Cytosine β-D-arabinofuranoside hydrochlorideA DNA synthesis inhibitor and anti-leukemic agent

Cytosine β-D-arabinofuranoside hydrochloride (CAS 69-74-9)

Cytosine β-D-arabinofuranoside hydrochloride | CAS 69-74-9 is rated 5.0 out of 5 by 1.
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Synonym: arabinofuranosylcytosine
Application: A DNA synthesis inhibitor and anti-leukemic agent
CAS Number: 69-74-9
Purity: ≥99%
Molecular Weight: 279.68
Molecular Formula: C9H13N3O5•HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
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Cytosine β-D-arabinofuranoside hydrochloride is an anti-leukemic agent which binds to topoisomerase I, resulting in DNA fragmentation and inhibition of replication. This compound does not have any effects on RNA synthesis. Cytosine β-D-arabinofuranoside hydrochloride functions as a ligand with strong affinity and selectivity for the translocator protein (TSPO). Studies suggest that cytosine β-D-arabinofuranoside hydrochloride can down-regulate deoxycytidine kinase in acute myeloid leukemia murine cell lines, which inhibits the phosphorylation of several deoxyribonucleosides. Furthermore, cytosine β-D-arabinofuranoside hydrochloride can be inhibited in myeloid leukemic cells via suppression of ENT1 promoter activity, responsible for transporting cytosine β-D-arabinofuranoside into the cell.


References

1. Jin, G., et al. 2009. Biochem. Biophys. Res. Commun. 390: 1001-1006. PMID: 19853583
2. Rathe, S.K. and Largaespada, D.A. 2010. Leukemia. 24: 1513-1515. PMID: 20508618
3. Denora, N., et al. 2010. Mol. Pharm. 7: 2255-2269. PMID: 20958082

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in water (50 mg/ml).
Storage :
Store at 4° C
Melting Point :
197-198° C (lit.)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
6252
SMILES :
C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O.Cl

Download SDS (MSDS)

Certificate of Analysis

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Cytosine β-D-arabinofuranoside hydrochloride  Product Citations

See how others have used Cytosine β-D-arabinofuranoside hydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 24375454  2014. Eur. J. Immunol. 44: 1108-18.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Li Li, N. et al. (PubMed 26397212) reported that knockdown of of homeobox A5 by small hairpin RNA inhibits proliferation and enhances Cytosine -D-arabinofuranoside chemosensitivity of acute myeloid leukemia cells. -SCBT Publication Review
Date published: 2015-02-22
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