5-Azacytidine

Pricing Availability Delivery Time Qty
Cat.No. 3842 - 5-Azacytidine | C8H12N4O5 | CAS No. 320-67-2
Description: DNA methyltransferase inhibitor
Chemical Name: 4-Amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one
Purity: ≥98% (HPLC)
Datasheet
Citations (4)
Reviews
Literature

Biological Activity

DNA methyltransferase inhibitor. Incorporates into DNA forming covalent adducts with cellular DNMT1, depleting enzyme activity. Induces demethylation and reactivation of silenced genes. Improves the efficiency of reprogramming of stem cells; induces differentiation of mesenchymal stem cells into cardiomyocytes.

Compound Libraries

5-Azacytidine is also offered as part of the Tocriscreen Plus, Tocriscreen Epigenetics Toolbox, Tocriscreen Library of FDA-Approved Compounds and Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 244.2
Formula C8H12N4O5
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 320-67-2
PubChem ID 9444
InChI Key NMUSYJAQQFHJEW-KVTDHHQDSA-N
Smiles O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C(N=C(N)N=C2)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 24.42 100
water 12.21 50

Preparing Stock Solutions

The following data is based on the product molecular weight 244.2. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.1 mL 20.48 mL 40.95 mL
5 mM 0.82 mL 4.1 mL 8.19 mL
10 mM 0.41 mL 2.05 mL 4.1 mL
50 mM 0.08 mL 0.41 mL 0.82 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:
Safety Datasheet

References

References are publications that support the biological activity of the product.

Schneider-Stock et al (2005) 5-aza-Cytidine is a potent inhibitor of DNA methyltransferase 3a and induces apoptosis in HCT-116 colon cancer cells via Gadd45- and p53-dependent mechanisms. J.Pharmacol.Exp.Ther. 312 525 PMID: 15547111

Mikkelsen et al (2008) Dissecting direct reprogramming through integrative genomic analysis. Nature 454 49 PMID: 18509334

Qian et al (2012) 5-Azacytidine induces cardiac differentiation of human umbilical cord-derived mesenchymal stem cells by activating extracellular regulated kinase. Stem Cells Dev. 21 67 PMID: 21476855


If you know of a relevant reference for 5-Azacytidine, please let us know.

View Related Products by Product Action

View all DNA Methyltransferase Inhibitors

Keywords: 5-Azacytidine, 5-Azacytidine supplier, DNA, methyltransferases, methylation, inhibits, inhibitors, DNMT, mesenchymal, stem, cells, reprogramming, differentiation, differentiating, cardiomyocytes, epigenetics, Methyltransferases, Reprogramming, Mesenchymal, Stem, Cells, Cardiomyocyte, 3842, Tocris Bioscience

4 Citations for 5-Azacytidine

Citations are publications that use Tocris products. Selected citations for 5-Azacytidine include:

Chandrakanthan et al (2016) PDGF-AB and 5-Azacytidine induce conversion of somatic cells into tissue-regenerative multipotent stem cells Proc Natl Acad Sci U S A 113 E2306 PMID: 27044077

Perera et al (2009) Relation of DNA methylation of 5'-CpG island of ACSL3 to transplacental exposure to airborne polycyclic aromatic hydrocarbons and childhood asthma. PLoS One 4 e4488 PMID: 19221603

Bhuvanagiri et al (2014) 5-azacytidine inhibits nonsense-mediated decay in a MYC-dependent fashion. EMBO Mol Med 6 1593 PMID: 25319547

Chong et al (2013) Progenitor cells identified by PDGFR-α expression in the developing and diseased human heart. Cell Res 22 1932 PMID: 23391309


Do you know of a great paper that uses 5-Azacytidine from Tocris? Please let us know.

Reviews for 5-Azacytidine

There are currently no reviews for this product. Be the first to review 5-Azacytidine and earn rewards!

Have you used 5-Azacytidine?

Submit a review and receive an Amazon gift card.

$10US/$10CAN/€7/£6 gift card for a review without an image

$25US/$25CAN/€18/£15 gift card for a review with an image

*Offer only valid in the USA / Canada, UK and Europe

Submit a Review

Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Epigenetics

Epigenetics Scientific Review

Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.

Epigenetics

Epigenetics Research Bulletin

Produced by Tocris and updated in 2014, the epigenetics research bulletin gives an introduction into mechanisms of epigenetic regulation, and highlights key Tocris products for epigenetics targets including:

  • Bromodomains
  • DNA Methyltransferases
  • Histone Deacetylases
  • Histone Demethylases
  • Histone Methyltransferases