D5412

2′-Deoxyuridine

≥98.5%

• Synonym(s): 1-(2-Deoxy-β-D-ribofuranosyl)uracil, Uracil deoxyriboside
• Empirical Formula (Hill Notation): C₉H₁₂N₂O₅
• CAS Number: 951-78-0
• Molecular Weight: 228.20
• Beilstein/REAXYS Number: 24433
• EC Number: 213-455-7
• MDL number: MFCD00006527
• UNSPSC Code: 41106305
• PubChem Substance ID: 24893831
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• assay: ≥98.5%
• form: powder
• impurities: Thymidine, free
• solubility: water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• SMILES string: OC[C@H]1O[C@H](C[C@@H]1O)N2C=CC(=O)NC2=O
• InChI: 1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1
• InChI key: MXHRCPNRJAMMIM-SHYZEUOFSA-N
• Gene Information: mouse ... Slc29a1(63959)

Description

Application

2′-Deoxyuridine has been used as a:

• precursor of [3H]thymidine triphosphate (TTP) in place of thymidine to avoid a potential thymidine block in relative proliferation assays[1]
• nucleoside supplement for cell cycle synchronization and DNA replication inhibition[2]
• mitotic inhibitor in culture media to minimize the proliferation of glial cells[3]

Biochem/physiol Actions

2′-Deoxyuridine (dU) is frequently halogenated to create thymidine analogs useful for studies of DNA synthesis and degradation mechanisms. Derivatized 2′-deoxyuridines used as labeling substrates include chloro-2′-deoxyuridine (CldU), bromodeoxyuridine (BrdU) and/or iododeoxyuridine (IdU). Other useful analogs of 2′-deoxyuridine include 5-ethynyl-2′-deoxyuridine (DdU) and 5-hydroxymethyl-2′-deoxyuridine (HmdU).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)