5-Aza-2'-deoxycytidine, white crystalline powder

Supplier: MP Biomedicals
Danger

Synonyms: Decitabine, 5-Aza-1-(2-deoxy-beta-D-ribofuranosyl)cytosine, 4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one

0215480305 0215480310 0215480325 0215480350
ICNA0215480305EA 176 SGD
ICNA0215480305 ICNA0215480310 ICNA0215480325 ICNA0215480350
5-Aza-2'-deoxycytidine, white crystalline powder
5-Aza-2'-deoxycytidine

5-Aza-2'-deoxycytidine 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.


5-Aza-2′-Deoxycytidine has been founf to induce changes in the differentiated state of cultured mouse embryo cells and additionally inhibits DNA methyltransferase (Dnmt). DNA methylation has been noted to be important in determining apoptotic susceptibility to histone deacetylase inhibitors, and its prevention can cause gene silencing and transcriptional repression. Other studies suggest that cell exposure to 5-Aza-2′-Deoxycytidine causes a change in replication timing, reactivation of repressed genes, and decondensation of heterochromatin. Furthermore, this agent demonstrates the ability to induce histone hyperacetylation in murine centromeric heterochromatin and also affect intranuclear distribution of histone deacetylase 2.


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.


Slightly soluble in acidic aqueous solution such as 1N HCl and in acetic acid: water (1:1): soluble - 50 mg/ml.

Formula: C₈H₁₂N₄O₄
MW: 228,21 g/mol
Storage Temperature: Ambient
MDL Number: MFCD00043011
CAS Number: 2353-33-5

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