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Merck

288104

2′,5′-Dideoxyadenosine

Cell-permeable, non-competitive adenylate cyclase inhibitor (IC50 = 3 µM), that binds to the adenosine P1 binding site.

Synonym(s):

2′,5′-Dideoxyadenosine, 2ʹ,5ʹ-dd-Ado

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O2
CAS Number:
Molecular Weight:
235.24
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze
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Product Name

2′,5′-Dideoxyadenosine, Cell-permeable, non-competitive adenylate cyclase inhibitor (IC50 = 3 µM), that binds to the adenosine P1 binding site.

SMILES string

[n]2(c3ncnc(c3nc2)N)[C@@H]1O[C@@H]([C@H](C1)O)C

InChI

1S/C10H13N5O2/c1-5-6(16)2-7(17-5)15-4-14-8-9(11)12-3-13-10(8)15/h3-7,16H,2H2,1H3,(H2,11,12,13)/t5-,6+,7-/m1/s1

InChI key

FFHPXOJTVQDVMO-DSYKOEDSSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Cell permeable: yes
Product does not compete with ATP.
Reversible: no
Target IC50: 3 µM against adenylate cyclase

Disclaimer

Toxicity: Standard Handling (A)

General description

Cell-permeable, non-competitive adenylate cyclase inhibitor (IC50 = 3 µM), that binds to the adenosine P1 binding site. Blocks positive inotropic and chronotropic effects of β-adrenergic agents.
Membrane-permeable adenylate cyclase inhibitor that binds non-competitively to the enzyme via the P-site. Its inhibitory effect varies widely among tissues (IC50 = 3 µM for detergent solubilized rat brain membranes; IC50 = 45 µM for purified bovine brain enzyme). Blocks the forskolin-induced activation of adenylate cyclase activity (IC50 = 540 µM) in cultured bovine aortic endothelial cells. Also blocks the positive ionotropic and chronotropic effects of β-adrenergic agents.

Other Notes

Ibrahimi, A., et al. 1999. Am. J. Physiol.276, C487.
Hartman, M., and Schrader, J. 1995. J. Mol. Cell. Cardiol. 25, 331.
Bushfield, M., et al. 1990. Mol. Pharmacol.38, 848.
Reid, I.R., et al. 1990. Am. J. Physiol.258, E708.
Legrand, A.B., et al. 1990. Biochem. Pharmacol.40, 1103.
Johnson, R.A., et al. 1989. Mol. Pharmacol.35, 681.
Holgate, S.T., et al. 1980. Proc. Natl. Acad. Sci. USA77, 6800.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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