8-CPT-Cyclic AMP sodium

Names

[ Name ]:
8-CPT-Cyclic AMP sodium

[Synonym ]:
8-(4-Chlorophenylthio)adenosine 3',5'-cyclic monophosphate sodium salt
pCPT-cAMP
MFCD00057683
4H-Furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-[6-amino-8-[(4-chlorophenyl)thio]-9H-purin-9-yl]tetrahydro-2-hydroxy-, 2-oxide, sodium salt, (4aR,6R,7R,7aS)- (1:1)
EINECS 299-413-9
Sodium (4aR,6R,7R,7aS)-6-{6-amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide
8-CPT cAMP

Biological Activity

[Description]:

8-CPT-Cyclic AMP (8-CPT-cAMP) sodium is a selective activator of cyclic AMP-dependent protein kinase (PKA). 8-CPT-Cyclic AMP sodium is also a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA) with an IC50 of 0.9 μM. 8-CPT-Cyclic AMP sodium also inhibits PDE III and PDE IV with IC50Epac and is a potent Epac activator[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA

Signaling Pathways >> Stem Cell/Wnt >> PKA

Research Areas >> Inflammation/Immunology

[In Vitro]

a-Fas and TNF-α/CHX induces neutrophil death rapidly (within 2 h) to at least 90%. The commonly used cAMP analog 8-pCPT-cAMP (0.7 mM) delays TNF- /CHX-induced and a-Fas-induced apoptosis. It is more efficient against apoptosis induced by TNF- /CHX than against a-Fas[2].

[References]

[1]. Connolly BJ, et al. 8-(4-Chlorophenyl)thio-cyclic AMP is a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA). Biochem Pharmacol. 1992;44(12):2303-2306.

[2]. Krakstad C, et al. cAMP protects neutrophils against TNF-alpha-induced apoptosis by activation of cAMP-dependent protein kinase, independently of exchange protein directly activated by cAMP (Epac). J Leukoc Biol. 2004;76(3):641-647.

Chemical & Physical Properties

[ Boiling Point ]:
799.2ºC at 760 mmHg

[ Molecular Formula ]:
C₁₆H₁₄ClN₅NaO₆PS

[ Molecular Weight ]:
493.79

[ Flash Point ]:
437.1ºC

[ Exact Mass ]:
492.998871

[ PSA ]:
192.78000

[ LogP ]:
3.00660

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

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