A thymidine analog used to monitor DNA synthesis with click chemistry
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5-Ethynyl-2'-deoxyuridine

Item No. 20518

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2'-deoxy-5-ethynyl-uridine
CAS Number
61135-33-9
Synonyms
  • Click Tag™ 5-Ethynyl-2'-deoxyuridine
  • 5-EdU
  • EdU
  • 2'-deoxy-5-Ethynyluridine
Molecular Formula
C11H12N2O5
Formula Weight
252.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mLDMSO: 20 mg/mL
λmax
226, 287 nm
SMILES
O=C(NC(C(C#C)=C1)=O)N1[C@H]2C[C@H](O)[C@@H](CO)O2
InChi Code
InChI=1S/C11H12N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h1,4,7-9,14-15H,3,5H2,(H,12,16,17)/t7-,8+,9+/m0/s1
InChi Key
CDEURGJCGCHYFH-DJLDLDEBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $54

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    100 mg

    $103

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    250 mg

    $216

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    500 mg

    $378

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    Product Description

    5-Ethynyl-2'-deoxyuridine (EdU) is a nucleoside analog of thymidine that is used to monitor de novo DNA synthesis through click chemistry.1,2 Like 5-bromo-2’-deoxyuridine (BrdU; Item No. 15580), EdU is incorporated into DNA during active DNA synthesis. It can then be detected using a fluorescent azide probe and copper catalysis using 1,3-dipolar cycloaddition.2 Modified nucleosides, including EdU, can be cytotoxic when added to cells for prolonged periods.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Buck, S.B., Bradford, J., Gee, K.R., et al. Detection of S-phase cell cycle progression using 5-ethynyl-2'-deoxyuridine incorporation with click chemistry, an alternative to using 5-bromo-2'-deoxyuridine antibodies. Biotechniques 44, 924-929 (2008).

    2. Cavanagh, B.L., Walker, T., Norazit, A., et al. Thymidine analogues for tracking DNA synthesis. Molecules 16, 7980-7993 (2011).

    3. Meneni, S., Ott, I., Sergeant, C.D., et al. 5-Alkynyl-2'-deoxyuridines: Chromatography-free synthesis and cytotoxicity evaluation against human breast cancer cells. Bioorg. Med. Chem. 15(8), 3082-3088 (2007).