A PKA inhibitor
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Rp-8-CPT-Cyclic AMP (sodium salt)

Item No. 17142

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-[(4-chlorophenyl)thio]-adenosine cyclic 3',5'-[hydrogen (R)-phosphorothioate], monosodium salt
CAS Number
221905-35-7
Synonyms
  • Rp-8-CPT-cAMP
Molecular Formula
C16H14ClN5O5PS2 • Na
Formula Weight
509.8
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
275 nm
SMILES
O[C@H]1[C@H](N2C(SC3=CC=C(Cl)C=C3)=NC4=C2N=CN=C4N)O[C@H]5[C@H]1O[P@@](OC5)([S-])=O.[Na+]
InChi Code
InChI=1S/C16H15ClN5O5PS2.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(26-15)5-25-28(24,29)27-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,29)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-,28-;/m1./s1
InChi Key
AWXMSJRRXLCVMW-ALHPSJIMSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $202

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    1 mg

    $380

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    Product Description

    Rp-8-CPT-cAMP is a structural combination of the lipophilic and non-hydrolyzable cAMP analogs, 8-CPT-cyclic AMP (Item No. 12011) and Rp-cyclic AMPS (Item No. 16985).1 It functions as a site-selective inhibitor of protein kinase A (PKA) type I and II, with preference towards site A of type I and site B of type II.2 By occupying cAMP binding sites at the regulatory subunit of PKA, Rp-8-CPT-cAMP prevents the kinase holoenzyme from dissociative activation.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schwede, F., Maronde, F., Genieser, H., et al. Cyclic nucleotide analogs as biochemical tools and prospective drugs. Pharmacol. Ther. 87(2), 199-226 (2000).

    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. The Journal of Biological Chemisty 265(18), 10484-10491 (1990).

    3. 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).