2'-OMe-5-Methyluridine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C41H51N4O9P
- MW
- 774.8
- Reinheit
- >99% (NMR)
2'-OMe-5-Methyluridine CE Phosphoramidite is the 2'-O-methyl 5-methyluridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-5-methyluridine (5-methyluracil base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65025 is identified by CAS 153631-20-0, molecular formula C41H51N4O9P, molecular weight 774.8, PubChem CID 10327870, and InChIKey GMJRPRHRYILEOK-VNZAIEIISA-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 5-methyluracil base has no exocyclic amine, no base protecting group is required. In the cited literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity.
Synonyme
DMT-2'-OMe-5Me-rU phosphoramidite; 5'-O-DMT-2'-O-methyl-5-methyluridine 3'-CE phosphoramidite
Identität und Spezifikationen
| Catalog No. | CH65025 |
| CAS No. | 153631-20-0 |
| Molecular Formula | C41H51N4O9P |
| Molecular Weight | 774.8 |
| PubChem CID | 10327870 |
| InChIKey | GMJRPRHRYILEOK-VNZAIEIISA-N |
| Purity | >99% (NMR) |
Lagerbedingungen
-20 C
Technische Merkmale
- Monomer class
- 2'-O-methyl RNA CE phosphoramidite
- Nucleobase
- 5-Methyluracil
- Sugar modification
- 2'-O-Methyl
- Base protection
- Unprotected
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 100 g; Custom packaging on request
- Physical form
- solid
- Stability
- >=4 years
Anwendungskontext
- 2'-OMe 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'-OMe sugar modification: cited 2'-O-methyl oligonucleotide literature discusses nuclease resistance and RNA affinity.
- No base protection needed: the 5-methyluracil 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 10327870
PubChem · CID 10327870
Häufig gestellte Fragen
Why does this 2'-OMe amidite have no base protecting group?
Its base is 5-methyluracil, which 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-5-methyl-2'-O-methyluridine?
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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