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5-Ethynyl-2'-deoxycytidine (5-EdC)


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CLK-N003-10 10 mg 134,80 Add to Basket/Quote Add to Notepad
Structural formula of 5-Ethynyl-2'-deoxycytidine (5-EdC) (5-Ethynyl-2'-deoxycytidine)
Structural formula of 5-Ethynyl-2'-deoxycytidine (5-EdC)

For general laboratory use.

Shipping: shipped at ambient temperature

Storage Conditions: store at -20 °C
store dry and under inert gas
Short term exposure (up to 1 week cumulative) to ambient temperature possible.

Shelf Life: 12 months after date of delivery

Molecular Formula: C11H13N3O4

Molecular Weight: 251.24 g/mol

Exact Mass: 251.09 g/mol

Purity: ≥ 99 % (HPLC)

Form: solid

Color: off-white

Solubility: DMSO

Spectroscopic Properties: λmax 291 nm, ε 8.5 L mmol-1 cm-1 (Tris-HCl pH 7.5)

DNA synthesis monitoring[1]

Ethynyl-labeled deoxycytidine (5-EdC) can be used as a replacement for BrdU (5-Bromo-2’-deoxyuridine) to measure de novo DNA synthesis during the S-phase of the cell cycle. 5-EdC is cell-permeabel and incorporates into replicating DNA instead of its natural analog thymidine.
The resulting ethynyl-functionalized DNA can subsequently be detected via Cu(I)-catalyzed click chemistry that offers the choice to
introduce a Biotin group (Azides of Biotin) for subsequent purification
tasks or a fluorescent group (Azides of fluorescent dyes) for subsequent
microscopic imaging [1].

Presolski et al.[2] and Hong et al.[3] provide a general protocol for Cu(I)-catalyzed click chemistry reactions that may be used as a starting point for the set up and optimization of individual assays.

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BIOZ Product Citations:

Selected References:
[1] Guan et al. (2011) Intracellular detection of cytosine incorporation in genomic DNA by using 5-ethynyl-2'-deoxycytidine. ChemBioChem 2 (14):2184.
[2] Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
[3] Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.