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: 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.

Potent growth inhibitor and cytotoxic agent; inhibits DNA methyltransferase.

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
• Signal Word: Danger
• Hazard Statements: H302,H341,H350,H360FD,H372,H410
• Precautionary Statements: 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 Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves