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925456-59-3

925456-59-3 Structure

925456-59-3 Structure
IdentificationBack Directory
[Name]

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

925456-59-3
[Synonyms]

Rp-isomer
Rp-8-bromo-cAMPS
8-Bromoadenosine 3'
Rp-8-bromo-Cyclic AMPS
5'-cyclic monophosphorothioate
Rp-8-bromo-Cyclic AMPS (sodium salt)
RP-8-BR-CAMPS;8-BROMOADENOSINE 3';5'-CYCLIC MONOPHOSPHOROTHIOATE; RP-ISOMER;RP-8-BROMO-CAMPS;925456-59-3
[Molecular Formula]

C10H12BrN5NaO5PS
[MOL File]

925456-59-3.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]

Rp-8-bromo-Cyclic AMPS (Rp-8-bromo-cAMPS) is a cell-permeable cAMP analog that combines an exocyclic sulfur substitution in the equatorial position of the cyclophosphate ring with a bromine substitution in the adenine base of cAMP.1,2 It acts as an antagonist of cAMP-dependent protein kinases (PKAs) and is resistant to hydrolysis by cyclic nucleotide phosphodiesterases. Rp-8-bromo-cAMPS more effectively antagonizes cAMP-dependent activation of purified PKA type I from rabbit muscle than PKA type II from bovine heart.2
[Uses]

Rp-8-Br-cAMPS sodium is an analog of cAMP and an inhibitor of PKA. Rp-8-Br-cAMPS sodium occupies cAMP binding sites on PKA type I regulatory subunits, thereby preventing PKA dissociation and activation. Rp-8-Br-cAMPS sodium can be used in the study of tumors and retrovirus-induced immune deficiency. Rp-8-Br-cAMPS sodium also inhibits insulin secretion[1][2][3].
[in vivo]

Rp-8-Br-cAMPS (1 mg; intraperitoneal injection; 10 days) improves immune function in a mouse retrovirus infection model[3].

Animal Model:Murine leukemia retrovirus RadLV-Rs treated male C57BL/6 mice[3]
Dosage:1 mg
Administration:Intraperitoneal injection (i.p.); 10 days
Result:Had no significant effect on the extent of lymphadenopathy and splenomegaly which is typical of RadLV-Rs retroviral infection.
Strongly increased responses to the anti-CD3 mAb.
Improved T cell responses.
[storage]

Store at -20°C
[References]

1. 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).
2. Gjertsen, B.T., Mellgran, G., Otten, A., et al. Novel (Rp)-cAMPS analogs as tools for inhibition of cAMP-kinase in cell culture. Basal cAMP-kinase activity modulates interleukin-1β action J. Biol. Chem. 270(35),20599-20607(1995).
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