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C6891

Sigma-Aldrich

5-Chloro-2′-deoxyuridine

thymidine analog

Sinonimo/i:

CldU

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About This Item

Formula empirica (notazione di Hill):
C9H11ClN2O5
Numero CAS:
50-90-8
Peso molecolare:
262.65
Numero MDL:
MFCD00006531
Codice UNSPSC:
41106305
ID PubChem:
24892910
NACRES:
NA.51

Saggio

≥98% (HPLC)

Forma fisica

powder

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

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
NJCXGFKPQSFZIB-RRKCRQDMSA-N

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Categorie correlate

Applicazioni

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

Azioni biochim/fisiol

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).

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302 + H312 + H332,H351

Classi di pericolo

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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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
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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Scientific reports, 9(1), 4120-4120 (2019-03-13)
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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
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