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5-CHLORO-2'-DEOXYURIDINE

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5-CHLORO-2'-DEOXYURIDINE Basic information

Product Name:
5-CHLORO-2'-DEOXYURIDINE
Synonyms:
  • 2'-DEOXY-5-CHLOROURIDINE
  • 5-CHLORODESOXYURIDINE
  • 5-CHLORO-2'-DEOXYURIDINE
  • 5-chloro-2’-deoxy-uridin
  • 5-Chlorodeoxyuridin
  • 5-Chloro-2'-deoxy-D-uridine
  • 5-CHLORODEOXYURIDINE
  • Chlorodeoxyuridine
CAS:
50-90-8
MF:
C9H11ClN2O5
MW:
262.65
Product Categories:
  • API intermediates
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Heterocycles
  • Nucleotides
  • Biochemicals and Reagents
  • Nucleoside Analogs
  • Nucleosides, Nucleotides, Oligonucleotides
Mol File:
50-90-8.mol
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5-CHLORO-2'-DEOXYURIDINE Chemical Properties

Melting point:
176-179°C
Density 
1.5507 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
pka
7.73±0.10(Predicted)
color 
White to Off-White
CAS DataBase Reference
50-90-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22-40
Safety Statements 
36/37/39-45
WGK Germany 
3
RTECS 
YU7400000
HS Code 
29349990

MSDS

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5-CHLORO-2'-DEOXYURIDINE Usage And Synthesis

Description

5-Chloro-2''-deoxyuridine (CldU) is a thymidine analog that is readily incorporated, following phosphorylation, into newly synthesized DNA in place of thymidine. Like 5-bromo-2’-deoxyuridine and 5-iodo-2’-deoxyuridine, CldU can be detected immunologically in cells and tissues. CldU can also be added to cells or tissues sequentially with another thymidine analog to label temporally distinct populations. The insertion of thymidine analogs, including CldU, can significantly alter DNA processing and replication, so these analogs have also been used as mutagens, clastogens, and antiviral compounds.

Chemical Properties

White Needles

Uses

A halogenated uridine derivative used in pharmaceutical compositions.

Uses

5-Chloro-2'-deoxyuridine (CldU) is a thymidine analog that is readily incorporated, following phosphorylation, into newly synthesized DNA in place of thymidine. Like 5-bromo-2’-deoxyuridine and 5-iodo-2’-deoxyuridine, CldU can be detected immunologically in cells and tissues. CldU can also be added to cells or tissues sequentially with another thymidine analog to label temporally distinct populations. The insertion of thymidine analogs, including CldU, can significantly alter DNA processing and replication, so these analogs have also been used as mutagens, clastogens, and antiviral compounds.[Cayman Chemical]

Uses

5-Chloro-2′-deoxyuridine (CldU) is used as a thymidine analog to study the miscoding potential of hypochlorous acid damage to DNA and DNA precursors. When used with antibody based immunofluorescent imaging, 5-Chloro-2′-deoxyuridine incorporation may be used in protocols to identify sites of DNA replication. CldU may be used as a labeling substrate in conjunction with other halogenated uridine labeling substrates such as iododeoxyuridine (IdU).

Biochem/physiol Actions

DNA labeled with 5-chloro-2′-deoxyuridine (CldU) serves as an effective tool to analyze and quantify DNA replication, repair, and recombination. CldU is a potent mutagen, clastogen, and toxicant. It is used as a thymidine analog and is found to alter the dNTP pools and might lead to cell-cycle arrest. CldU produces sister-chromatid exchange but has less response to ionizing radiation compared to other thymine analogs. 5-Chloro-2′-deoxyuridine (CldU) is used to study the miscoding potential of hypochlorous acid damage to DNA and DNA precursors. When used with antibody based immunofluorescent imaging, 5-Chloro-2′-deoxyuridine incorporation may be used in protocols to identify sites of DNA replication. CldU may be used as a labeling substrate in conjunction with other halogenated uridine labeling substrates such as iododeoxyuridine (IdU).

5-CHLORO-2'-DEOXYURIDINESupplier

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