A1287

5-Azacytidine

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

• Sinónimos: 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Ladakamycin
• Fórmula empírica (notación de Hill): C₈H₁₂N₄O₅
• Número CAS: 320-67-2
• Peso molecular: 244.20
• UNSPSC Code: 12352207
• NACRES: NA.75
• PubChem Substance ID: 24890525
• EC Number: 206-280-2
• Beilstein/REAXYS Number: 620461
• MDL number: MFCD00006539
• Form: lyophilized powder

Propiedades

• biological source: synthetic (organic)
• Quality Segment: 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)

Descripción

General description

Chemical structure: nucleoside

Application

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

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).

Biochem/physiol Actions

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.

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.

Preparation Note

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

Información de seguridad

• 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
• Clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges