3-Deazaadenosine hydrochloride

Name: 3-Deazaadenosine hydrochloride
Brand: MedChemExpress
SKU: HY-W013332A
Rating: 5.0 (13 reviews)

Cat. No.: HY-W013332A Purity: 99.44%: FAQs
Data Sheet SDS COA Handling Instructions

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

For research use only. We do not sell to patients.

3-Deazaadenosine hydrochloride Chemical Structure

CAS No. : 86583-19-9

Size	Price	Stock	Quantity
Solid + Solvent
10 mM * 1 mL in DMSO ready for reconstitution	USD 186	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	USD 186	In-stock	Estimated Time of Arrival: December 31
Solid
1 mg	USD 160	In-stock	Estimated Time of Arrival: December 31
5 mg	USD 280	In-stock	Estimated Time of Arrival: December 31
10 mg	USD 480	In-stock	Estimated Time of Arrival: December 31
50 mg		Get quote
100 mg		Get quote

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Customer Review

Based on 13 publication(s) in Google Scholar

Other Forms of 3-Deazaadenosine hydrochloride:

3-Deazaadenosine In-stock

: 3-Deazaadenosine hydrochloride purchased from MedChemExpress. Usage Cited in: Arch Toxicol. 2021 Jan;95(1):299-309. [Abstract]; After treating with 3-Deazaadenosine (DAA, 50 mM), the global methylation inhibitor, EJ and J82 cell lines show decreased m6A modifcation level and reduced SOD2 expression level.

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Biological Activity
Protocol
Purity & Documentation
References
Customer Review

Description

IC₅₀ & Target

HIV-1

In Vitro

3-Deazaadenosine is an inhibitor of S-adenosylhomocysteine hydrolase, with a K_i of 3.9 μM. 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 IC₅₀s of 0.15 and 0.20 μM, respectively^[1].
3-Deazaadenosine (1-100 μM) inhibits LPS-induced expression of TNF-α mRNA, increases DNA binding activity of NF-κB, and causes proteolytic degradation of IκBα, but Not IκBβ in RAW 264.7 cells. 3-Deazaadenosine (100 μM) enhances nuclear translocation of NF-κB, but blocks LPS-induced NF-κB transcriptional activity, and such inhibition is augmented by the addition of homocysteine^[2]. 3-Deazaadenosine (50, 100 μM) dose-dependently inhibits the phosphorylation of Raf and ERK, protein-dependent kinase 1, protein kinase B (Akt), and forkhead transcription factor FoxO1a. 3-Deazaadenosine (50 μM) suppresses vascular smooth muscle cell (VSMC) proliferation via interfering with Ras signaling^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

302.71

Formula

C₁₁H₁₅ClN₄O₄

CAS No.

86583-19-9

Appearance

Solid

Color

White to off-white

SMILES

O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C3=C(C(N)=NC=C3)N=C2.Cl

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, sealed storage, away from moisture

*In solvent : -80°C, 2 years; -20°C, 1 year (sealed storage, away from moisture)

Solvent & Solubility

In Vitro:

H₂O : ≥ 100 mg/mL (330.35 mM)

DMSO : 41.67 mg/mL (137.66 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.3035 mL	16.5175 mL	33.0349 mL
5 mM	0.6607 mL	3.3035 mL	6.6070 mL
10 mM	0.3303 mL	1.6517 mL	3.3035 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year (sealed storage, away from moisture). When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

In Vivo Dissolution Calculator

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Calculation results:

Working solution concentration: mg/mL

This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).

Purity & Documentation

Purity: 99.44%

Select Batch:

Data Sheet (277 KB) SDS (0 KB)

COA (249 KB) RP-HPLC (197 KB)

Handling Instructions (2659 KB)

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. [Content Brief]

[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. [Content Brief]

[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. [Content Brief]

Cell Assay
^[1]

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 × 10⁵ 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 × 10⁵ 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].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

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. [Content Brief]

[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. [Content Brief]

[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. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO / H₂O	1 mM	3.3035 mL	16.5175 mL	33.0349 mL	82.5873 mL
	5 mM	0.6607 mL	3.3035 mL	6.6070 mL	16.5175 mL
	10 mM	0.3303 mL	1.6517 mL	3.3035 mL	8.2587 mL
	15 mM	0.2202 mL	1.1012 mL	2.2023 mL	5.5058 mL
	20 mM	0.1652 mL	0.8259 mL	1.6517 mL	4.1294 mL
	25 mM	0.1321 mL	0.6607 mL	1.3214 mL	3.3035 mL
	30 mM	0.1101 mL	0.5506 mL	1.1012 mL	2.7529 mL
	40 mM	0.0826 mL	0.4129 mL	0.8259 mL	2.0647 mL
	50 mM	0.0661 mL	0.3303 mL	0.6607 mL	1.6517 mL
	60 mM	0.0551 mL	0.2753 mL	0.5506 mL	1.3765 mL
	80 mM	0.0413 mL	0.2065 mL	0.4129 mL	1.0323 mL
	100 mM	0.0330 mL	0.1652 mL	0.3303 mL	0.8259 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.