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203800

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C10H10BrN5O6P · Na
CAS Number:
76939-46-3
Molecular Weight:
430.08
MDL number:
MFCD00005844
UNSPSC Code:
41106305
NACRES:
NA.77

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

Related Categories

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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