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About This Item
Empirical Formula (Hill Notation):
C9H11ClN2O5
CAS Number:
Molecular Weight:
262.65
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Solubility:
1 M NH4OH: 20 mg/mL, clear, colorless to faintly yellow
Storage temp.:
−20°C
Product Name
5-Chloro-2′-deoxyuridine, thymidine analog
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
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).
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
Masaya Kimoto et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 56(1), 15-24 (2007-09-19)
To identify stem cells in salivary glands, label-retaining cells (LRCs) were established in rat submandibular glands. Developing and regenerating glands were labeled with bromodeoxyuridine (BrdU). To cause gland regeneration, the glands were injured by duct obstruction. BrdU LRCs were observed
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.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C6891-100MG | 04061833511671 |