A PKA-selective activator
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N6-benzoyl-Cyclic AMP (sodium salt)

Item No. 18819

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-benzoyl-adenosine cyclic 3',5'-(hydrogen phosphate), monosodium salt
CAS Number
1135306-29-4
Synonyms
  • 6-Bnz-cAMP
Molecular Formula
C17H15N5O7P • Na
Formula Weight
455.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 3 mg/ml
λmax
282 nm
SMILES
O[C@H]1[C@H](N2C=NC3=C2N=CN=C3NC(C4=CC=CC=C4)=O)O[C@@]5([H])[C@@]1([H])OP(OC5)([O-])=O.[Na+]
InChi Code
InChI=1S/C17H16N5O7P.Na/c23-12-13-10(6-27-30(25,26)29-13)28-17(12)22-8-20-11-14(18-7-19-15(11)22)21-16(24)9-4-2-1-3-5-9;/h1-5,7-8,10,12-13,17,23H,6H2,(H,25,26)(H,18,19,21,24);/q;+1/p-1/t10-,12-,13-,17-;/m1./s1
InChi Key
SPYGSKQRPXISIB-FKVBDRBCSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $262

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    10 mg

    $498

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    Product Description

    N6-benzoyl-Cyclic AMP (6-Bnz-cAMP) is a cell permeable cAMP analog that selectively activates PKA over exchange proteins activated by cAMP (Epac1 and 2, also known as RAPGEF3 and 4).1 It binds the AI and AII subunits of PKA with pKi values of 4.0 and 3.8, respectively, whereas it binds Epac1 with a pKi value of 1.3.2 6-Bnz-cAMP stimulates the phosphorylation of the PKA substrate CREB but does not activate the Epac target Rap1.2 It can act synergistically with Epac-selective activators, such as 8-pCPT-2’-O-Me-cAMP (Item No. 17143).3,2

    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. Christensen, A.E., Selheim, F., de Rooij, J., et al. cAMP analog mapping of Epac1 and cAMP kinase. Discriminating analogs demonstrate that Epac and cAMP kinase act synergistically to promote PC-12 cell neurite extension. The Journal of Biological Chemisty 278(37), 35394-35402 (2003).

    3. Hewer, R.C., Sala-Newby, G.B., Wu, Y.J., et al. PKA and Epac synergistically inhibit smooth muscle cell proliferation. J. Mol. Cell. Cardiol. 50(1), 87-98 (2011).