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Submit Review8-Bromo-cAMP, sodium salt
Description: Cell-permeable cAMP analog
Chemical Name: 8-Bromoadenosine-3',5'-cyclic monophosphate sodium salt
Purity: ≥99% (HPLC)
Biological Activity for 8-Bromo-cAMP, sodium salt
8-Bromo-cAMP, sodium salt is a cell-permeable cyclic AMP (cAMP) analog. It activates PKA and has greater resistance to hydrolysis by phosphodiesterase (PDE) than cAMP. It increases differentiation and induces apoptosis in an esophageal cancer cell line. 8-Bromo-cAMP enhances the induction of pluripotency in human fibroblast cells in combination with VPA (valproic acid) (Cat. No. 2815). In combination with IBMX (Cat. No. 2845), it promotes the differentiation of human iPS cell-derived intestinal epithelial cells. It induces cell-based VEGF production for angiogenesis and osteoblastic differentiation in vitro.
Compound Libraries for 8-Bromo-cAMP, sodium salt
8-Bromo-cAMP, sodium salt is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Epigenetics Library and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for 8-Bromo-cAMP, sodium salt
| M. Wt | 430.09 |
| Formula | C10H10BrN5NaO6P |
| Storage | Store at -20°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 76939-46-3 |
| PubChem ID | 23702958 |
| InChI Key | DMRMZQATXPQOTP-GWTDSMLYSA-M |
| Smiles | [Na+].[H][C@@]12COP([O-])(=O)O[C@@]1([H])[C@@H](O)[C@@H](O2)N1C(Br)=NC2=C1N=CN=C2N |
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 8-Bromo-cAMP, sodium salt
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 43.01 | 100 | |
| DMSO | 43.01 | 100 |
Preparing Stock Solutions for 8-Bromo-cAMP, sodium salt
The following data is based on the product molecular weight 430.09. 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 | 2.33 mL | 11.63 mL | 23.25 mL |
| 5 mM | 0.47 mL | 2.33 mL | 4.65 mL |
| 10 mM | 0.23 mL | 1.16 mL | 2.33 mL |
| 50 mM | 0.05 mL | 0.23 mL | 0.47 mL |
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Product Datasheets for 8-Bromo-cAMP, sodium salt
References for 8-Bromo-cAMP, sodium salt
References are publications that support the biological activity of the product.
Carranza et al (1998) Protein kinase A induces recruitment of active Na+,K+-ATPase units to the plasma membrane of rat proximal convoluted tubule cells. J.Physiol. 511 235 PMID: 9679177
Chow et al (1998) Functional modulation of P2X2 receptors by cyclic AMP-dependent protein kinase. J.Neurochem. 70 2606 PMID: 9603227
Hei et al (1991) Lack of correlation between activation of cyclic AMP-dependent protein kinase and inhibition of contraction of rat vas deferens by cyclic AMP analogs. Mol.Pharmacol. 39 233 PMID: 1847496
Wang et al (2011) A cyclic AMP analog, 8-Br-cAMP, enhances the induction of pluripotency in human fibroblast cells. Stem Cell Rev. 7 331 PMID: 21120637
Wang et al (2005) Dual effects of 8-Br-cAMP on differentiation and apoptosis of human esophageal cancer cell line Eca-109. World J.Gastroenterol. 11 6538 PMID: 16425431
Lo et al (2016) One-day treatment of small molecule 8-bromo-cyclic AMP analogue induces cell-based VEGF production for in vitro angiogenesis and osteoblastic differentiation. J.Tissue.Eng.Regen. Med. 10 867 PMID: 24493289
If you know of a relevant reference for 8-Bromo-cAMP, sodium salt, please let us know.
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Keywords: 8-Bromo-cAMP, sodium salt, 8-Bromo-cAMP, sodium salt supplier, Cell-permeable, cAMP, Membrane, permeable, analog, activates, activators, PKA, Cyclic, adenosines, Monophosphate, Inositol, Signaling, Signalling, Protein, Kinase, A, Kinases, apoptosis, reprogramming, angiogenesis, osteoblastic, differentiation, Other, Apoptosis, ESCs, and, iPSC, 1140, Tocris Bioscience
8 Citations for 8-Bromo-cAMP, sodium salt
Citations are publications that use Tocris products. Selected citations for 8-Bromo-cAMP, sodium salt include:
Tuesta (2017) GLP-1 acts on habenular avoidance circuits to control nicotine intake. Nat Neurosci 20 708 PMID: 28368384
Sergeant et al (2009) Spontaneous Ca2+ waves in rabbit corpus cavernosum: modulation by nitric oxide and cGMP. J.Sex.Med. 6 958 PMID: 19138373
Wang et al (2015) Astaxanthin protects steroidogenesis from hydrogen peroxide-induced oxidative stress in mouse Leydig cells. J Neurosci 13 1375 PMID: 25786065
Nakao et al (2012) The role of mislocalized phototransduction in photoreceptor cell death of retinitis pigmentosa. PLoS One 7 e32472 PMID: 22485131
Goffin et al (2010) DA-dependent tuning of striatal inhibitory synaptogenesis. Br J Pharmacol 30 2935 PMID: 20181591
Tozzi et al (2015) Endogenous 17β-OE is required for activity-dependent long-term potentiation in the striatum: interaction with the DArgic system. Front Cell Neurosci 9 192 PMID: 26074768
Adelfinger et al (2014) GABAB receptor phosphorylation regulates KCTD12-induced K+ current desensitization. Biochem Pharmacol 91 369 PMID: 25065880
Niedenberger et al (2014) Actin dynamics regulate subcellular localization of PALLD in mouse Sertoli cells. Reproduction PMID: 24989903
Do you know of a great paper that uses 8-Bromo-cAMP, sodium salt from Tocris? Please let us know.
Reviews for 8-Bromo-cAMP, sodium salt
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8-bromo-cAMP phosphorylates cardiac CaMKII.
By
Anonymous on 05/15/2019
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: Cardiomyocytes
HL-1 cardiomyocytes were treated with 100 nM fostriecin, 100 nM Okadaic acid or 50 nM 8-bromo-cAMP for 30 min followed by Western blot analysis for pCaMKII expression. 8-bromo-cAMP increased phosphorylation of CaMKII; indicating role of cAMP in CaMKII dephosphorylation.
