| 2-chloro-3-Deazaadenosineadenosine receptors agonist |
Sample solution is provided at 25 µL, 10mM.
Nature.2017 Jan 19;541(7637):417-420.
Nature.2018 Nov;563(7731):407-411.Nature.2018 Jun 13.Nature.2018 Jun 27.Nature.2018 Mar 29;555(7698):673-677.Nature.2017 Sep 7;549(7670):96-100.Nature.2016 Apr 21;532(7599):398-401.
Science.2016 Aug 5;353(6299)594-8Nat Nanotechnol.2017 Dec;12(12):1190-1198.Nature Biotechnology.2017 Jun;35(6):569-576Nat Med.2018 Sep 17.Cell.2018 Dec 21. pii: S0092-8674(18)31561-7.Cell.Available online 25 October 2018.Cell.2018 Sep 27. pii: S0092-8674(18)31183-8.Cell.2018 Jun 28;174(1):172-186.e21.Cell.2018 Feb 22;172(5):1007-1021.e17.Cell.2017 Nov 30;171(6):1284-1300.e21.Cell.2017 Aug 17. pii: S0092-8674(17)30869-3.Cell.2017 Jul 13;170(2):312-323Nat Med.2018 Jan 29.Nat Med.2017 Nov;23(11):1342-1351.Cell.2017 Apr 6;169(2):286-300.Cell.2015 Aug 27;162(5):987-1002.Cell.2015 Feb 12;160(4):729-44.Nature Medicine.2017 Apr;23(4):493-500.Cancer Cell.2018 May 14;33(5):905-921.e5.Cancer Cell.2018 Apr 9;33(4):752-769.e8.Cancer Cell.2018 Mar 12;33(3):401-416.e8.Cancer Cell.2017 Aug 14;32(2):253-267.e5.Nat Methods.2018 Jul;15(7):523-526.Cell Stem Cell.2018 May 3;22(5):769-778.e4.Cell Stem Cell.2017 Nov 20. pii: S1934-5909(17)30375-2.Quality Control & MSDS
- View current batch:
- Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
2-chloro-3-Deazaadenosine Dilution Calculator
calculate
2-chloro-3-Deazaadenosine Molarity Calculator
calculate
| Cas No. | 40656-71-1 | SDF | Download SDF |
| Synonyms | 6-Amino-2-chloropurine riboside,2-CADO,NSC 158900 | ||
| Chemical Name | 6-chloro-1-β-D-ribofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine | ||
| Canonical SMILES | O[C@H]1[C@H](N2C=NC3=C2C=C(Cl)N=C3N)O[C@H](CO)[C@H]1O | ||
| Formula | C11H13ClN4O4 | M.Wt | 300.7 |
| Solubility | ≤0.25mg/ml in ethanol;2mg/ml in DMSO;2mg/ml in dimethyl formamide | Storage | Store at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
2-chloro-3-Deazaadenosine, a stable analog of adenosine, is an agonist for adenosine receptors [1].
Adenosine receptors are members of G-protein-coupled receptors (GPCRs). Extracellular adenosine acts as a local modulator with a generally cytoprotective function in the body. Extracellular adenosine has been implicated in increasing the ratio of oxygen supply to demand, protecting against ischaemic damage by cell conditioning, triggering anti-inflammatory responses and the promotion of angiogenesis [2].
In vitro: The Ki values of 2-chloro-3-Deazaadenosine for A1, A2A, A2B, and A3 receptors were 0.3, 0.08, 25.5, and 1.9 μM, respectively [1]. 2-chloroadenosine (25 μM) increased activity of platelet adenylate cyclase to about 150–160% of the control value. Higher concentrations of 2-chloroadenosine showed less effect above 100 μM [3].
In vivo: In the rat with delayed ischaemic damage, Iterative focal injections of 2-chloroadenosine protected against selective hippocampal CA1 loss [4].
References:[1] Linden J, Thai T, Figler H, et al. Characterization of Human A2B Adenosine Receptors: Radioligand Binding, Western Blotting, and Coupling to Gqin Human Embryonic Kidney 293 Cells and HMC-1 Mast Cells[J]. Molecular Pharmacology, 1999, 56(4): 705-713.[2] Jacobson K A, Gao Z G. Adenosine receptors as therapeutic targets[J]. Nature Reviews Drug Discovery, 2006, 5(3): 247-264.[3] Haslam R J, Lynham J A. Activation and inhibition of blood platelet adenylate cyclase by adenosine or by 2-chloroadenosine[J]. Life Sciences, 1972, 11(23): 1143-1154.[4] Evans M C, Swan J H, Meldrum B S. An adenosine analogue, 2-chloroadenosine, protects against long term development of ischaemic cell loss in the rat hippocampus[J]. Neuroscience letters, 1987, 83(3): 287-292.
