5-Chloro-2'-deoxyuridine

For research use only. Not for therapeutic Use.

  • CAT Number: R002964
  • CAS Number: 50-90-8
  • Molecular Formula: C9H11ClN2O5
  • Molecular Weight: 262.65
  • Purity: ≥95%
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5-Chloro-2′-deoxyuridine, a thymine analog, is to study the potential of hypochlorous acid damage to DNA and DNA precursors.
When 5-Chloro-2’-deoxyuridine (ClDU) is placed into tissue culture medium, mammalian cells incorporate the analog into DNA. It is observed that 10 μM concentration of 5-Chloro-2’-deoxyuridine in the media does not alter cell division kinetics. Previously it has been shown that 5-Chloro-2’-deoxyuridine is metabolized and incorporated into DNA using antibodies that bind selectively to DNA containing halogenated bases. In the studies reported here, 5-Chloro-2’-deoxyuridine is more similar to BrdU in acting as a T analog. The toxicity of 5-Chloro-2’-deoxyuridine could in part be attributed to inhibition of thymidylate synthase[1].


Catalog Number R002964
CAS Number 50-90-8
Synonyms

5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Molecular Formula C9H11ClN2O5
Purity ≥95%
InChI InChI=1S/C9H11ClN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
InChIKey NJCXGFKPQSFZIB-RRKCRQDMSA-N
SMILES C1C(C(OC1N2C=C(C(=O)NC2=O)Cl)CO)O
Reference

[1]. Kim CH, et al. Polymerase incorporation and miscoding properties of 5-chlorouracil. Chem Res Toxicol. 2010 Apr 19;23(4):740-8.
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[2]. Yuan CJ, et al. Extended access methamphetamine decreases immature neurons in the hippocampus which results from loss and altered development of neural progenitors without altered dynamics of the S-phase of the cell cycle. Pharmacol Biochem Behav. 2011 Nov;100(1):98-108.
 [Content Brief]

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