A1287

5-Azacytidine

Hybri-Max^™, γ-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

• Synonym(s): 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Ladakamycin
• Empirical Formula (Hill Notation): C₈H₁₂N₄O₅
• CAS Number: 320-67-2
• Molecular Weight: 244.20
• Beilstein/REAXYS Number: 620461
• EC Number: 206-280-2
• MDL number: MFCD00006539
• UNSPSC Code: 12352207
• PubChem Substance ID: 24890525
• NACRES: NA.75

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• grade: Hybri-Max^™
• sterility: γ-irradiated
• product line: BioXtra
• form: lyophilized powder
• technique(s): cell culture | hybridoma: suitable
• impurities: endotoxin, tested
• mp: 226-232 °C (dec.) (lit.)
• solubility: acetic acid: water (1:1): 5 mg/mL, clear, colorless
• antibiotic activity spectrum: viruses
• mode of action: DNA synthesis | interferes
• storage temp.: −20°C
• SMILES string: NC1=NC(=O)N(C=N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
• InChI: 1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
• InChI key: NMUSYJAQQFHJEW-KVTDHHQDSA-N
• Gene Information: human ... DNMT1(1786) , DNMT3A(1788)

Description

General description

Chemical structure: nucleoside

Application

5-Azacytidine may be used to induce in vitro cardiomyogenic differentiation of adult human bone marrow mesenchymal stem cells. It may also be used to study the effects of 5-Azacytidine on the immune regulatory myeloid-derived suppressor cells (MDSCs) and regulatory T cells (Tregs).

Used to study the effects of the DNA incorporated molecule on DNA methylation processes.

Biochem/physiol Actions

5-Azacytidine is a deoxycytidine analog and a demethylating agent. It acts as a potential antineoplastic agent for acute myelogenous leukemia. 5-Azacytidine activates repressed genes by inhibiting DNA methylation. 5-Azacytidine also affects protein synthesis by altering the RNA function and stability.

A potent growth inhibitor and cytotoxic agent; inhibits DNA methyltransferase, an important regulatory mechanism of gene expression, gene activation and silencing.

Reconstitution

Reconstitute contents of vial with 10 mL sterile cell culture medium. Stock solution is sufficient to prepare 500ml medium. Final working concentration: 10 μM 5-azacytidine.

Legal Information

Hybri-Max is a trademark of Sigma-Aldrich Co. LLC

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H341,H350,H360FD,H372,H410
• pcodes: P202 - P260 - P264 - P273 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 1A - Muta. 2 - Repr. 1B - STOT RE 1
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges