5-Ethynyl-2'-deoxyuridine

Name: 5-Ethynyl-2'-deoxyuridine
Brand: Tocris Bioscience
SKU: 7207

Tocris Bioscience, part of Bio-Techne | Catalog # 7207

Citations (1)

COA / SDS

Thymidine analog for labeling DNA; can be linked to a fluorophore by click chemistry

Key Product Details

Description:	Thymidine analog for labeling DNA; can be linked to a fluorophore by click chemistry
Chemical Name:	5-ethynyl-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Purity:	≥95% (HPLC)
Molecular Weight:	252.23

View Full Technical Details for 5-Ethynyl-2'-deoxyuridine

Technical Data
Citations

Biological Activity for 5-Ethynyl-2'-deoxyuridine

5-Ethynyl-2'-deoxyuridine is a thymidine analog for labeling DNA. Can be linked to an azide fluorophore, such as 3-Azido-7-hydroxycoumarin (Cat. No. 7664) through click chemistry and used to detect DNA synthesis in proliferating cells in vivo and in vitro. Detects very low levels of cell proliferation in tissues with low cellular turnover. 5-Ethynyl-2'-deoxyuridine suppresses cell proliferation in osteosarcoma and glioblastoma cell lines, induces a 'futile' DNA repair cycle and induces DNA strand breaks and apoptosis at a higher rate than Temozolomide (Cat. No. 2706).

Technical Data for 5-Ethynyl-2'-deoxyuridine

M. Wt	252.23
Formula	C₁₁H₁₂N₂O₅
Storage	Store at -20°C
Purity	≥95% (HPLC)
CAS Number	61135-33-9
PubChem ID	472172
InChi Key	CDEURGJCGCHYFH-DJLDLDEBSA-N
Smiles	O=C1N([C@@]2(O[C@H](CO)[C@@H](O)C2)[H])C=C(C#C)C(=O)N1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for 5-Ethynyl-2'-deoxyuridine

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	25.22	100

Preparing Stock Solutions for 5-Ethynyl-2'-deoxyuridine

The following data is based on the product molecular weight 252.23.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	3.96 mL	19.82 mL	39.65 mL
5 mM	0.79 mL	3.96 mL	7.93 mL
10 mM	0.40 mL	1.98 mL	3.96 mL
50 mM	0.08 mL	0.40 mL	0.79 mL

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Reconstitution Calculator

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References for 5-Ethynyl-2'-deoxyuridine

References are publications that support the biological activity of the product.

Wang Nucleotide excision repair removes thymidine analog 5-ethynyl-2'-deoxyuridine from the mammalian genome. Proc.Natl.Acad.Sci.U.S.A. 2022 PMID: 35994676
Salic & Mitchison A chemical method for fast and sensitive detection of DNA synthesis in vivo. Proc.Natl.Acad.Sci.U.S.A. 2008 PMID: 18272492