| Identification | Back Directory | [Name]
5-vinyl-2'-deoxyuridine | [CAS]
55520-67-7 | [Synonyms]
5-Vinyl-dUrd
BrivudineImpurity10
5-vinyldeoxyuridine
5-vinyl-2'-deoxyuridine
2'-Deoxy-5-vinyluridine
2'-Deoxy-5-ethenyluridine
Uridine, 2'-deoxy-5-ethenyl-
5-Vinyl-2'-deoxyuridine (5-VdU)
5-VINYLDEOXYURIDINE; 2'-DEOXY-5-ETHENYLURIDINE; 5-VINYL-DURD; 2'-DEOXY-5-VINYLURIDINE | [Molecular Formula]
C11H14N2O5 | [MDL Number]
MFCD01675693 | [MOL File]
55520-67-7.mol | [Molecular Weight]
254.24 |
| Chemical Properties | Back Directory | [Melting point ]
106-110 °C (decomp) | [Boiling point ]
397.45°C (rough estimate) | [density ]
1.2983 (rough estimate) | [refractive index ]
1.5700 (estimate) | [solubility ]
soluble in DMSO | [form ]
Solid | [pka]
9.07±0.10(Predicted) | [Appearance]
yellowish solid |
| Hazard Information | Back Directory | [Description]
VdU (5-Vinyl-2’-deoxyuridine) is a synthetic analog of thymidine that can be used to study de novo DNA synthesis and cell proliferation. It is a potential replacement for BrdU (5-Bromo-2’-deoxyuridine) or EdU (5-Ethynyl-2’-deoxyuridine).
VdU incorporates into replicating DNA during the S-phase of the cell cycle instead of natural thymidine. The resulting vinyl-functionalized DNA can be detected by introducing either a biotin or fluorescent dye group via a cooper-free alkene-tetrazine reaction (also known as Inverse electron demand Diels-Alder ligation or IEDDA) and used for subsequent DNA purification or cell imaging tasks. | [Uses]
5-Vinyl-2'-deoxyuridine (5-VINYL-DURD), a thymidine analogue, is incorporated into cellular DNA during DNA replication. 5-Vinyl-2'-deoxyuridine is a click chemistry reagent, it contains an Alkyne group and induces DNA damage leads to apoptosis in human cultured cells[1]. | [References]
[1] Yizhu Li, et al. DNA templated Click Chemistry via 5-vinyl-2'-deoxyuridine and an acridine-tetrazine conjugate induces DNA damage and apoptosis in cancer cells. Life Sci. 2023 Oct 1:330:122000. DOI:10.1016/j.lfs.2023.122000 |
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BOC Sciences
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