Uridine,5-chloro-2'-deoxy- chemical structure
Chemical structureResearch use only
CAT. NO. DC65447Featured

Uridine,5-chloro-2'-deoxy-

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TotalUS$150
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Product overview

Description & Application

5-Chloro-2'-deoxyuridine, a thymine analog, is to study the potential of hypochlorous acid damage to DNA and DNA precursors.

ParameterValue
Chemical NameUridine,5-chloro-2'-deoxy-
CAS No.50-90-8
SynonymsUridine,5-chloro-2'-deoxy-;5-Chloro-2´-deoxyuridine;5-Chloro-2?-deoxyuridine;5-Chloro-2′-deoxyuridine;5-CHLORO-2'-DEOXYURIDINE;2'-DEOXY-5-CHLOROURIDINE;5-Chloro-2'-deoxy-D-uridine;5-Chlorodeoxyuridin;5-CHLORODEOXYURIDINE;5-CHLORODESOXYURIDINE;Chlorodeoxyuridine;CldU;CLUDR;5-Chloro-2'-deoxyuridine thymidine analog
FormulaC9H11N2O5Cl
M.Wt262.64704
SMILESO=C1NC(C(Cl)=CN1[C@@H]2O[C@H](CO)[C@@H](O)C2)=O
Purity>98%
Storage2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

Biological Activity

5-Chloro-2'-deoxyuridine, a thymine analog, is to study the potential of hypochlorous acid damage to DNA and DNA precursors.

In Vitro

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].

In Vivo

No in vivo data are provided in the current product source. Contact us for further information.

Cell Assay

Human erythroleukemia K-562 cells are used throughout the study. Cells are initially seeded at 1.0×105 cells/mL and treated with either 10 μM 5-Chloro-2’-deoxyuridine or 10 μM thymidine (negative control) for 63 h, or two cell doublings. Cells are counted by trypan blue exclusion, pelleted by centrifugation (500×g) and washed with 10 mL sterile PBS[1].

Animal Administration

Rats[2] Adult, male Wistar rats, weighing 200-250 g are used. Firstly, the animals are allowed to self-administer methamphetamine at a dose of 0.05 mg/kg/injection under a fixed-ratio 1 (FR1) schedule for baseline sessions. After that, the rats are divided into four groups. Two groups of rats (long-access; LgA-4 days (d), LgA-13 d; n=7 per group) are allowed to self-administer 0.05 mg/kg/injection of methamphetamine for 6 h per day, whereas the other groups (short-access; ShA-4 d, ShA-13 d; n=7 per group) are allowed to do so for 1 h per day. All procedures are performed during the dark cycle. On day 5, ShA-4 d and LgA-4 d rats receive one injection of 50 mg/kg 5-chloro-2’-deoxyuridine and survive for 30 min. On day 14, ShA-13 d and LgA-13 d receive one injection of 50 mg/kg 5-Iodo-2’-deoxyuridine followed by 50 mg/kg 5-chloro-2’-deoxyuridine 2 h later. These rats also survive for 30 min after the 5-Chloro-2'-deoxyuridine injection. A parallel group of drug-naive rats (n=6) receive one injection of 50 mg/kg IdU followed by 50 mg/kg 5-Chloro-2'-deoxyuridine 2 h later. These rats also survive for 30 min after the 5-Chloro-2'-deoxyuridine injection[2].

References & source

[1]. Kim CH, et al. Polymerase incorporation and miscoding properties of 5-chlorouracil. Chem Res Toxicol. 2010 Apr 19;23(4):740-8.

[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.

DC Chemicals original product information

Published experimental findings depend on the model and assay conditions. They do not guarantee equivalent performance in every application. For laboratory research use only.

Product documentation

Refer to the certificate supplied with your lot for batch-specific release results.

Handling guide

2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

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