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(2'S)-2'-Deoxy-2'-fluoro-5-ethynyluridine (F-ara-EdU)

Cat. No. Amount Price (EUR) Buy / Note
CLK-1403-25 25 mg 278,85 Add to Basket/Quote Add to Notepad
CLK-1403-100 100 mg 707,85 Add to Basket/Quote Add to Notepad
Structural formula of (2'S)-2'-Deoxy-2'-fluoro-5-ethynyluridine  (F-ara-EdU)
Structural formula of (2'S)-2'-Deoxy-2'-fluoro-5-ethynyluridine (F-ara-EdU)

For research use only!

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: C11H11FN2O5

Molecular Weight: 270.22 g/mol

Exact Mass: 270.07 g/mol

CAS#: 95740-26-4

Purity: >95% (HPLC)

Form: crystalline

Color: off-white to grey

Solubility: Water, DMSO, DMF

F-ara-EdU [(2'S)-2'-deoxy-2'-fluoro-5-ethynyluridine] can be used as a replacement for EdU (5-ethynyl-2'-deoxyuridine) and BrdU (5-bromo-2'-deoxyuridine) to introduce bioorthogonal functional groups into DNA for diverse applications in basic research, biotechnology and drug discovery. Metabolic incorporation of F-ara-EdU into DNA can be detected by using Cu(I)-catalyzed click reaction with fluorescent azides. F-ara-EdU is less toxic than both BrdU and EdU, and it can be detected with greater sensitivity in experiments where long-term cell survival and/or deep-tissue imaging are desired.[1-2]

Presolski et al.[3] and Hong et al.[4] 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.

Selected References:
[1] Neef and Luedtke et al. (2011) Dynamic metabolic labeling of DNA in vivo with arabinosyl nucleosides. Proc. Natl. Acad. Sci. U.S.A 108 (51):20404.
[2] Sorger et al. (2020) Torin2 Exploits Replication and Checkpoint Vulnerabilities to Cause Death of PI3K-Activated Triple-Negative Breast Cancer Cells. Cell Syst. 10 (1) :66.
[3] Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
[4] Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.