A cell-permeable cAMP analog
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8-CPT-Cyclic AMP (sodium salt)

Item No. 12011

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-[(4-chlorophenyl)thio]-cyclic 3',5'-(hydrogen phosphate)-adenosine, monosodium salt
CAS Number
93882-12-3
Synonyms
  • 8-(p-Chlorophenylthio)-cAMP
  • 8-CPT-cAMP
Molecular Formula
C16H14ClN5O6PS • Na
Formula Weight
493.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 25 mg/ml
λmax
221, 282 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]1OP(OC5)([O-])=O.[Na+]
InChi Code
InChI=1S/C16H15ClN5O6PS.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(27-15)5-26-29(24,25)28-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-;/m1./s1
InChi Key
YIJFVHMIFGLKQL-DNBRLMRSSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $63

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    25 mg

    $116

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    50 mg

    $213

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    Product Description

    8-CPT-Cyclic AMP is a lipophilic activator of the cyclic-AMP- and cyclic-GMP-dependent protein kinases, PKA and PKG (Ka = 0.05 and 0.11 μM, respectively).1 8-CPT-cAMP inhibits cyclic GMP-specific phosphodiesterase (PDE VA), cyclic GMP-inhibited phosphodiesterase (PDE III), and cyclic AMP-specific phosphodiesterase (PDE IV) with IC50 values of 0.9, 24, and 25 μM, respectively.2 It has been used in studies to analyze the signal transduction pathways initiated by cyclic-AMP- and cyclic-GMP-dependent protein kinases.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sandberg, M., Butt, E., Nolte, C., et al. Characterization of Sp-5,6-dichloro-1-β-D-ribofuranosylbenzimidazole-3',5'-monophosphorothioate (Sp-5,6-DCl-cBiMPS) as a potent and specific activator of cyclic-AMP-dependent protein kinase in cell extracts and intact cells. Biochem. J. 279(Pt 2), 521-527 (1991).

    2. Connolly, B.J., Willits, P.B., Warrington, B.H., et al. 8-(4-chlorophenyl)thio-cyclic AMP is a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA). Biochem. Pharmacol. 44(12), 2303-2306 (1992).

    Product Citations

    Simon, K., Hennen, S., Merten, N., et al. The orphan G protein-coupled receptor GPR17 negatively regulates oligodendrocyte differentiation via Gαi/o and its downstream effector molecules. The Journal of Biological Chemisty 291(2), 705-718 (2016).