2'-F-Uridine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C39H46FN4O8P
- PM
- 748.8
- Pureté
- 99.5%
2'-F-Uridine CE Phosphoramidite is the 2'-fluoro uridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxyuridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65029 is identified by CAS 146954-75-8, molecular formula C39H46FN4O8P, molecular weight 748.8, PubChem CID 9810693, and InChIKey HQHQPAYRJJMYQX-DJTPZYMWSA-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 uracil 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.
Synonymes
DMT-2'-F-rU phosphoramidite; 5'-O-DMT-2'-fluoro-2'-deoxyuridine 3'-CE phosphoramidite
Identité et spécifications
| Catalog No. | CH65029 |
| CAS No. | 146954-75-8 |
| Molecular Formula | C39H46FN4O8P |
| Molecular Weight | 748.8 |
| PubChem CID | 9810693 |
| InChIKey | HQHQPAYRJJMYQX-DJTPZYMWSA-N |
| Purity | 99.5% |
Conditions de stockage
-20 C
Caractéristiques techniques
- Monomer class
- 2'-fluoro RNA CE phosphoramidite
- Nucleobase
- Uracil
- Sugar modification
- 2'-Fluoro-2'-deoxy
- Base protection
- Unprotected
- Packaging
- 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; 1 mL x 10 mM in DMSO; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=0.3%
- Physical form
- white to off-white powder
- Stability
- stable under recommended storage conditions
Contexte d’application
- 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: uracil has no exocyclic amine, so this monomer requires no base protecting group (only the acid-labile 5'-DMT, removed each cycle).
Ressources techniques associées
Sources publiques
- 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
- Composé PubChem 9810693
PubChem · CID 9810693
Questions fréquentes
Why does the 2'-F-uridine phosphoramidite have no base protecting group?
Uracil 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 relate to 5'-O-DMT-2'-fluoro-2'-deoxyuridine?
It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The precursor is cataloged separately.
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