5-Azacytidine

5-Azacytidine

File:Azacytidine.png
Identifiers
IUPAC name 4-amino-1-[3,4-dihydroxy-5- (hydroxymethyl) oxolan-2-yl] -1,3,5-triazin-2-one
CAS Number	320-67-2
PubChem CID	9444
DrugBank	APRD00809
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C8H12N4O5
Molar mass	244.205 g/mol

WikiDoc Resources for 5-Azacytidine
Articles
Most recent articles on 5-Azacytidine Most cited articles on 5-Azacytidine Review articles on 5-Azacytidine Articles on 5-Azacytidine in N Eng J Med, Lancet, BMJ
Media
Powerpoint slides on 5-Azacytidine Images of 5-Azacytidine Photos of 5-Azacytidine Podcasts & MP3s on 5-Azacytidine Videos on 5-Azacytidine
Evidence Based Medicine
Cochrane Collaboration on 5-Azacytidine Bandolier on 5-Azacytidine TRIP on 5-Azacytidine
Clinical Trials
Ongoing Trials on 5-Azacytidine at Clinical Trials.gov Trial results on 5-Azacytidine Clinical Trials on 5-Azacytidine at Google
Guidelines / Policies / Govt
US National Guidelines Clearinghouse on 5-Azacytidine NICE Guidance on 5-Azacytidine NHS PRODIGY Guidance FDA on 5-Azacytidine CDC on 5-Azacytidine
Books
Books on 5-Azacytidine
News
5-Azacytidine in the news Be alerted to news on 5-Azacytidine News trends on 5-Azacytidine
Commentary
Blogs on 5-Azacytidine
Definitions
Definitions of 5-Azacytidine
Patient Resources / Community
Patient resources on 5-Azacytidine Discussion groups on 5-Azacytidine Patient Handouts on 5-Azacytidine Directions to Hospitals Treating 5-Azacytidine Risk calculators and risk factors for 5-Azacytidine
Healthcare Provider Resources
Symptoms of 5-Azacytidine Causes & Risk Factors for 5-Azacytidine Diagnostic studies for 5-Azacytidine Treatment of 5-Azacytidine
Continuing Medical Education (CME)
CME Programs on 5-Azacytidine
International
5-Azacytidine en Espanol 5-Azacytidine en Francais
Business
5-Azacytidine in the Marketplace Patents on 5-Azacytidine
Experimental / Informatics
List of terms related to 5-Azacytidine

Overview

5-Azacytidine is a chemical analogue of cytidine, a nucleoside present in DNA and RNA. Cells in the presence of 5-azacytidine incorporate it into DNA during replication and RNA during transcription. The incorporation of 5-azacytidine into DNA or RNA inhibits methyltransferase thereby causing demethylation in that sequence, affecting the way that cell regulation proteins are able to bind to the DNA/RNA substrate. Inhibition of DNA occurs through the formation of stable complexes between the molecule and with DNA methyltransferases, thereby saturating the cells methylation machinery.

5-azacytidine and its deoxy derivative decitabine (also known as 5-aza-2'deoxycytidine) were first synthesized in Czechoslovakia as potential chemotherapeutic agents for cancer.

It can be used in vitro to remove methyl groups from DNA. This may weaken the effects of gene silencing mechanisms that occurred prior to the methylation. Methylation events are therefore believed to secure the DNA in a silenced state. Demethylation may reduce the stability of silencing signals and thus confer relative gene activation. 5-azacytidine is mainly used in the treatment of myelodysplastic syndrome. It is marketed as Vidaza.

External links

• Vidaza / Azacitidine Virtual Cancer Centre
• 5-Aza-2'-Deoxycytidine information and protocols to study DNA methylation

cs:Azacytidin de:Azacitidin