Amino-modified Nucleosides
5-Azidomethyl-2'-beta-methyluridine
Quick view. Uridine nucleoside bearing an azidomethyl substituent and a 2'-beta-methyl group. CAS 2305415-72-7. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
5-Azidomethyl-2'-beta-methyluridine is classified as amino-modified nucleosides (Formula C11H15N5O6; molecular weight 313.27 g/mol).
5-Azidomethyl-2'-beta-methyluridine is useful as a bioorthogonal handle for post-synthetic conjugation to fluorophores, affinity tags, surfaces, peptides or other functional payloads.
For 5-Azidomethyl-2'-beta-methyluridine, 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
Confirmed or normalized name variants
- 5-(azidomethyl)-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidine-2,4-dione
Useful catalog search terms
- 2305415-72-7
Physicochemical data
| Nucleoside | Uridine |
|---|---|
| Modification | 5-azidomethyl and 2'-beta-methyl |
| PubChem CID | 171361594 |
| InChIKey | ONCYMDGDFIKYCR-LUQPRHOASA-N |
| InChI | InChI=1S/C11H15N5O6/c1-11(21)7(18)6(4-17)22-9(11)16-3-5(2-13-15-12)8(19)14-10(16)20/h3,6-7,9,17-18,21H,2,4H2,1H3,(H,14,19,20)/t6-,7-,9-,11-/m1/s1 |
| SMILES | C[C@]1([C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)CN=[N+]=[N-])CO)O)O |
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.
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.
These points describe 5-Azidomethyl-2'-beta-methyluridine 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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