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Merck
CN

203800

8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt

≥98% (HPLC), protein kinase (PKA) activator, solid

别名:

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

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关于此项目

经验公式(希尔记法):
C10H10BrN5O6P · Na
化学文摘社编号:
分子量:
430.08
UNSPSC Code:
41106305
NACRES:
NA.77
MDL number:
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产品名称

Adenosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt, Cell-permeable cAMP analog that has greater resistance to phosphodiesterases than cAMP.

SMILES string

[Na+].[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]3c4ncnc(c4nc3Br)N)CO1)[O-]

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

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

Quality Level

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PKA
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Preparation Note

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

Legal Information

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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