3-Deazaadenosine

Name: 3-Deazaadenosine
Brand: MedChemExpress
SKU: HY-W013332
Rating: 5.0 (13 reviews)

Cat. No.: HY-W013332 Purity: 99.87%: FAQs
Data Sheet SDS COA Handling Instructions

Molarity Calculator

3-Deazaadenosine 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 Chemical Structure

CAS No. : 6736-58-9

Size	Price	Stock	Quantity
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:

3-Deazaadenosine hydrochloride In-stock

: 3-Deazaadenosine 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

3-Deazaadenosine 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.

IC₅₀ & Target

IC50: 0.15 (HIV-1, A012 isolate), 0.20 µM (HIV-1, A018 isolate)^[1]
Ki: 3.9 µM (S-adenosylhomocysteine hydrolase)^[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

266.25

Formula

C₁₁H₁₄N₄O₄

CAS No.

6736-58-9

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

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 130 mg/mL (488.26 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : 100 mg/mL (375.59 mM; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.7559 mL	18.7793 mL	37.5587 mL
5 mM	0.7512 mL	3.7559 mL	7.5117 mL
10 mM	0.3756 mL	1.8779 mL	3.7559 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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* 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.

Molarity Calculator
Dilution Calculator

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:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.17 mg/mL (8.15 mM); Clear solution

This protocol yields a clear solution of ≥ 2.17 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (21.7 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.17 mg/mL (8.15 mM); Clear solution

This protocol yields a clear solution of ≥ 2.17 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (21.7 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.17 mg/mL (8.15 mM); Clear solution

This protocol yields a clear solution of ≥ 2.17 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (21.7 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

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: 99.87%

Select Batch:

Data Sheet (277 KB) SDS (420 KB)

COA (250 KB) HNMR (257 KB) LCMS (97 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

H₂O / DMSO	1 mM	3.7559 mL	18.7793 mL	37.5587 mL	93.8967 mL
	5 mM	0.7512 mL	3.7559 mL	7.5117 mL	18.7793 mL
	10 mM	0.3756 mL	1.8779 mL	3.7559 mL	9.3897 mL
	15 mM	0.2504 mL	1.2520 mL	2.5039 mL	6.2598 mL
	20 mM	0.1878 mL	0.9390 mL	1.8779 mL	4.6948 mL
	25 mM	0.1502 mL	0.7512 mL	1.5023 mL	3.7559 mL
	30 mM	0.1252 mL	0.6260 mL	1.2520 mL	3.1299 mL
	40 mM	0.0939 mL	0.4695 mL	0.9390 mL	2.3474 mL
	50 mM	0.0751 mL	0.3756 mL	0.7512 mL	1.8779 mL
	60 mM	0.0626 mL	0.3130 mL	0.6260 mL	1.5649 mL
	80 mM	0.0469 mL	0.2347 mL	0.4695 mL	1.1737 mL
	100 mM	0.0376 mL	0.1878 mL	0.3756 mL	0.9390 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.