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Merck
CN

5.04317

Sigma-Aldrich

5-Azacytidine - CAS 320-67-2 - Calbiochem

Synonym(s):

5-Azacytidine - CAS 320-67-2 - Calbiochem, 5′AzaC, 5-Azacitidine, Zcyd, 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one

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About This Item

Empirical Formula (Hill Notation):
C8H12N4O5
CAS Number:
Molecular Weight:
244.20
MDL number:
UNSPSC Code:
12352200
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Assay

≥93% (HPLC)

Quality Level

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

off-white

solubility

water: 10 mg/mL
DMSO: 100 mg/mL

storage temp.

2-8°C

InChI

1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1

InChI key

NMUSYJAQQFHJEW-KVTDHHQDSA-N

General description

This product has been discontinued.



A cell-permeable ribonucleoside analog of cytidine that is reported to readily incorporate into RNA and DNA, and inhibit protein synthesis. Causes DNA methyltransferases depletion, DNA hypomethylation and DNA damage. Selectively activates eukaryotic gene expression, and potently arrests the growth of several AML cells (EC50<4.0 µM). Enhances reprogramming efficiency (EC50 ~ 2.4 µM in iOSKM-MEFs). 5-Aza-2′-Deoxycytidine (ZaCyd) is also available (Cat. No. 189825) & (Cat. No. 189826).

A cell-permeable ribonucleoside analog of cytidine that is reported to readily incorporate into RNA and DNA, and inhibit protein synthesis. Causes DNA methyltransferases depletion, DNA hypomethylation and DNA damage. Selectively activates eukaryotic gene expression, and potently arrests the growth of several AML cells (EC50<4.0 µM). Enhances reprogramming efficiency (EC50 ~ 2.4 µM in iOSKM-MEFs). 5-Aza-2′-Deoxycytidine (ZaCyd) is also available (Cat. No. 189825) & (Cat. No. 189826).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
DNA & RNA
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Unstable in H₂O. Following reconstitution, store at 4°C for <12 hr.

Other Notes

Hollenbach, P.W., et al. 2010. PLoS ONE5, e9001.
Mikkelsen, T.S., et al. 2008. Nature454, 49.
Huangfu, D., et al. 2008. Nat. Biotech.26, 795.
Christman, J.K., 2002. Oncogene 21, 5483.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Regulatory Information

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