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116816

Sigma-Aldrich

Adenosine 3′,5′-cyclic Monophosphorothioate, 8-Bromo-, Rp-Isomer, Sodium Salt

A potent, cell-permeable, and reversible metabolically-stable cAMP antagonist that inhibits cAMP-dependent protein kinase and shows preference for PKA type I.

Synonym(s):

Adenosine 3′,5′-cyclic Monophosphorothioate, 8-Bromo-, Rp-Isomer, Sodium Salt, Rp-8-Br-cAMPS, Na, PKA Inhibitor VI

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About This Item

Empirical Formula (Hill Notation):
C10H10BrN5O5PS · Na
Molecular Weight:
446.15
UNSPSC Code:
41106305
NACRES:
NA.77

Quality Level

Assay

≥99% (HPLC)

form

lyophilized

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

solubility

water: 40 mg/mL

shipped in

ambient

storage temp.

−20°C

General description

A potent, cell-permeable, and reversible metabolically-stable cAMP antagonist that inhibits cAMP-dependent protein kinase and shows preference for PKA type I. More lipophilic than cAMP antagonist Rp-cAMPS (Cat. No. 116814).
Cell-permeable, potent, reversible, and metabolically stable antagonist of cAMP that is resistant to the action of mammalian cyclic nucleotide phosphodiesterases. Rp-8-Br-cAMPS is more lipophilic as compared to 8-Br-cAMP and Rp-cAMPS. In contrast to other common ATP-site inhibitors or to its parent compound Rp-cAMPS, Rp-8-Br-cAMPS discriminates between both isozymes of protein kinase A, preferring type I, thus providing additional selectivity. By occupying cAMP binding sites, prevents dissociation and activation of the kinase holoenzyme. λ = 264 nm (H2O, pH 7.0); εmax 17,000 M-1cm-1.
Note: 5 µmol = 2.23 mg.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PKA 1
Product does not compete with ATP.
Reversible: yes

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Calaghan, S.C., et al. 1999. Pflugers Arch. 437, 780.
Gjertsen, B.T., et al. 1995. J. Biol. Chem. 270, 20599.
Yokozaki, H., et al. 1992. Cancer Res.52, 2504.
Dostmann, W.R. et al. 1990. J. Biol. Chem.265, 10484.

Legal Information

Sold under license of Patent DE 3,802,865.4 issued to BIOLOG LSI.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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