5-CHLORO-2'-DEOXYURIDINE

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
EINECS:
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
5-CHLORO-2'-DEOXYURIDINE Structure
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
pka7.73±0.10(Predicted)
color White to Off-White
CAS DataBase Reference50-90-8(CAS DataBase Reference)
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 Information
ProviderLanguage
SigmaAldrich English
5-CHLORO-2'-DEOXYURIDINE Usage And Synthesis
Description5-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 PropertiesWhite Needles
Uses5-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).
UsesA halogenated uridine derivative used in pharmaceutical compositions.
Uses5-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]
Biochem/physiol ActionsDNA 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).
Acetamide, N-((dimethylamino)methyl)- 5-CHLORO-2'-DEOXYURIDINE N-hydroxymethyl-N-methylformamide (2-CHLORO-ETHYL)-METHYL-AMINE 3-AMINO-1-PROPANOL HYDROCHLORIDE 2-Chloroethanamine 2',3'-Dideoxyuridine 1,3-DIETHYLUREA (Hydroxymethyl)urea 1-butyl-3-methyl-urea 5-Chlorouridine 1-METHYLURACIL DIMETHYLFORMAMIDE HYDROGEN CHLORIDE COMPLEX 5-CHLORO-1-(2-HYDROXY-ETHOXYMETHYL)-1H-PYRIMIDINE-2,4-DIONE 5-Chloro-2',3'-O-isopropylidene-D-uridine Urea, 1-ethyl-3-propyl- 2-chloroacrolein 2-CHLOROETHYLUREA

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