5-Aza-2′-deoxycytidine

• Catalog No.: A3656
• CAS Number: 2353-33-5
• M. F.: C8H12N4O4
• M. W.: 228.20528
• Purity: ≥97%

SYNONYMS

• IUPAC name: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro-1,3,5-triazin-2-one
• IUPAC Traditional name: decitabine
• Synonyms: 4-Amino-1-(2-deoxy-β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one; 2′-Deoxy-5-azacytidine; decitabine

DATABASE IDS

• MDL Number: MFCD00043011
• Beilstein Number: 617982
• CAS Number: 2353-33-5
• EC Number: 219-089-4
• PubChem SID: 24890797

PROPERTIES

• Purity: ≥97%
• Solubility: acetic acid: water (1:1): soluble50 mg/mL
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H319-H335-H341-H360
• European Hazard Symbols: Toxic (T)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Risk Statements: 61-22-36/37/38-68
• RTECS: XZ3012000
• Safety Statements: 26-36/37
• German water hazard class: 3
• GHS Precautionary statements: P201-P261-P281-P305 + P351 + P338-P308 + P313

DETAILS

Description (English)

Frequently Asked Questions
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General description
Decitabine is an epigenetic modifier that inhibits DNA methyltransferase activity which results in DNA demethylation (hypomethylation) and gene activation by remodeling "opening" chromatin. Genes are synergistically reactivated when demethylation is combined with histone hyperacetylation.
Biochem/physiol Actions
5′-Azadeoxycytidine causes DNA demethylation or hemi-demethylation. DNA demethylation can regulate gene expression by "opening" the chromatin structure detectable as increased nuclease sensitivity. This remodeling of chromatin structure allows transcription factors to bind to the promoter regions, assembly of the transcription complex, and gene expression.