2'-F-Inosine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C40H46FN6O7P
- MW
- 772.8
- Reinheit
- >=98.0% (HPLC)
2'-F-Inosine CE Phosphoramidite is the 2'-fluoro inosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxyinosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65032 is identified by CAS 2245842-16-2, molecular formula C40H46FN6O7P, molecular weight 772.8, PubChem CID 136240748, and InChIKey GNQYQPLUWSYXRR-YRGZVQMCSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain and the acid-labile 5'-DMT is removed each cycle. Because the hypoxanthine base has no exocyclic amine, no base protecting group is required. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
Synonyme
DMT-2'-F-rI phosphoramidite; 5'-O-DMT-2'-fluoro-2'-deoxyinosine 3'-CE phosphoramidite
Identität und Spezifikationen
| Catalog No. | CH65032 |
| CAS No. | 2245842-16-2 |
| Molecular Formula | C40H46FN6O7P |
| Molecular Weight | 772.8 |
| PubChem CID | 136240748 |
| InChIKey | GNQYQPLUWSYXRR-YRGZVQMCSA-N |
| Purity | >=98.0% (HPLC) |
Lagerbedingungen
-20 C
Technische Merkmale
- Monomer class
- 2'-fluoro RNA CE phosphoramidite
- Nucleobase
- Hypoxanthine
- Sugar modification
- 2'-Fluoro-2'-deoxy
- Base protection
- Unprotected
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 100 µmol; Custom packaging on request
- Physical form
- solid
- Stability
- >=4 years
Anwendungskontext
- 2'-F RNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase synthesis.
- 2'-Fluoro sugar modification: cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
- No base protection needed: the hypoxanthine base has no exocyclic amine, so this monomer requires no base protecting group (only the acid-labile 5'-DMT, removed each cycle).
Zugehörige technische Ressourcen
Öffentliche Quellen
- Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
- Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
- Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
- Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
- PubChem-Verbindung 136240748
PubChem · CID 136240748
Häufig gestellte Fragen
Why does the 2'-F-inosine phosphoramidite have no base protecting group?
The hypoxanthine base of inosine has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group, removed each cycle, and the 3'-phosphoramidite coupling group.
How does it differ from the 2'-OMe- or 2'-O-TBDMS-inosine phosphoramidites?
All three are inosine RNA amidites, but this one has a 2'-fluoro modification, whereas the others have a 2'-O-methyl or 2'-O-TBDMS group. Each is cataloged separately.
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