Amino-modified Nucleosides
3'-Azido-3'-deoxyadenosine
Quick view. We supply 3'-Azido-3'-deoxyadenosine as a specialty product for nucleic acid chemistry and oligonucleotide research workflows. CAS 58699-62-0. Catalog target purity: Specification on request.
Structure and identity
The structure drawing for this item is being finalized. Use the CAS number and machine-readable identifiers below to confirm the requested protecting groups, stereochemistry, salt or counterion and hydration state before ordering.
CAS, molecular formula, SMILES or InChI data are shown below when available.
We withhold a drawing when a related compound, alternate salt or incompletely specified stereoisomer could be mistaken for the requested material.
Agreed identity and purity criteria are documented in the quotation, specification and lot-specific data package.
Product profile
3'-Azido-3'-deoxyadenosine is classified as nucleoside or protected nucleoside intermediate (Formula C10H12N8O3).
3'-Azido-3'-deoxyadenosine can serve as a starting material, protected intermediate or analytical comparator in nucleoside and nucleotide route development.
For 3'-Azido-3'-deoxyadenosine, form: Solid.
Names and search terms
Useful catalog search terms
- CAS 58699-62-0
- Nucleoside or protected nucleoside intermediate
- azide click handle
- amine functionality
- Amino-modified Nucleosides
Physicochemical data
| Key chemistry motifs | azide click handle; amine functionality |
|---|---|
| Melting point | 212-214 °C(Solv: water (7732-18-5)) |
| Form | Solid |
| Color | White to off-white |
| SMILES | OC[C@H]1O[C@@H](N2C3=C(C(=NC=N3)N)N=C2)[C@H](O)[C@@H]1N=[N+]=[N-] |&1:2,4,15,17,r| |
| InChI | InChI=1/C10H12N8O3/c11-8-6-9(14-2-13-8)18(3-15-6)10-7(20)5(16-17-12)4(1-19)21-10/h2-5,7,10,19-20H,1H2,(H2,11,13,14)/t4-,5-,7-,10-/s |
| InChIKey | HTWSTKVLFZRAPM-RLCZZNSNNA-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.
Additional application examples
- Typical work includes protection/deprotection studies, phosphorylation or phosphitylation route scouting and impurity identification.
- The material can support medicinal-chemistry analog preparation and process-development feasibility studies.
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 3'-Azido-3'-deoxyadenosine or its named chemical feature. Broader product-family guidance is maintained on the category page.
Related products
3'-NH₂-ddA
Amino-modified Nucleosides · CAS: 7403-25-0
BX-MN-00073'-NH₂-ddC
Amino-modified Nucleosides · CAS: 84472-90-2
BX-MN-00083'-NH₂-ddG
Amino-modified Nucleosides · CAS: 66323-49-7
BX-MN-00093'-NH₂-ddT
Amino-modified Nucleosides · CAS: 52450-18-7
BX-MN-01762-NH₂-rA
Amino-modified Nucleosides · CAS: 2096-10-8
BX-AMN-00026-Amino-4-methoxy-1-(2-deoxy-3,5-di-O-(p-toluoyl)--D-ribofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine
Amino-modified Nucleosides · CAS: 100644-68-6
Frequently asked questions
Can the package size for 3'-Azido-3'-deoxyadenosine be customized?
Yes. Share the initial quantity, expected future scale, delivery timeline and packaging preference for review.
What information should be included in a quote request?
Quote catalog number BX-AMN-0222 and CAS 58699-62-0, the intended research workflow, required quantity and any additional HPLC, MS or NMR documentation needed.
Product-relevant literature
The publications below discuss 3'-Azido-3'-deoxyadenosine or the named structural feature represented by this product.
- Click chemistry with nucleic acids review
- Modified nucleosides and nucleotides via click chemistry
- Synthesis of 3'-triazoyl-dinucleotides as precursors of stable Phe-tRNA(Phe) and Leu-tRNA(Leu) analogues. (2014)
- Synthesis of aminoacylated N(6),N(6)-dimethyladenosine solid support for efficient access to hydrolysis-resistant 3'-charged tRNA mimics. (2014)
- Efficient access to nonhydrolyzable initiator tRNA based on the synthesis of 3'-azido-3'-deoxyadenosine RNA. (2010)
- Investigation of reactions postulated to occur during inhibition of ribonucleotide reductases by 2'-azido-2'-deoxynucleotides. (2012)