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116812

Sigma-Aldrich

Adenosine 3′,5′-cyclic Monophosphate, 8-(4-Chlorophenylthio)-, Sodium Salt

Cell-permeable cAMP analog that activates both protein kinase A and protein kinase G.

Synonym(s):

Adenosine 3′,5′-cyclic Monophosphate, 8-(4-Chlorophenylthio)-, Sodium Salt, Adenosine 3ʹ,5ʹ-cyclic Monophosphate, 8-(4-Chlorophenylthio)-, Sodium Salt

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80 UNITS
$364.00

$364.00


Estimated to ship onMarch 23, 2025


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80 UNITS
$364.00

About This Item

Empirical Formula (Hill Notation):
C16H14ClN5O6PS · Na
CAS Number:
Molecular Weight:
493.79
MDL number:
UNSPSC Code:
41106305
NACRES:
NA.77

$364.00


Estimated to ship onMarch 23, 2025


Request a Bulk Order

Quality Level

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[Na+].[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]3c4ncnc(c4nc3Sc5ccc(cc5)Cl)N)CO1)[O-]

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This Item
1.056351.058081.05715
layer thickness

250 μm

layer thickness

200 μm

layer thickness

250 μm

layer thickness

250 μm

feature

binder Organic Polymer, fluorescent indicator

feature

binder Organic Polymer, fluorescent indicator

feature

binder Organic Polymer, fluorescent indicator

feature

binder Organic Polymer, fluorescent indicator

pore size

60 Å medium pore diameter

pore size

60 Å medium pore diameter

pore size

60 Å medium pore diameter

pore size

60 Å medium pore diameter

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

packaging

pkg of 20 plates

packaging

pkg of 25 plates

packaging

pkg of 25 plates

packaging

pkg of 25 plates

General description

Cell-permeable cAMP analog that activates both protein kinase A and protein kinase G. Directly activates Epac, a Rap1 guanine-nucleotide exchange factor. Also acts as a potent inhibitor of cGMP-specific phosphodiesterase (IC50 = 900 nM). Inhibits cAMP-specific phosphodiesterase at much higher concentrations (IC50 = 25 µM).
Cell-permeable cAMP analog that activates both protein kinase A and protein kinase G. Induces the guanine-nucleotide-exchange factor activity of EGFI, also known as Epac (exchange protein directly activated by cAMP), and EGFII towards Rap1 both in vivo and in vitro. Also acts as a potent inhibitor of cGMP specific phosphodiesterase (IC50 = 900 nM). Also inhibits cAMP-specific phosphodiesterases at much higher concentrations (IC50 = 25 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Protein kinase A and protein kinase G
Product does not compete with ATP.
Reversible: no
Target IC50: 900 nM against cGMP-specific phosphodiesterase

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C

Other Notes

de Rooij, J., et al. 1998. Nature.396, 474.
Kawasaki, H., et al. 1998. Science.282, 2275.
Moed, P.J., et al. 1993. Comp. Biochem. Physiol.105A, 711.
Connolly, B.J., et al. 1992. Biochem. Pharmacol.44, 2303.
Phillips, M.E., and Taylor, A. 1992. J. Physiol.456, 591.
Shipston, M.J., and Antoni, F.A. 1992. Endocrinology130, 2213.
Datta, R., et al. 1991. Blood78, 83.
Peters, D.J.M., et al. 1991. Proc. Natl. Acad. Sci. USA88, 9219.
Sandberg, M., et al. 1991. Biochem. J.279, 521.
Unterman, T.G., et al. 1991. Endocrinology128, 2693.
Xu, H., et al. 1989. Brain Res.504, 36.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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