5-Azacytidine

Aliases: 4-Amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one Ladakamycin; U-18496; NSC-102816; 5-AzaC
Catalog No: 14102 Format: 250 mg $95 Buy
Catalog No: 14103 Format: 50 mg $45 Buy
Application: DNA Methylation

Chemical Properties

MW = 244.2
C8H12N4O5
CAS 320-67-2
MP = 226-232°C (dec.)
>98% (TLC); NMR (Conforms)

Description

Specific and potent inhibitor of DNA methyltransferase, DNMT1 (ref 1). Acts as a suicide substrate for methyltransferases after incorporation into DNA (ref 1). Induces apoptosis in HCT-116 colon cancer cells which is mediated by p53 and its downstream effectors p21 (WAF1) and GADD45 (ref 2). Increases stem cell reprogramming efficiency (ref 3). Induces cardiac differentiation of human umbilical cord-derived MSCs (ref 4). Reverses drug resistance in bladder cancer cells (ref 5). Antileukemic agent (ref 6). Cell permeable.

Contents

White powder. May be dissolved in DMSO (25 mg/ml); Water (12 mg/ml).

Storage Conditions

Store desiccated as supplied at -20°C for up to 2 years. Store solutions at -20°C for up to 1 month.

References

1. C Stresemann and F Lyko Int. J. Cancer 2008, 123:8
2. R Schneider-Stock et al. J. Pharmacol. Exp. Ther. 2005, 312:525
3. TS Mikkelsen et al. Nature 2008 454:49
4. Q Qian et al. Stem Cells Dev. 2012, 21:67
5. K Ramachandran et al. Anticancer Res. 2011, 31:3757
6. J-PJ Issa et al. Clin. Cancer Res. 2009, 15:3939

 
Chemical structure of 5-Azacytidine.

Chemical structure of 5-Azacytidine.