All Photos(2)
Synonym(s):
CldU
Empirical Formula (Hill Notation):
C9H11ClN2O5
CAS Number:
Molecular Weight:
262.65
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Recommended Products
Quality Level
Assay
≥98% (HPLC)
form
powder
solubility
1 M NH4OH: 20 mg/mL, clear, colorless to faintly yellow
storage temp.
−20°C
SMILES string
OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(Cl)C(=O)NC2=O
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
InChI key
NJCXGFKPQSFZIB-RRKCRQDMSA-N
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Application
5-Chloro-2′-deoxyuridine has been used to:
- study cell cycle dynamics by immunohistochemical analysis and double S-phase labeling using animal models
- analyze cell cycle length using an animal model
- label HEK293T cells for molecular combing assay
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).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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S M Ohline et al.
Brain structure & function, 223(7), 3213-3228 (2018-05-26)
Early during their maturation, adult-born dentate granule cells (aDGCs) are particularly excitable, but eventually develop the electrophysiologically quiet properties of mature cells. However, the stability versus plasticity of this quiet state across time and experience remains unresolved. By birthdating two
Mary Youssef et al.
Scientific reports, 9(1), 4120-4120 (2019-03-13)
Early life stress predisposes to mental illness and behavioral dysfunction in adulthood, but the mechanisms underlying these persistent effects are poorly understood. Stress throughout life impairs the structure and function of the hippocampus, a brain system undergoing considerable development in
Jerry H Houl et al.
Nature communications, 10(1), 5654-5654 (2019-12-13)
Poly(ADP-ribose)ylation (PARylation) by PAR polymerase 1 (PARP1) and PARylation removal by poly(ADP-ribose) glycohydrolase (PARG) critically regulate DNA damage responses; yet, conflicting reports obscure PARG biology and its impact on cancer cell resistance to PARP1 inhibitors. Here, we found that PARG
Olga A Mineyeva et al.
Frontiers in neuroscience, 12, 1013-1013 (2019-01-29)
While irradiation can effectively treat brain tumors, this therapy also causes cognitive impairments, some of which may stem from the disruption of hippocampal neurogenesis. To study how radiation affects neurogenesis, we combine phenotyping of subpopulations of hippocampal neural stem and
Beatrice Rondinelli et al.
Nature cell biology, 19(11), 1371-1378 (2017-10-17)
The emergence of resistance to poly-ADP-ribose polymerase inhibitors (PARPi) poses a threat to the treatment of BRCA1 and BRCA2 (BRCA1/2)-deficient tumours. Stabilization of stalled DNA replication forks is a recently identified PARPi-resistance mechanism that promotes genomic stability in BRCA1/2-deficient cancers.
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