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Submit ReviewDecitabine
Description: DNA methyltransferase inhibitor
Alternative Names: 2'-Deoxy-5-azacytidine,5-Aza-2'-deoxycytidine,NSC 127716
Chemical Name: 4-Amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1,3,5-triazin-2(1H)-one
Purity: ≥99% (HPLC)
Biological Activity for Decitabine
Decitabine is a cytosine analog that once incorporated into DNA acts as a suicide substrate for DNA methyltransferase. Inhibits DNA methyltransferase and results in DNA hypomethylation and activation of silent genes. Chemotherapeutic agent; suppresses growth of human tumor cell lines. Demethylates differentiation-related genes; reverses embryonic stem cell differentiation.
For more information about how Decitabine may be used, see our protocol:
Highly Efficient Generation of CiPSCs from MEFsCompound Libraries for Decitabine
Decitabine is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Epigenetics Library, Tocriscreen FDA-Approved Drugs and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for Decitabine
| M. Wt | 228.21 |
| Formula | C8H12N4O4 |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 2353-33-5 |
| PubChem ID | 451668 |
| InChI Key | XAUDJQYHKZQPEU-KVQBGUIXSA-N |
| Smiles | O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(N)=NC2=O)C1 |
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 Decitabine
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 11.41 | 50 | |
| DMSO | 11.41 | 50 |
Preparing Stock Solutions for Decitabine
The following data is based on the product molecular weight 228.21. 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.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.5 mM | 8.76 mL | 43.82 mL | 87.64 mL |
| 2.5 mM | 1.75 mL | 8.76 mL | 17.53 mL |
| 5 mM | 0.88 mL | 4.38 mL | 8.76 mL |
| 25 mM | 0.18 mL | 0.88 mL | 1.75 mL |
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Product Datasheets for Decitabine
References for Decitabine
References are publications that support the biological activity of the product.
Bender et al (1998) Inhibition of DNA methylation by 5-aza-2'-deoxycytidine supresses the growth of human tumour cell lines. Cancer Res. 58 95 PMID: 9426064
Momparler (2005) Pharmacology of 5-aza-2'-deoxycytidine (decitabine). Semin.Hematol. 42 S9 PMID: 16015507
Jackson-Grusby et al (1997) Mutagenicity of 5-aza-2'-deoxycytidine is mediated by the mammalian DNA methyltransferase. Proc.Natl.Acad.Sci.USA 94 4681
If you know of a relevant reference for Decitabine, please let us know.
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Keywords: Decitabine, Decitabine supplier, DNA, methyltransferase, inhibitors, inhibits, Transferases, stem, cells, NSC127716, epigenetics, 5-Aza-2'-deoxycytidine, 2'-Deoxy-5-azacytidine, chemotherapeutics, NSC, 127716, Methyltransferases, 2624, Tocris Bioscience
6 Citations for Decitabine
Citations are publications that use Tocris products. Selected citations for Decitabine 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
Wang et al (2012) Down-regulation of HtrA1 activates the epithelial-mesenchymal transition and ATM DNA damage response pathways. PLoS One 7 e39446 PMID: 22761798
Vendetti et al (2015) Evaluation of azacit. and entinostat as sensitization agents to cytotoxic chemotherapy in preclinical models of non-small cell lung cancer. Genes Dev 6 56 PMID: 25474141
Trowbridge et al (2012) Haploinsufficiency of Dnmt1 impairs leukemia stem cell function through derepression of bivalent chromatin domains. BMC Cancer 26 344 PMID: 22345515
Kottakis et al (2016) LKB1 loss links serine metabolism to DNA methylation and tumorigenesis. Nature 539 390 PMID: 27799657
Gu et al (2014) Runx1 regulation of Pu.1 corepressor/coactivator exchange identifies specific molecular targets for leukemia differentiation therapy. J Biol Chem 289 14881 PMID: 24695740
Do you know of a great paper that uses Decitabine from Tocris? Please let us know.
Reviews for Decitabine
Average Rating: 5 (Based on 1 Review.)
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We got expected effect on cells.
By
Anonymous on 04/03/2020
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: Primary pancreatic ductal epithelial cells
Cells were treated with 0.0015–30 μ decitabine
Protocols for Decitabine
The following protocol features additional information for the use of Decitabine (Cat. No. 2624).
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
This product guide provides a review of the cell cycle and DNA damage research area and lists over 150 products, including research tools for:
- Cell Cycle and Mitosis
- DNA Damage Repair
- Targeted Protein Degradation
- Ubiquitin Proteasome Pathway
- Chemotherapy Targets
Epigenetics in Cancer Research Product Guide
This product guide reviews some of the main areas in cancer epigenetics research and lists around 120 products that can be used for the main epigenetic targets including:
- Histone Methylation
- Histone Acetylation
- DNA Methylation
- Ubiquitination
- Bromodomains
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.