Halogenated Nucleosides
3'-beta-C-Ethynyl-5-fluorouridine
Quick view. A 5-fluorouridine nucleoside bearing a beta-C-ethynyl sugar modification. CAS N/A. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
3'-beta-C-Ethynyl-5-fluorouridine is classified as halogenated nucleosides (Formula C11H11FN2O6; molecular weight 286.21 g/mol).
3'-beta-C-Ethynyl-5-fluorouridine is useful as a bioorthogonal handle for post-synthetic conjugation to fluorophores, affinity tags, surfaces, peptides or other functional payloads.
For 3'-beta-C-Ethynyl-5-fluorouridine, copper-catalyzed, copper-free or inverse-electron-demand click conditions can affect sensitive oligonucleotides differently; residual metal, solvent and purification strategy should be controlled.
Physicochemical data
| InChIKey | RXMHNLRVIZFETP-YRCORFKGSA-N |
|---|---|
| InChI | InChI=1S/C11H11FN2O6/c1-2-11(19)6(4-15)20-9(7(11)16)14-3-5(12)8(17)13-10(14)18/h1,3,6-7,9,15-16,19H,4H2,(H,13,17,18)/t6-,7+,9-,11-/m1/s1 |
| SMILES | C#C[C@]1([C@H](O[C@H]([C@@H]1O)N2C=C(C(=O)NC2=O)F)CO)O |
| Canonical SMILES | C#C[C@]1([C@H](O[C@H]([C@@H]1O)N2C=C(C(=O)NC2=O)F)CO)O |
| PubChem CID | 10827042 |
Release documentation
The current specification defines the analytical method and acceptance criteria; the released lot result is reported on the CoA.
Additional HPLC, MS or NMR documentation can be agreed during technical review where available.
Product-specific evaluation notes
Potential advantages
- Click-compatible handles separate oligonucleotide synthesis from late-stage labeling, which helps screen multiple payloads from a common intermediate.
- 2′-fluoro motifs can improve nuclease resistance while preserving RNA-like geometry in many sequence contexts.
Method limitations
- Copper-catalyzed, copper-free or inverse-electron-demand click conditions can affect sensitive oligonucleotides differently; residual metal, solvent and purification strategy should be controlled.
- Coupling, deprotection and biological performance remain sequence- and position-dependent.
These points describe 3'-beta-C-Ethynyl-5-fluorouridine or its named chemical feature. Broader product-family guidance is maintained on the category page.
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Feature and workflow background
These publications discuss a broader chemistry feature or workflow identified from the catalog name or product family. They are background reading only, not evidence for the exact OROGO product, supplied form, lot specification, availability or performance.
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