Amino-modified Nucleosides
3'-Azido-2',3'-dideoxy-5-hydroxyuridine
Quick view. 3'-Azido-2',3'-dideoxy-5-hydroxyuridine is an azido-functionalized pyrimidine nucleoside with CAS 111495-90-0. CAS 111495-90-0. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
3'-Azido-2',3'-dideoxy-5-hydroxyuridine is classified as amino-modified nucleosides (Formula C9H11N5O5; molecular weight 269.22 (calculated from molecular formula)).
3'-Azido-2',3'-dideoxy-5-hydroxyuridine is useful as a bioorthogonal handle for post-synthetic conjugation to fluorophores, affinity tags, surfaces, peptides or other functional payloads.
For 3'-Azido-2',3'-dideoxy-5-hydroxyuridine, copper-catalyzed, copper-free or inverse-electron-demand click conditions can affect sensitive oligonucleotides differently; residual metal, solvent and purification strategy should be controlled.
Names and search terms
Useful catalog search terms
- CAS 111495-90-0
Physicochemical data
| InChI | InChI=1S/C9H11N5O5/c10-13-12-4-1-7(19-6(4)3-15)14-2-5(16)8(17)11-9(14)18/h2,4,6-7,15-16H,1,3H2,(H,11,17,18)/t4-,6+,7+/m0/s1 |
|---|---|
| InChIKey | AXXNSKSOBHVEGQ-UBKIQSJTSA-N |
| SMILES | C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)O)CO)N=[N+]=[N-] |
| Nucleoside class | Azido-modified pyrimidine nucleoside |
| Structural features | 3'-azido; 2',3'-dideoxy; 5-hydroxy |
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.
- Reactive handles make the product adaptable across dye-labeling, surface-coupling and ligand-conjugation workflows.
- Dideoxy analogs provide clear extension-stop behavior when accepted by a polymerase.
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.
- Functional handles may require orthogonal protection, pH control and rapid purification to avoid hydrolysis, oxidation or cross-reaction.
- Polymerase acceptance varies; absence of a 3′-OH prevents further extension after incorporation.
These points describe 3'-Azido-2',3'-dideoxy-5-hydroxyuridine 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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Technology platforms
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