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
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
Quality Level
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
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
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.
Biochem/physiol Actions
Cell permeable: yes
Product does not compete with ATP.
Reversible: no
Target IC50: 3 µM against adenylate cyclase
Warning
Toxicity: Standard Handling (A)
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.
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
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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