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5-Azacytidine

Catalog No. T1339 CAS 320-67-2

Synonyms: Azacitidine, NSC 102816, Mylosar, Ladakamycin, 5-AzaC

5-Azacytidine (Ladakamycin) is a cytidine nucleoside analog, a DNA methylation inhibitor with specificity. 5-Azacytidine regulates gene expression by decreasing the level of DNA methylation. 5-Azacytidine induces autophagy and has antitumor activity.

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5-Azacytidine, CAS 320-67-2

Pack Size	Availability	Price/USD
50 mg	In stock	$ 33.00
100 mg	In stock	$ 48.00
200 mg	In stock	$ 59.00
500 mg	In stock	$ 101.00
1 mL * 10 mM (in DMSO)	In stock	$ 50.00

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Purity: 99.79%

Purity: 99.78%

Purity: 99.62%

Purity: 99.31%

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Description	5-Azacytidine (Ladakamycin) is a cytidine nucleoside analog, a DNA methylation inhibitor with specificity. 5-Azacytidine regulates gene expression by decreasing the level of DNA methylation. 5-Azacytidine induces autophagy and has antitumor activity.
In vitro	In leukemic BDF1 mice bearing L1210 ascitic tumor cells, intraperitoneal administration of Azacitidine (3 mg/kg) inhibits polynucleotide synthesis and prolongs survival time.
In vivo	In both regular eukaryotic cells and cancer cells, Azacitidine activates nucleoside triphosphates and inhibits the synthesis of DNA, RNA, and proteins, ultimately leading to cell death. Azacitidine induces cell differentiation and myotube formation in C3H10T1/2 cells. Additionally, Azacitidine suppresses cell growth in L1210 cells (IC50=0.019 μg/mL).
Kinase Assay	A crude cell-free extract is isolated from LI 210 cells in culture by suspension of the cells in a given volume of 0.05mol/LTris-HCl buffer, pH 7.4, and sonic extraction with a Biosonik at 70% maximal output for 30 sec. The supernatant is collected after centrifugation at 105,000 × g for 60 min (4°C) in a Model L Spinco ultracentrifuge. The final protein concentration of the cell-free extracts is approximately 3 mg/mL. The extracts are used as the source of enzymes. Ribonucleotide reductase activity is measured. A unit of enzyme is defined as the amount that catalyzed dCMP synthesis at a rate of 1 mμmole/hr. The assay systems for the measurement of pyrimidine nucleoside (CR) and deoxynucleoside (TdR, CdR) kinases are essentially those described by Chu and Fischer. However, reactions are terminated by heating for 2 min in a boiling water bath, and the phosphorylated derivatives are isolated according to the method of Bach. Fifty-jul aliquots are applied to 1-inch discs of diethylaminoethyl paper, which are then placed in counting vials and eluted with 0.5 mL of 0.5 mol/LPCA. After 1 hr, 12 mL of Diotol are added, and the radioactivity is determined.
Cell Research	5 mL of L1210 cells (5 × 103 cells/mL) are incubated with Azacitidine at 37 ℃ for 3 days. Cell number is determined twice a day for 3 days by means of a Model A Coulter counter.(Only for Reference)

Synonyms	Azacitidine, NSC 102816, Mylosar, Ladakamycin, 5-AzaC
Molecular Weight	244.2
Formula	C8H12N4O5
CAS No.	320-67-2

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 24.4 mg/mL (100 mM)

References and Literature

1. Gailhouste L, et al. Epigenetic reprogramming using 5-azacytidine promotes an anti-cancer response in pancreatic adenocarcinoma cells. Cell Death Dis. 2018 May 1;9(5):468. 2. Kiziltepe T, et al. 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. 3. Ebelt ND, et al. 5-Azacytidine-Mediated Modulation of the Immune Microenvironment in Murine Acute Myeloid Leukemia. Cancers (Basel). 2022 Dec 25;15(1):118. 4. Heby O, et al. Cancer Res. 1973, 33(1), 159-165.

Citations

1. Wang W, Ren S, Lu Y, et al. Inhibition of Syk promotes chemical reprogramming of fibroblasts via metabolic rewiring and H2S production. The EMBO Journal. 2021 Jun 1;40(11):e106771. doi: 10.15252/embj.2020106771. Epub 2021 Apr 28. 2. Łagosz-Ćwik K, Melnykova M, Nieboga E, et al.Mapping of DNA methylationsensitive cellular processes in gingival and periodontal ligament fibroblasts in the context of periodontal tissue homeostasis.Frontiers in Immunology.2023, 14.

Related compound libraries

This product is contained In the following compound libraries：

Anti-Cancer Active Compound Library Anti-Cancer Clinical Compound Library Drug Repurposing Compound Library Microbial Natural Product Library Anti-Cancer Approved Drug Library Anti-Cancer Drug Library Inhibitor Library Selected Plant-Sourced Compound Library NO PAINS Compound Library Anti-infective Natural Product Library

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Please see Inhibitor Handling Instructions for more frequently ask questions. Topics include: how to prepare stock solutions, how to store products, and cautions on cell-based assays & animal experiments, etc.

Keywords

5-Azacytidine 320-67-2 Autophagy Cell Cycle/Checkpoint Chromatin/Epigenetic DNA Damage/DNA Repair Microbiology/Virology Antibiotic Antibacterial DNA Methyltransferase Nucleoside Antimetabolite/Analog Bacterial Inhibitor DNMTs DNA MTases Azacitidine 5Azacytidine inhibit NSC 102816 5 Azacytidine Mylosar Ladakamycin NSC-102816 NSC102816 5-AzaC inhibitor

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