5-Azacytidine A potent growth and Dnmt inhibitor

5-Azacytidine (CAS 320-67-2)

5-Azacytidine | CAS 320-67-2 is rated 5.0 out of 5 by 1.
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Synonym: Azacitidine; 4-Amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one; 5-AC; 5-AZC; 5-AZCR; 5-AzaC; Antibiotic U 18496; Azacytidine; Ladakamycin; Ledakamycin; Mylosar; NSC 102816; NSC 103-627; U 18496; Vidaza; WR 183027
Application: A potent growth and Dnmt inhibitor
CAS Number: 320-67-2
Purity: ≥98%
Molecular Weight: 244.20
Molecular Formula: C8H12N4O5
* Refer to Certificate of Analysis for lot specific data (including water content).
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5-Azacytidine is a potent growth inhibitor and a cytotoxic agent. 5-Azacytidine acts as a demethylating agent by inhibiting DNA methyltransferase (Dnmt), forming covalent adducts with cellular DNMT1 depleting enzyme activity. 5-Azacytidine also improves the efficiency of reprogramming of stem cells and induces differentiation of mesenchymal stem cells into cardiomyocytes.


References

Kusaba, H., et al.: Eur. J. Biochem., 262, 924 (1999), Broday, L., et al.: Mol. Cell Biol., 19, 3198 (1999), Qian, X., et al.: Am. J. Pathol., 153, 1475 (1999), Canova, C., et al.: Mech. Ageing Dev., 101, 153 (1998)

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in water (50 mg/ml), DMSO (49 mg/ml at 25° C), ethanol (~30 mg/ml), methanol, and DMF (~30 mg/ml).
Storage :
Store at -20° C
Melting Point :
226-232° C (lit.)(dec.)
Boiling Point :
534.5° C (lit.) at 760 mmHg
Density :
2.08 g/cm3(lit.)
Refractive Index :
n20D 1.82 (Predicted)
Optical Activity :
α20/D +35.4º, c = 1 in water
IC50 :
DNMT1: IC50 = 0.2 µM; L1210: IC50 = 0.41 µM (mouse); A427: IC50 = 0.63 µM (human); HT-29: IC50 = 3.8 µM (human); P388: IC50 = 5 µM (mouse)
pK Values :
pKa: 13.46 (Predicted), pKb: 3.29 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
XZ3017500
PubChem CID :
9444
Merck Index :
14: 890
MDL Number :
MFCD00006539
EC Number :
206-280-2
Beilstein Registry :
620461
SMILES :
NC1=NC(=O)N(C=N1)[C@@H]1O[C@H](CO)[C@H](O)C1O

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Certificate of Analysis

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5-Azacytidine  Product Citations

See how others have used 5-Azacytidine. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 27594097  Subbanna, S. et al. 2016. Physiol. Behav. 167: 16-27.

PMID: # 25867933  Vahdat, S. et al. 2015. Stem cells and development. 24: 1390-404.

Citations 1 to 2 of 2 total

Hi . I am using 5-Azacytidine in cell line . I prepared 100mM stocks in DMSO, and aliquoted them at -20C for a month . i have observed that the cells are not showing any response to the treatment. can I store the the 5-Aza in DMSO at -20C ?

Asked by: erfani 64
Thank you for your question. This can be stored in solvent for up to 2 years at -80C. For in vivo applications, add solvents to the product individually and in order, 5% DMSO + 30% PEG 300 + ddH20. For best results, use promptly after mixing.
Answered by: Technical Support
Date published: 2019-04-26

Hi. I want to know IC50 of 5- azacitidine for MOLT4 cell line treatment. Do you know it practically?

Asked by: mogadasi
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Rated 5 out of 5 by from Wu Z; et al Wu Z; et al. (PubMed ID: 26403224) determined that 5-azacytidine, in combination with netropsin, increased and sustained the expression of CDKN2A, thus suppressing growth in KMT2A-AFF1-expressing cell lines. -SCBT Publication Review
Date published: 2015-01-28
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