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F2773 Sigma

2-Fluoroadenine-9-β-D-arabinofuranoside

DNA synthesis and methylation inhibitor

Synonym: 9-β-D-Arabinofuranosyl-2-fluoroadenine, F-ara-A, Fludarabine des-phosphate

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Properties

Related Categories Antitumor Agents, Cancer Research, Cell Biology, DNA Synthesis Inhibitors
InChI Key   HBUBKKRHXORPQB-FJFJXFQQSA-N
storage temp.   2-8°C
Gene Information   human ... ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Description

Packaging

5, 10 mg in glass bottle

Warning

The name fludarabine refers to 9-β-D-arabinofuranosyl-2-fluoroadenine 5′-phosphate, but is sometimes erroneously used for this compound, which lacks the phosphate.

Biochem/physiol Actions

Fludarabine (the 5′-phosphate) is a prodrug that is converted to F-ara-A, which enters cells and accumulates primarily as the 5′-triphosphate. F-ara-A interferes with DNA synthesis and repair and induces apoptosis of cancer cells. F-ara-A also strongly inhibits DNA methylation, particularly methylation of cytosine in CpG dinucleotide sequences.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
AU6207000
Protocols & Articles
Peer-Reviewed Papers
15

References

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