5-Aza-2′-Deoxycytidne

Application Notes

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

Usage Statement

Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.

Key Applications

DNA demethylation

SKU	02154803-CF
Alternate Names	4-Amino-1-(2-deoxy-b-D-ribofuranosyl)-1,3,5-triazin-2 (1H)-one; 2' Deoxy-5-azaxytidine; 2-Deoxy-5-azacytidine; Decitabine
Application Notes	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
Base Catalog Number	154803
Beilstein Registry Number	617982
Biochemical Physiological 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.
CAS #	2353-33-5
EC Number	219-089-4
Extinction Coefficient	EmM= 8.2 (239 nm and pH 4.0)(Lit.)
Format	Crystalline powder
Hazard Statements	H302-H315-H319-H335-H341-H360
Molecular Formula	C8H12N4O4
Molecular Weight	228.208 g/mol
Optical Rotation	+74.0 ° to +80.0 ° (Lit.)
Personal Protective Equipment	Dust mask, Eyeshields, Gloves
RTECS Number	XZ3012000
Safety Symbol	GHS07, GHS08
Solubility	Water SolubilitySparingly soluble
Usage Statement	Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.