Halogenated Nucleosides
2',3'-Didehydro-2',3'-dideoxy-5-fluorouridine
Quick view. A 5-fluoro-modified uridine analog with a 2',3'-unsaturated dideoxy sugar for structure-specific nucleoside and nucleotide research. CAS 15379-29-0. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
2',3'-Didehydro-2',3'-dideoxy-5-fluorouridine is classified as halogenated nucleosides (Formula C9H9FN2O4; molecular weight 228.18).
2',3'-Didehydro-2',3'-dideoxy-5-fluorouridine — Fluorinated didehydro nucleoside reference or building block for structure-specific nucleoside and nucleotide research.
For 2',3'-Didehydro-2',3'-dideoxy-5-fluorouridine, polymerase acceptance varies; absence of a 3′-OH prevents further extension after incorporation.
Names and search terms
Confirmed or normalized name variants
- FddddU
- 2',3'-Dideoxy-2',3'-didehydro-5-fluoro-uridine
Useful catalog search terms
- CAS 15379-29-0
Physicochemical data
| SMILES | O=C1N([C@@H]2O[C@H](CO)C=C2)C=C(F)C(=O)N1 |
|---|---|
| Nucleobase modification | 5-fluoro |
| Sugar modification | 2',3'-didehydro-2',3'-dideoxy |
| InChI | InChI=1S/C9H9FN2O4/c10-6-3-12(9(15)11-8(6)14)7-2-1-5(4-13)16-7/h1-3,5,7,13H,4H2,(H,11,14,15) |
| InChIKey | SHVSSJHFEDAZCZ-UHFFFAOYSA-N |
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
- Dideoxy analogs provide clear extension-stop behavior when accepted by a polymerase.
- 2′-fluoro motifs can improve nuclease resistance while preserving RNA-like geometry in many sequence contexts.
Method limitations
- Polymerase acceptance varies; absence of a 3′-OH prevents further extension after incorporation.
- Coupling, deprotection and biological performance remain sequence- and position-dependent.
These points describe 2',3'-Didehydro-2',3'-dideoxy-5-fluorouridine or its named chemical feature. Broader product-family guidance is maintained on the category page.
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Product-family literature
These publications provide peer-reviewed context for the Halogenated Nucleosides product family and its named chemistry. They are background reading only, not evidence for the exact product, supplied form, lot specification, availability or performance.
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Technology platforms
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