50-90-8 Usage
Description
5-Chloro-2'-deoxyuridine (CldU) is a thymidine analog that can be readily incorporated into newly synthesized DNA in place of thymidine after phosphorylation. It is a white crystalline compound that can be detected immunologically in cells and tissues. CldU can be used in combination with other thymidine analogs to label temporally distinct populations, and its insertion can significantly alter DNA processing and replication. This makes CldU a versatile compound with potential applications as a mutagen, clastogen, and antiviral agent.
Uses
Used in Pharmaceutical Compositions:
5-Chloro-2'-deoxyuridine is used as a thymidine analog in pharmaceutical compositions, where it can be utilized for various therapeutic purposes due to its ability to alter DNA processing and replication.
Used in Antiviral Applications:
CldU is used as an antiviral compound due to its ability to interfere with the replication of viral DNA, making it a potential candidate for the development of new antiviral drugs.
Used in DNA Damage and Repair Studies:
5-Chloro-2'-deoxyuridine is used as a thymidine analog to study the miscoding potential of hypochlorous acid damage to DNA and DNA precursors. This helps researchers understand the mechanisms of DNA damage and repair, which can be crucial for developing new strategies to combat various diseases.
Used in DNA Replication Research:
When used with antibody-based immunofluorescent imaging, CldU incorporation may be used in protocols to identify sites of DNA replication. This allows researchers to study the process of DNA replication and its regulation, which is essential for understanding cell division and the development of cancer.
Used in Combination with Other Thymidine Analogs:
CldU may be used as a labeling substrate in conjunction with other halogenated uridine labeling substrates such as iododeoxyuridine (IdU). This enables researchers to label and track different populations of cells or tissues over time, providing valuable insights into cellular processes and dynamics.
Used in Diagnostic and Research Applications:
CldU's ability to be detected immunologically in cells and tissues makes it a useful tool for diagnostic and research applications, where it can be employed to study various aspects of cellular biology, including cell proliferation, DNA repair, and mutagenesis.
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).
Check Digit Verification of cas no
The CAS Registry Mumber 50-90-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 0 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 50-90:
(4*5)+(3*0)+(2*9)+(1*0)=38
38 % 10 = 8
So 50-90-8 is a valid CAS Registry Number.
50-90-8Relevant articles and documents
Thermally reversible and irreversible interstrand photocrosslinking of 5-chloro-2′-deoxy-4-Thiouridine modified DNA oligonucleotides
Nowak-Karnowska, Joanna,Zielińska, Karolina,Milecki, Jan,Skalski, Bohdan
supporting information, p. 1292 - 1295 (2021/03/01)
We describe highly efficient interstrand photocrosslinking of a DNA duplex containing 5-chloro-2′-deoxy-4-Thiouridine (ClSdU) in one strand, proceeding via a two-step photochemical cascade, involving the formation of a thermally reversible crosslink between ClSdU and thymidine in the target strand and its subsequent conversion to a thermally stable fluorescent crosslink. These results show that ClSdU has great potential to be a valuable DNA photo-crosslinking reagent for chemical biology applications.
Biotransformation of halogenated nucleosides by immobilized Lactobacillus animalis 2′-N-deoxyribosyltransferase
Britos, Claudia N.,Lapponi, María José,Cappa, Valeria A.,Rivero, Cintia W.,Trelles, Jorge A.
, p. 91 - 96 (2016/05/10)
An immobilized biocatalyst with 2′-N-deoxyribosyltransferase (NDT) activity, Lactobacillus animalis NDT (LaNDT), was developed from cell free extracts. LaNDT was purified, characterized and then immobilized by ionic interaction. Different process parameters were optimized, resulting in an active derivative (2.6 U/g) able to obtain 1.75 mg/g of 5-fluorouracil-2′-deoxyriboside, an antimetabolite known as floxuridine, used in gastrointestinal cancer treatment. Furthermore, immobilized LaNDT was satisfactorily used to obtain at short reaction times other halogenated pyrimidine and purine 2′-deoxynucleosides such as 6-chloropurine-2′-deoxyriboside (4.9 U/g), 6-bromopurine-2′-deoxyriboside (4.3 U/g), 6-chloro-2-fluoropurine-2′-deoxyriboside (5.4 U/g), 5-bromo-2′-deoxyuridine (2.8 U/g) and 5-chloro-2′-deoxyuridine (1.8 U/g) compounds of pharmaceutical interest in antiviral or antitumor treatments. Besides, increasing the biocatalyst amount 8 times per volume unit allowed obtaining a 5-fold improvement in floxuridine biotransformation. The developed biocatalyst proved to be effective for the biosynthesis of a wide spectrum of nucleoside analogues by employing an economical, simple and environmentally friendly methodology.
Ionic liquid mediated synthesis of 5-halouracil nucleosides: Key precursors for potential antiviral drugs
Kumar, Vineet,Malhotra, Sanjay V.
experimental part, p. 821 - 834 (2010/08/20)
Synthesis of antiviral 5-halouracil nucleosides, also used as key precursors for the synthesis of other potential antiviral drugs, has been demonstrated using ionic liquids as convenient and efficient reaction medium.
