5-vinyl-2'-deoxyuridine Chemical Properties

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

pka

9.07±0.10(Predicted)

form 

Solid

Appearance

yellowish solid

5-vinyl-2'-deoxyuridine Usage And Synthesis

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

5-vinyl-2'-deoxyuridine(55520-67-7)Related Product Information

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