilation and Enzyme Regulation Assay

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Phenylephrine, acetylcholine (Sigma Chemicals, St. Louis, MO) and Angiotensin II (Human, BACHEM, Bubendorf, Switzerland) dissolved in distilled water. 5′-N-ethylcarboxamidoadenosine (NECA), 2-chloro-N(6)cyclopentyladenosine (CCPA, Sigma Chemicals, St. Louis, MO) and trans-4-[4-(3-adamantan-1-yl-ureido)-cyclohexyloxy]-benzoic acid (t-AUCB, Dr. Christophe Morisseau, UC-Davis, CA) were dissolved in dimethyl sulfoxide (DMSO) [14] (link). Antibodies like A 1 AR (Sigma Chemicals, St. Louis, MO), sEH, CYP4A, β-actin, etc. (Santa Cruz Biotechnology) were obtained and used for Western blot experiments [14] (link).

Hanif A., Agba S.O., Ledent C., Tilley S.L., Morisseau C, & Nayeem M.A. (2021). Adenosine A_2A receptor and vascular response: role of soluble epoxide hydrolase, adenosine A₁ receptor and angiotensin-II. Molecular and cellular biochemistry, 476(5).

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