116812
Adenosine 3′,5′-cyclic Monophosphate, 8-(4-Chlorophenylthio)-, Sodium Salt
Cell-permeable cAMP analog that activates both protein kinase A and protein kinase G.
別名:
Adenosine 3′,5′-cyclic Monophosphate, 8-(4-Chlorophenylthio)-, Sodium Salt, Adenosine 3ʹ,5ʹ-cyclic Monophosphate, 8-(4-Chlorophenylthio)-, Sodium Salt
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この商品について
実験式（ヒル表記法）:
C16H14ClN5O6PS · Na
CAS番号:
分子量:
493.79
UNSPSC Code:
41106305
NACRES:
NA.77
MDL number:
eCl@ss:
32119108
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
Quality Segment
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-]
InChI
1S/C16H15ClN5O6PS.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-;/m1./s1
InChI key
YIJFVHMIFGLKQL-DNBRLMRSSA-M
General description
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
Product does not compete with ATP.
Reversible: no
Cell permeable: yes
Primary Target
Protein kinase A and protein kinase G
Protein kinase A and protein kinase G
Target IC50: 900 nM against cGMP-specific phosphodiesterase
Preparation Note
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.
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
Disclaimer
Toxicity: Standard Handling (A)
保管分類
11 - Combustible Solids
WGK
WGK 3
引火点 (F)
Not applicable
引火点（°C）
Not applicable