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5-Azacytidine DNA methyltransferase inhibitor.

Catalog No.A1907
Size Price Stock Qty
10mM (in 1mL DMSO)
$55.00
In stock
250mg
$55.00
In stock
1g
$175.00
In stock

Tel: +1-832-696-8203

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Sample solution is provided at 25 µL, 10mM.

Product Citations

1. Li Z, Yang L, et al. "Long noncoding RNA MEG3 inhibits proliferation of chronic myeloid leukemia cells by sponging microRNA21." Biomed Pharmacother. 2018 May 14;104:181-192. PMID:29772439
2. Zhang X, Yang L, et al. "Research on the epigenetic regulation mechanism of the PTPN6 gene in advanced chronic myeloid leukaemia." Br J Haematol. 2017 May 8. PMID:28480959
3. Yagyu, Shigeki, et al. "Multiple mechanisms determine the sensitivity of human-induced pluripotent stem cells to the inducible caspase-9 safety switch." Molecular Therapy—Methods & Clinical Development 3 (2016).

Quality Control

Chemical structure

5-Azacytidine

Related Biological Data

5-Azacytidine

Related Biological Data

5-Azacytidine

Biological Activity

Description 5-Azacytidine is an inhibitor of DNA methyltransferase.
Targets DNA methyltransferase          
IC50            

Protocol

Cell experiment [1]:

Cell lines

Leukemia L1210 cells

Preparation method

The solubility of this compound in DMSO is > 12.2 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below - 20 °C for several months.

Reacting condition

80 μM; 0 ~ 120 mins

Applications

In leukemia L1210 cells, 5-Azacytidine showed greater inhibition on DNA synthesis instead of RNA synthesis. After a 90-min preincubation, TdR-3H incorporation was inhibited by about 74%, whilst UR-3H incorporation was inhibited by only 32%.

Animal experiment [2]:

Animal models

BDF1 mice bearing lymphoid leukemia L1210 cells

Dosage form

3 mg/kg; i.p.; q.d.

Applications

In BDF1 mice bearing lymphoid leukemia L1210 cells, 5-Azacytidine increased the mean survival time. Moreover, 5-Azacytidine significantly suppressed all enzymes activity in the polyamine-biosynthetic pathway. In addition, 5-Azacytidine inhibited accumulation of polyamines in leukemic mice.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Li LH, Olin EJ, Buskirk HH, Reineke LM. Cytotoxicity and mode of action of 5-azacytidine on L1210 leukemia. Cancer Res. 1970 Nov;30(11):2760-9.

[2]. Heby O, Russell DH. Depression of polyamine synthesis in L1210 leukemic mice during treatment with a potent antileukemic agent, 5-azacytidine. Cancer Res. 1973 Jan;33(1):159-65.

5-Azacytidine Dilution Calculator

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Chemical Properties

Cas No. 320-67-2 SDF Download SDF
Synonyms N/A
Chemical Name 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
Canonical SMILES C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N
Formula C8H12N4O5 M.Wt 244.2
Solubility >12.2mg/mL in DMSO Storage Store at -20°C
Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

5-Azacytidine (also known as 5-AzaC), a compound belonging to a class of cytosine analogues, is a DNA methyl transferase (DNMT) inhibitor that exerts potent cytotoxicity against multiple myeloma (MM) cells, including MM.1S, MM.1R, RPMI-8266, RPMI-LR5, RPMI-Dox40 and Patient-derived MM, with the half maximal inhibition concentration IC50 values of 1.5 μmol/L, 0.7 μmol/L, 1.1 μmol/L, 2.5 μmol/L, 3.2 μmol/L and 1.5 μmol/L respectively [1].

5-Azacytidine incorporates into cellular DNA and/or RNA, subsequently sequesters DNMT and forms a covalent bond between C6 of 5-Azacytidine and cysteine thiolate of DNMTs resulting in depletion of DNMT activity in cells and demethylation of cellular DNA [1].

References:
[1] Kiziltepe T, Hideshima T, Catley L, Raje N, Yasui H, Shiraishi N, Okawa Y, Ikeda H, Vallet S, Pozzi S, Ishitsuka K, Ocio EM, Chauhan D, Anderson KC. 5-Azacytidine, a DNA methyltransferase inhibitor, induces ATR-mediated DNA double-strand break responses, apoptosis, and synergistic cytotoxicity with doxorubicin and bortezomib against multiple myeloma cells. Mol Cancer Ther. 2007 Jun;6(6):1718-27.