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 (3)

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.

Select a batch to recalculate based on the batch molecular weight:
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

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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: DNA methyltransferases methylation inhibits inhibitors DNMT mesenchymal stem cells reprogramming differentiation differentiating cardiomyocytes epigenetics DNA Methyltransferases

3 Citations for 5-Azacytidine

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

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


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