Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- ethanol, DMSO, DMF (30mg/ml), water, PBS (10mg/ml)
- Melting Point
- 226-232 °C (dec.)(lit.)
Downloads
- Safety Data Sheet
- CDX A0271 MSDS.pdf
Category: Antibiotics
5-Azacytidine, a chemical analogue of the DNA and RNA nucleoside cytidine, is an cell permeable inhibitor of DNA methyltransferases, potentially serving to reverse epigenetic changes. It reduces hypermethylation associated with certain diseases, including myelodysplastic syndromes (IC50s = 2.4 and 2.6?M for in vitro anti-myeloma activity) and cancer (IC50s ~ 0.4?M for inhibiting proliferation of various cancer cell lines). It has a reported half-life of 17 hours and is considerably cytotoxic, it must be incorporated into DNA to covalently trap DNA methyltransferases. Induces demethylation and reactivation of silenced genes. Improves the efficiency of reprogramming of stem cells, induces differentiation of mesenchymal stem cells into cardiomyocytes.
Synonyms | 5-Azacitidine, Antibiotic U18496, 5-AzaC, Ladakamycin, Mylosar, NSC102816, NSC103-627, U18496, WR183027, 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one |
---|---|
Purity | ≥98% (HPLC) |
Appearance | White to off-white powder |
CAS-Number | 320-67-2 |
Molecular Formula | C8H12N4O5 |
Molecular Weight | 244.20 |
Identity | 1H-NMR |
Solvents | ethanol, DMSO, DMF (30mg/ml), water, PBS (10mg/ml) |
Melting Point | 226-232 °C (dec.)(lit.) |
Smiles | OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC(N)=NC2=O)O1 |
InChi Key | NMUSYJAQQFHJEW-KVTDHHQDSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Hazard statements | H302-H350 |
Precautionary statements | P201-P308 + P313 |
GHS Symbol | GHS07+GHS08 |
Signal word | Danger |
Transportation | Not dangerous goods |
References | (1) H. Kusaba, et al., Eur. J. Biochem. 262, 924 (1999), (2) B. Brueckner, et al., Cancer Res. 65, 6305 (2005), (3) F. Lyko & R. Brown, J. Natl. Cancer Inst. 97, 1498 (2005), (4) C. Stresemann, et al., Cancer Res. 66, 2794 (2006), (5) M. Esteller, N. Engl. J. Med. 358, 1148 (2008), (6) T.S. Mikkelsen, et al., Nature 454, 49 (2008), (7) A.M. Giraldo, et al., Methods Mol. Biol. 791, 145 (2011), (8) J.J. Chong, et al., Cell Res. 22, 1932 (2013), (9) M. Bhuvanagiri, et al., EMBO Mol. Med. 6, 1593 (2014) |
Quantity | 250 mg, 1 g, Bulk |