5-Azacytidine

5-Azacytidine

Catalog Number:
L002368350APE
Mfr. No.:
APE-A1907
Price:
$188
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      • Overview
        • Please contact us at for specific academic pricing.

          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].

          [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.

      • Properties
        • Alternative Name
          4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
          CAS Number
          320-67-2
          Molecular Formula
          C8H12N4O5
          Molecular Weight
          244.2
          Appearance
          A solid
          Purity
          99.87%
          Solubility
          insoluble in EtOH; ≥12.21 mg/mL in DMSO; ≥13.55 mg/mL in H2O with ultrasonic
          Storage
          Store at -20°C

          * For Research Use Only

      • Reference
        • 1. Murakami S, Nemazanyy I, et al. "A Yap-Myc-Sox2-p53 Regulatory Network Dictates Metabolic Homeostasis and Differentiation in Kras-Driven Pancreatic Ductal Adenocarcinomas." Dev Cell. 2019 Aug 12. pii: S1534-5807(19)30628-8. PMID:31447265
          2. Zhang W, Chen F, et al. "Zscan4c activates endogenous retrovirus MERVL and cleavage embryo genes." Nucleic Acids Res. 2019 Jul 15. pii: gkz594. PMID:31304534
          3. Yang JR, Shi MX, et al. "LncRNA HAND2-AS1 inhibits proliferation and promotes apoptosis of chronic myeloid leukemia cells by sponging with micRNA-1275." Eur Rev Med Pharmacol Sci. 2019 Mar; 23 (5): 2103-2111. PMID:30915755
          4. Li Z, Luo J. "Epigenetic regulation of HOTAIR in advanced chronic myeloid leukemia." Cancer Manag Res. 2018 Nov 5; 10: 5349-5362. PMID:30464631
          5. 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
          6. Li Z, Luo J. "Research on epigenetic mechanism of SFRP2 in advanced chronic myeloid leukemia." Biochem Biophys Res Commun. 2018 Jun 18; 501 (1): 64-72. PMID:29704505
          7. 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
          8. 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).

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