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1573115-90-8

1573115-90-8 Structure

1573115-90-8 Structure
IdentificationBack Directory
[Name]

Sp-8-bromo-Cyclic AMPS (sodium salt)
[CAS]

1573115-90-8
[Synonyms]

Sp-8-bromo-Cyclic AMPS (sodium salt)
[Molecular Formula]

C10H12BrN5NaO5PS
[MOL File]

1573115-90-8.mol
[Molecular Weight]

448.16
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 25 mg/ml; Ethanol: 0.5 mg/ml; PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
Hazard InformationBack Directory
[Description]

Sp-8-bromo-cyclic AMPS (Sp-8-bromo-cAMPS) is a cell-permeable, cAMP analog that combines an exocyclic sulfur substitution in the axial position of the cyclophosphate ring with a bromine substitution in the adenine base of cAMP.1,2 This configuration pools the structural features of two established cyclic-AMP-dependent protein kinase (PKA) activators, 8-bromo-cAMP and Sp-cAMPS . Sp-8-bromo-cAMPS is a PKA agonist (EC50 = 1.5 μM) with improved lipophilicity and is not readily degraded by cyclic nucleotide phosphodiesterases.3,4
[Uses]

8-Bromoadenosine 3',5'-Cyclic Monophosphothioate Sp-Isomer Sodium Salt is an activator of cAMP-dependent PKA.
[storage]

Store at -20°C
[References]

1. Yokozaki, H., Tortora, G., Pepe, S., et al. Unhydrolyzable analogues of adenosine 3':5'-monophosphate demonstrating growth inhibition and differentiation in human cancer cells Cancer Res. 52(9),2504-2508(1992).
2. Dostmann, W.R., Taylor, S.S., Genieser, H.G., et al. Probing the cyclic nucleotide binding sites of cAMP-dependent protein kinases I and II with analogs of adenosine 3',5'-cyclic phosphorothioates J. Biol. Chem. 265(18),10484-10491(1990).
3. Schwede, F., Maronde, F., Genieser, H., et al. Cyclic nucleotide analogs as biochemical tools and prospective drugs Pharmacol. Ther. 87(2),199-226(2000).
4. Schaap, P., van Ments-Cohen, M., Soede, R.D., et al. Cell-permeable non-hydrolyzable cAMP derivatives as tools for analysis of signaling pathways controlling gene regulation in Dictyostelium J. Biol. Chem. 268(9),6323-6331(1993).
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