An antagonist of cAMP-dependent PKAs
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Rp-8-bromo-Cyclic AMPS (sodium salt)

Item No. 21584

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-bromo-adenosine cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate], monosodium salt
CAS Number
925456-59-3
Synonyms
  • 8-Bromoadenosine 3',5'-cyclic monophosphorothioate, Rp-isomer
  • Rp-8-Br-cAMPS
  • Rp-8-bromo-cAMPS
Molecular Formula
C10H10BrN5O5PS • Na
Formula Weight
446.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 0.5 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
212, 263 nm
SMILES
O[C@H]1[C@H](N2C(Br)=NC3=C2N=CN=C3N)O[C@H]4[C@H]1O[P@@](OC4)([S-])=O.[Na+]
InChi Code
InChI=1S/C10H11BrN5O5PS.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(20-9)1-19-22(18,23)21-6;/h2-3,5-6,9,17H,1H2,(H,18,23)(H2,12,13,14);/q;+1/p-1/t3-,5-,6-,9-,22-;/m1./s1
InChi Key
SKJLJCVVXRNYGJ-FBGJTXKBSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $193

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    1 mg

    $290

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    5 mg

    $1,060

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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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. The Journal of Biological Chemisty 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. The Journal of Biological Chemisty 270(35), 20599-20607 (1995).