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Description: DNA methyltransferase inhibitor
Chemical Name: 4-Amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one
Purity: ≥98% (HPLC)
Citations (6)
Literature (3)

Biological Activity for 5-Azacytidine

5-Azacytidine is a 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 for 5-Azacytidine

5-Azacytidine is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.

Technical Data for 5-Azacytidine

M. Wt 244.2
Formula C8H12N4O5
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 320-67-2
PubChem ID 9444
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for 5-Azacytidine

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

Preparing Stock Solutions for 5-Azacytidine

The following data is based on the product molecular weight 244.2. Batch specific molecular weights may vary from batch to batch due to the degree 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

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Product Datasheets for 5-Azacytidine

Certificate of Analysis / Product Datasheet
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References for 5-Azacytidine

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, Stem, Cell, Reprogramming, Mesenchymal, Cells, Cardiomyocyte, 3842, Tocris Bioscience

⚠ WARNING: This product can expose you to chemicals including Azacitidine, which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov

6 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

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

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

Linscott and Chung (2019) TET1 regulates fibroblast growth factor 8 transcription in Gn releasing hormone neurons. PLoS One 14 e0220530 PMID: 31361780

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

Donald J et al (2017) Epigenetic modifiers upregulate MHC II and impede ovarian cancer tumor growth. Oncotarget 8 44159-44170 PMID: 28498806

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

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Literature in this Area

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

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

Cell Cycle and DNA Damage Research Product Guide

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Epigenetics Scientific Review

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.