2'-O-MOE-Uridine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C42H53N4O10P
- MW
- 804.9
- Reinheit
- >=98%
2'-O-MOE-Uridine CE Phosphoramidite is the 2'-O-methoxyethyl uridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)-uridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65038 is identified by CAS 163759-97-5, molecular formula C42H53N4O10P, molecular weight 804.9, PubChem CID 129896826, and InChIKey ZLOKLUONKGURQI-UAQIPLLRSA-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. In the cited structure and stability literature, 2'-O-MOE ribonucleosides/residues are discussed in RNA-affinity and nuclease-resistance studies and as flanking residues in gapmer antisense oligonucleotides.
Synonyme
DMT-2'-O-MOE-rU phosphoramidite; 5'-O-DMT-2'-O-MOE-uridine 3'-CE phosphoramidite
Identität und Spezifikationen
| Catalog No. | CH65038 |
| CAS No. | 163759-97-5 |
| Molecular Formula | C42H53N4O10P |
| Molecular Weight | 804.9 |
| PubChem CID | 129896826 |
| InChIKey | ZLOKLUONKGURQI-UAQIPLLRSA-N |
| Purity | >=98% |
Lagerbedingungen
-20 C
Technische Merkmale
- Monomer class
- 2'-O-MOE RNA CE phosphoramidite
- Nucleobase
- Uracil
- Sugar modification
- 2'-O-(2-Methoxyethyl) (MOE)
- Base protection
- Unprotected
- Grade
- N (Normal)
- Packaging
- 250 mg; 500 mg; 1 g; Custom packaging on request
- Water content
- <=0.5%
- Physical form
- white to off-white powder
- Stability
- >=4 years
Anwendungskontext
- 2'-MOE 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'-MOE sugar modification: cited structure and stability literature discusses 2'-O-MOE residues in RNA-affinity and nuclease-resistance studies and as gapmer flank residues.
- 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).
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 129896826
PubChem · CID 129896826
Häufig gestellte Fragen
Why does the 2'-MOE-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'-O-MOE-uridine?
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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