203800

Adenosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt

Cell-permeable cAMP analog that has greater resistance to phosphodiesterases than cAMP.

• Synonym(s): Adenosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt, 8-Bromo-cAMP, Na
• Empirical Formula (Hill Notation): C₁₀H₁₀BrN₅O₆P · Na
• CAS Number: 76939-46-3
• Molecular Weight: 430.08
• MDL number: MFCD00005844
• UNSPSC Code: 41106305
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white
• solubility: water: soluble
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C10H11BrN5O6P.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1
• InChI key: DMRMZQATXPQOTP-GWTDSMLYSA-M

Description

General description

Cell-permeable cAMP analog that has greater resistance to phosphodiesterases than cAMP. Preferentially activates protein kinase A (PKA). Directly activates Epac, a Rap1 guanine-nucleotide exchange factor.

Cell-permeable cAMP analog that is more resistant to phosphodiesterases than cAMP. Preferentially activates cAMP-dependent protein kinase (PKA). Induces the guanine-nucleotide-exchange factor activity of GEFI, also known as Epac (exchange protein directly activated by cAMP), and GEFII toward Rap1 both in vivo and in vitro.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PKA

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Avoid pH >8.5.

Other Notes

Kawasaki, H., et al. 1998. Science 282, 2275.
de Rooij, J., et al. 1998. Nature 396, 474.
Boyer, B., and Thiery, J.P. 1993. J. Cell Biol.120, 767.
Hei, Y.-J., et al. 1991. Mol. Pharmacol. 39, 233.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable