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ChemicalBook--->CAS DataBase List--->86583-19-9

86583-19-9

86583-19-9 Structure

86583-19-9 Structure
IdentificationBack Directory
[Name]

3-Deazaadenosine (hydrochloride)
[CAS]

86583-19-9
[Synonyms]

3-Deazaadenosine (hydrochloride)
[Molecular Formula]

C11H15ClN4O4
[MOL File]

86583-19-9.mol
[Molecular Weight]

302.72
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

3-Deazaadenosine (hydrochloride) is an inhibitor of S-adenosylhomocysteine hydrolase, with a Ki of 3.9 μM; 3-Deazaadenosine has anti-inflammatory, anti-proliferative and anti-HIV activity.
[Biological Activity]

3-Deazaadenosine HCl (3-DZA, c3Ado) is a potent inhibitor of S-adenosylhomocysteine hydrolase with a Ki value of 3.9 μM.
[in vitro]

3-Deazaadenosine shows anti-HIV effect, and inhibits p24 antigen in peripheral blood mononuclear (PBMCs) cells infected with HIV-1 isolates (A012 and A018) with IC 50 s of 0.15 and 0.20 μM, respectively.
[target]

TargetValue
S-adenosylhomocysteine hydrolase
(Cell-free assay)
3.9 μM(Ki)
[IC 50]

HIV-1
[storage]

Store at -20°C
[References]

[1] Gordon RK, et al. Anti-HIV-1 activity of 3-deaza-adenosine analogs. Inhibition of S-adenosylhomocysteine hydrolase and nucleotide congeners. Eur J Biochem. 2003 Sep;270(17):3507-17. DOI:10.1046/j.1432-1033.2003.03726.x
[2] Jeong SY, et al. 3-deazaadenosine, a S-adenosylhomocysteine hydrolase inhibitor, has dual effects on NF-kappaB regulation. Inhibition of NF-kappaB transcriptional activity and promotion of IkappaBalpha degradation. J Biol Chem. 1999 Jul 2;274(27):18981-8. DOI:10.1074/jbc.274.27.18981
[3] Sedding DG, et al. 3-Deazaadenosine prevents smooth muscle cell proliferation and neointima formation by interfering with Ras signaling. Circ Res. 2009 May 22;104(10):1192-200. DOI:10.1161/CIRCRESAHA.109.194357
Spectrum DetailBack Directory
[Spectrum Detail]

3-Deazaadenosine (hydrochloride)(86583-19-9)1HNMR
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