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Merck

C6891

Sigma-Aldrich

5-Chloro-2′-deoxyuridine

thymidine analog

Sinónimos:

CldU

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About This Item

Fórmula empírica (notación de Hill):
C9H11ClN2O5
Número de CAS:
Peso molecular:
262.65
Número MDL:
Código UNSPSC:
41106305
ID de la sustancia en PubChem:
NACRES:
NA.51

Nivel de calidad

Análisis

≥98% (HPLC)

formulario

powder

solubilidad

1 M NH4OH: 20 mg/mL, clear, colorless to faintly yellow

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

NJCXGFKPQSFZIB-RRKCRQDMSA-N

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Aplicación

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

Acciones bioquímicas o fisiológicas

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).

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (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
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.
Fan Xuan et al.
Cell death & disease, 9(11), 1062-1062 (2018-10-20)
MYC-induced nuclear antigen (MINA53) is a JmjC (jumonji C domain)-containing protein, which is highly expressed in many cancers including glioblastoma. We have revealed in our previous report that MINA53 is a poor prognostic indicator for glioblastoma patients, and knockdown of
Eyal Ben-David et al.
Cancer research, 74(19), 5532-5540 (2014-08-16)
Colorectal cancer develops in a sequential, evolutionary process, leading to a heterogenic tumor. Comprehensive molecular studies of colorectal cancer have been previously performed; still, the process of carcinogenesis is not fully understood. We utilized gene expression patterns from 94 samples

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