Halogenated Nucleosides
9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-6-(naphthalen-1-yl)purine
Quick view. A 3'-deoxy-3'-fluoro, 6-(naphthalen-1-yl) purine nucleoside building block for structure-specific nucleoside and oligonucleotide synthesis research. CAS 1612191-92-0. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-6-(naphthalen-1-yl)purine is classified as halogenated nucleosides (Formula C20H17FN4O3; molecular weight 380.40).
9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-6-(naphthalen-1-yl)purine — Fluorinated, naphthyl-substituted purine nucleoside building block for structure-specific nucleoside and oligonucleotide synthesis research.
For 9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-6-(naphthalen-1-yl)purine, coupling, deprotection and biological performance remain sequence- and position-dependent.
Names and search terms
Confirmed or normalized name variants
- (2R,3S,4S,5R)-4-Fluoro-5-(hydroxymethyl)-2-(6-naphthalen-1-ylpurin-9-yl)oxolan-3-ol
Useful catalog search terms
- CAS 1612191-92-0
- PubChem CID 77844566
Physicochemical data
| PubChem CID | 77844566 |
|---|---|
| InChIKey | NIGTVFXKYSFLEA-YZDADXEPSA-N |
| IUPAC name | (2R,3S,4S,5R)-4-fluoro-5-(hydroxymethyl)-2-(6-naphthalen-1-ylpurin-9-yl)oxolan-3-ol |
| SMILES | C1=CC=C2C(=C1)C=CC=C2C3=C4C(=NC=N3)N(C=N4)[C@H]5[C@@H]([C@@H]([C@H](O5)CO)F)O |
| Sugar modification | 3'-deoxy-3'-fluoro |
| Purine substitution | 6-(naphthalen-1-yl) |
| InChI | InChI=1S/C20H17FN4O3/c21-15-14(8-26)28-20(18(15)27)25-10-24-17-16(22-9-23-19(17)25)13-7-3-5-11-4-1-2-6-12(11)13/h1-7,9-10,14-15,18,20,26-27H,8H2/t14-,15-,18-,20-/m1/s1 |
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
- 2′-fluoro motifs can improve nuclease resistance while preserving RNA-like geometry in many sequence contexts.
Method limitations
- Coupling, deprotection and biological performance remain sequence- and position-dependent.
These points describe 9-(3-Deoxy-3-fluoro-beta-D-ribofuranosyl)-6-(naphthalen-1-yl)purine 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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