5-Aza-2′-Deoxycytidne

5-Aza-2′-Deoxycytidne

Synonyms 4-Amino-1-(2-deoxy-b-D-ribofuranosyl)-1,3,5-triazin-2 (1H)-one; 2' Deoxy-5-azaxytidine; 2-Deoxy-5-azacytidine; Decitabine

CAS Number: 2353-33-5 Molecular Formula: C8H12N4O4 Molecular Weight: 228.208 g/mol

Beilstein Registry Number: 617982 EC Number: 219-089-4 MDL Number: MFCD00043011

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SKU 02154803-CF
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Description

Product Description

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

Research Use Only (RUO). Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

Key Applications

DNA demethylation

Specifications
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
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.
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
Applications DNA demethylation
MDL # MFCD00043011
Molecular Formula C8H12N4O4
Molecular Weight 228.208 g/mol
Optical Rotation +74.0 ° to +80.0 ° (Lit.)
Personal Protective Equipment Dust mask, Eyeshields, Gloves
Physical Appearance White Crystalline Powder
Product Families Description 5-Aza-2'-deoxycytidine
Product Overview 5-Aza-2′-Deoxycytidne
RTECS Number XZ3012000
Safety Symbol GHS07, GHS08
Solubility Water SolubilitySparingly soluble
Storage and Handling Store at Room Temperature (15-30 °C).
Usage Statement Research Use Only (RUO). Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.