Modified Nucleosides
3'-beta-C-ethynyl-N6-(m-methoxybenzyl)adenosine
Quick view. An adenosine nucleoside bearing beta-C-ethynyl and N6-(m-methoxybenzyl) substitutions. 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-N6-(m-methoxybenzyl)adenosine is classified as modified nucleosides (Formula C20H21N5O5; molecular weight 411.40 g/mol).
3'-beta-C-ethynyl-N6-(m-methoxybenzyl)adenosine 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-N6-(m-methoxybenzyl)adenosine, 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 | ITSMNLCICYQGDF-HIBPSGHXSA-N |
|---|---|
| InChI | InChI=1S/C20H21N5O5/c1-3-20(28)14(9-26)30-19(16(20)27)25-11-24-15-17(22-10-23-18(15)25)21-8-12-5-4-6-13(7-12)29-2/h1,4-7,10-11,14,16,19,26-28H,8-9H2,2H3,(H,21,22,23)/t14-,16+,19-,20-/m1/s1 |
| SMILES | COC1=CC=CC(=C1)CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@]([C@H](O4)CO)(C#C)O)O |
| Canonical SMILES | COC1=CC=CC(=C1)CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@]([C@H](O4)CO)(C#C)O)O |
| PubChem CID | 170902775 |
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.
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.
These points describe 3'-beta-C-ethynyl-N6-(m-methoxybenzyl)adenosine 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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