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Submit ReviewN6-Cyclopentyladenosine
Description: Potent and selective A1 agonist
Alternative Names: CPA
Chemical Name: N-Cyclopentyladenosine
Purity: ≥99% (HPLC)
Biological Activity for N6-Cyclopentyladenosine
N6-Cyclopentyladenosine is a potent and selective adenosine A1 receptor agonist (Ki values are 2.3, 790 and 43 nM for human A1, A2A and A3 receptors respectively; EC50 = 18600 nM for hA2B). Centrally active following systemic administration in vivo.
Technical Data for N6-Cyclopentyladenosine
| M. Wt | 335.36 |
| Formula | C15H21N5O4 |
| Storage | Desiccate at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 41552-82-3 |
| PubChem ID | 657378 |
| InChI Key | SQMWSBKSHWARHU-SDBHATRESA-N |
| Smiles | O[C@@H]1[C@@H](CO)O[C@@H](N(C=N4)C2=C4C(NC3CCCC3)=NC=N2)[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 N6-Cyclopentyladenosine
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| 1eq. HCl | 33.54 | 100 |
Preparing Stock Solutions for N6-Cyclopentyladenosine
The following data is based on the product molecular weight 335.36. 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 |
|---|---|---|---|
| 1 mM | 2.98 mL | 14.91 mL | 29.82 mL |
| 5 mM | 0.6 mL | 2.98 mL | 5.96 mL |
| 10 mM | 0.3 mL | 1.49 mL | 2.98 mL |
| 50 mM | 0.06 mL | 0.3 mL | 0.6 mL |
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Product Datasheets for N6-Cyclopentyladenosine
References for N6-Cyclopentyladenosine
References are publications that support the biological activity of the product.
Coffin and Spealman (1987) Behavioral and cardiovascular effects of analogs of adenosine in Cynomolgus monkeys. J.Pharmacol.Exp.Ther. 241 76 PMID: 3572798
Klotz (2000) Adenosine receptors and their ligands. Naunyn Schmiedebergs Arch.Pharmacol. 362 382 PMID: 11111832
Van der Graaf et al (1997) Mechanism-based pharmacokinetic-pharmacodynamic modeling of the effects of N6-cyclopentyladenosine analogs on heart rate in rat: estimation of in vivo operational affinity and efficacy at adenosine A1 receptors. J.Pharmacol.Exp.Ther. 283 809 PMID: 9353402
If you know of a relevant reference for N6-Cyclopentyladenosine, please let us know.
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Keywords: N6-Cyclopentyladenosine, N6-Cyclopentyladenosine supplier, Potent, selective, A1, agonists, Receptors, adenosines, CPA, Adenosine, 1702, Tocris Bioscience
12 Citations for N6-Cyclopentyladenosine
Citations are publications that use Tocris products. Selected citations for N6-Cyclopentyladenosine include:
López-Sanjurjo et al (2013) Lysosomes shape Ins(1,4,5)P3-evoked Ca2+ signals by selectively sequestering Ca2+ released from the endoplasmic reticulum. J Cell Sci 126 289 PMID: 23097044
Ledderose et al (2016) Adenosine arrests breast cancer cell motility by A3 receptor stimulation. Purinergic Signalling PMID: 27577957
Kavanagh et al (2015) Role of adenosine receptor subtypes in metha. reward and reinforcement. PLoS One 89 265 PMID: 25301277
Lemieux et al (2012) Translocation of CaMKII to dendritic microtubules supports the plasticity of local synapses. J Cell Biol 198 1055 PMID: 22965911
Pakhomov et al (2014) Cancellation of cellular responses to nanoelectroporation by reversing the stimulus polarity. Cell Mol Life Sci 71 4431 PMID: 24748074
Nguyen et al (2014) Characterization of spontaneous, transient adenosine release in the caudate-putamen and prefrontal cortex. PLoS One 9 e87165 PMID: 24494035
Kozma et al (2013) Characterization by flow cytometry of fluorescent, selective agonist probes of the A(3) adenosine receptor. Biochem Pharmacol 85 1171 PMID: 23376019
Sousa et al (2011) Regulation of hippocampal cannabinoid CB1 receptor actions by adenosine A1 receptors and chronic caffeine administration: implications for the effects of δ9-tetrahydrocannabinol on spatial memory. Neuropsychopharmacology 36 472 PMID: 20927050
Hobson et al (2012) Stimulation of adenosine receptors in the nucleus accumbens reverses the expression of cocaine sensitization and cross-sensitization to DA D2 receptors in rats. Neuropharmacology 63 1172 PMID: 22749927
Bender et al (2009) Presynaptically expressed long-term potentiation increases multivesicular release at parallel fiber synapses. J Neurosci 29 10974 PMID: 19726655
Jensen et al (2007) Presynaptic plasma membrane Ca2+ ATPase isoform 2a regulates excitatory synaptic transmission in rat hippocampal CA3. Neuropharmacology 579 85 PMID: 17170045
Villalba et al (2007) Contribution of both Ca2+ entry and Ca2+ sensitization to the alpha1-adrenergic vasoconstriction of rat penile small arteries. Am J Physiol Heart Circ Physiol 292 H1157 PMID: 17085536
Do you know of a great paper that uses N6-Cyclopentyladenosine from Tocris? Please let us know.
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