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| Cat. Number | A9602 |
| Chemical Name | A9602 AZACITIDINE 320-67-2 |
| CAS Number | 320-67-2 |
| Mol. Formula | C8H12N4O5 |
| Mol. Weight | 244.20 |
| Qty 1 |
100mg |
| Qty 2 | 1g |
| Appearance | White or almost white crystalline powder |
| Application Notes | ≥98% |
| Synonym | 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Ladakamycin, 5-azacytidine. |
| Melting Pt. | 226-232°C |
| Solubility | Soluble in water, but unstable. |
| Storage condition | Ambient |
| References | Azacytidine is a cytidine analog that is incorporated into DNA, inhibiting DNA methyltransferase (DNMT) activity and preventing DNA repair. This demethylating agent is clinically used to treat myelodysplastic syndromes and potentiates the effects of other chemotherapeutics, such as cisplatin. Azacytidine exhibits anticancer chemotherapeutic, immunomodulatory, and antiviral activities. In vitro, azacytidine increases levels of Bax and Bcl-2 in astrocytoma cells, and induces differentiation of mesenchymal stem cells into cardiomyocytes. In vivo, azacytidine increases glial differentiation and decreases cell proliferation, inhibiting tumor growth of glioma xenografts. Additionally, azacytidine decreases cell growth and inhibits tumor xenografts of myelodysplastic cells. In leukoblasts, this compound upregulates the expression of tumor antigens, and in vivo, it increases the number of Treg and CD8+ T cells. Azacytidine also inhibits replication of HIV in cellular models without displaying cytotoxicity. ReferencesBorodovsky A, Salmasi V, Turcan S, et al. 5-azacytidine reduces methylation, promotes differentiation and induces tumor regression in a patient-derived IDH1 mutant glioma xenograft. Oncotarget. 2013 Oct;4(10):1737-47. PMID: 24077805. Solís-Paredes M, Eguía-Aguilar P, Chico-Ponce de León F, et al. Epigenetic modifications in cell lines of human astrocytoma differentially regulate expression of apoptotic genes. Childs Nerv Syst. 2013 Aug 13. Epub ahead of print. PMID: 23943192. Tsujioka T, Yokoi A, Uesugi M, et al. Effects of DNA methyltransferase inhibitors (DNMTIs) on MDS-derived cell lines. Exp Hematol. 2013 Feb;41(2):189-97. PMID: 23085465. Kimura S, Kuramoto K, Homan J, et al. Antiproliferative and antitumor effects of azacitidine against the human myelodysplastic syndrome cell line SKM-1. Anticancer Res. 2012 Mar;32(3):795-8. PMID: 22399596. Goodyear OC, Dennis M, Jilani NY, et al. Azacitidine augments expansion of regulatory T cells after allogeneic stem cell transplantation in patients with acute myeloid leukemia (AML). Blood. 2012 Apr 5;119(14):3361-9. PMID: 22234690. Ye NS, Chen J, Luo GA, et al. Proteomic profiling of rat bone marrow mesenchymal stem cells induced by 5-azacytidine. Stem Cells Dev. 2006 Oct;15(5):665-76. PMID: 17105402. Bouchard J, Walker MC, Leclerc JM, et al. 5-azacytidine and 5-azadeoxycytidine inhibit human immunodeficiency virus type 1 replication in vitro. Antimicrob Agents Chemother. 1990 Feb;34(2):206-9. PMID: 1691617. |
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