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3-Deazaadenosine hydrochloride

Catalog No. T10111   CAS 86583-19-9

3-Deazaadenosine hydrochloride is an inhibitor of S-adenosylhomocysteine hydrolase (Ki: 3.9 μM). It has anti-inflammatory, anti-proliferative, and anti-HIV activity.

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3-Deazaadenosine hydrochloride Chemical Structure
3-Deazaadenosine hydrochloride, CAS 86583-19-9
Pack Size Availability Price/USD Quantity
1 mg In stock $ 128.00
5 mg In stock $ 228.00
10 mg In stock $ 393.00
25 mg In stock $ 652.00
50 mg In stock $ 913.00
100 mg In stock $ 1,230.00
1 mL * 10 mM (in DMSO) In stock $ 152.00
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Purity: 99.99%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 3-Deazaadenosine hydrochloride is an inhibitor of S-adenosylhomocysteine hydrolase (Ki: 3.9 μM). It has anti-inflammatory, anti-proliferative, and anti-HIV activity.
Targets&IC50 HIV-1 (A018 isolate):0.20 µM , HIV-1 (A012 isolate):0.15, S-adenosylhomocysteine hydrolase:(ki)3.9 µM
In vitro 3-Deazaadenosine exhibits antiviral properties specifically against HIV, by inhibiting the p24 antigen in HIV-1 infected peripheral blood mononuclear (PBMCs) cells (A012 and A018 isolates, IC50s: 0.15 and 0.20 μM) [1]. Furthermore, it modulates inflammatory responses by suppressing LPS-induced TNF-α mRNA expression and altering NF-κB pathway activity in RAW 264.7 cells. This includes inhibition of NF-κB transcriptional activity, which is enhanced by homocysteine, and proteolytic degradation of IκBα (not IκBβ), despite increasing NF-κB's DNA binding activity and promoting its nuclear translocation [2]. Additionally, at concentrations of 50 and 100 μM, 3-Deazaadenosine impedes the phosphorylation of several key signaling molecules, including Raf, ERK, protein-dependent kinase 1, protein kinase B (Akt), and forkhead transcription factor FoxO1a. At 50 μM, it also inhibits the proliferation of vascular smooth muscle cells (VSMC) by interfering with Ras signaling pathways, showcasing its potential for cardiovascular applications [3].
Cell Research The HIV-1 strains A012 and A018 are used in the assay. Inhibition of p24 antigen is measured. Briefly, PHA-stimulated peripheral blood mononuclear (PBMCs) are incubated with either HIV-1 strain for 1 h at 37°C at 200-fold the 50% tissue culture infectious dose (TCID50) of the virus stock per 2 × 10^5 PBMC cells. The TCID50 is defined as the amount of virus stock at which 50% of the inoculated wells are positive. Cells are then grown in microtiter plates with different drug concentrations at 2 × 10^5 cells per well. On day 4, cells are resuspended and split 1:3 with fresh media and 3-Deazaadenosine. Supernatant p24 antigen is determined on day 7 by ELISA [1].
Molecular Weight 302.71
Formula C11H15ClN4O4
CAS No. 86583-19-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 40.67 mg/mL(134.35 mM)

H2O: 20 mg/mL

TargetMolReferences and Literature

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. 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. 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.

Related compound libraries

This product is contained In the following compound libraries:
Inhibitor Library Nucleotide Compound Library Anti-Infection Compound Library NO PAINS Compound Library Anti-Fibrosis Compound Library Toxic Compound Library Apoptosis Compound Library Bioactive Compound Library ReFRAME Related Library Anti-Aging Compound Library

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Keywords

3-Deazaadenosine hydrochloride 86583-19-9 Microbiology/Virology Others Proteases/Proteasome HIV Protease HIV 3-Deazaadenosine Human immunodeficiency virus Inhibitor 3-Deazaadenosine Hydrochloride 3 Deazaadenosine hydrochloride 3Deazaadenosine hydrochloride inhibit inhibitor

 

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