5-Ethynyl-2'-deoxyuridine

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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)
Datasheet
Citations
Reviews
Literature (2)

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 Data for 5-Ethynyl-2'-deoxyuridine

Solvent Max Conc. mg/mL Max Conc. mM
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.

Select a batch to recalculate based on the batch molecular weight:
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 0.4 mL 1.98 mL 3.96 mL
50 mM 0.08 mL 0.4 mL 0.79 mL

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Product Datasheets for 5-Ethynyl-2'-deoxyuridine

References for 5-Ethynyl-2'-deoxyuridine

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

Salic & Mitchison (2008) A chemical method for fast and sensitive detection of DNA synthesis in vivo. Proc.Natl.Acad.Sci.U.S.A. 105 2415 PMID: 18272492

Wang et al (2022) Nucleotide excision repair removes thymidine analog 5-ethynyl-2'-deoxyuridine from the mammalian genome. Proc.Natl.Acad.Sci.U.S.A. 119 e2210176119 PMID: 35994676


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Citations for 5-Ethynyl-2'-deoxyuridine

Citations are publications that use Tocris products.

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

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