C6891

5-Chloro-2′-deoxyuridine

thymidine analog

• Synonyme(s) : CldU
• Formule empirique (notation de Hill): C₉H₁₁ClN₂O₅
• Numéro CAS: 50-90-8
• Poids moléculaire : 262.65
• Numéro MDL: MFCD00006531
• Code UNSPSC : 41106305
• ID de substance PubChem : 24892910
• Nomenclature NACRES : NA.51

Propriétés

• Niveau de qualité: 100
• Pureté: ≥98% (HPLC)
• Forme: powder
• Solubilité: 1 M NH4OH: 20 mg/mL, clear, colorless to faintly yellow
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: NJCXGFKPQSFZIB-RRKCRQDMSA-N

Description

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

Actions biochimiques/physiologiques

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).

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302 + H312 + H332,H351
• Conseils de prudence: P202 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P308 + P313
• Classification des risques: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves