2'-OMe-Inosine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C41H49N6O8P
- MW
- 784.8
- Reinheit
- >=98.0% (HPLC)
2'-OMe-Inosine CE Phosphoramidite is the 2'-O-methyl inosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-methylinosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65022 is identified by CAS 128219-85-2, molecular formula C41H49N6O8P, molecular weight 784.8, PubChem CID 135742511, and InChIKey PVFNTYBGWVZMCX-HLHZJIEZSA-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. In the cited literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity.
Synonyme
DMT-2'-OMe-rI phosphoramidite; 5'-O-DMT-2'-O-methylinosine 3'-CE phosphoramidite
Identität und Spezifikationen
| Catalog No. | CH65022 |
| CAS No. | 128219-85-2 |
| Molecular Formula | C41H49N6O8P |
| Molecular Weight | 784.8 |
| PubChem CID | 135742511 |
| InChIKey | PVFNTYBGWVZMCX-HLHZJIEZSA-N |
| Purity | >=98.0% (HPLC) |
Lagerbedingungen
-20 C
Technische Merkmale
- Monomer class
- 2'-O-methyl RNA CE phosphoramidite
- Nucleobase
- Hypoxanthine
- Sugar modification
- 2'-O-Methyl
- Base protection
- Unprotected
- Grade
- N (Normal)
- Packaging
- 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; Custom packaging on request
- Water content
- <=0.20% by Karl Fischer
- Physical form
- white/off-white to faint yellow powder; free from visible foreign matter
- 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 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 135742511
PubChem · CID 135742511
Häufig gestellte Fragen
Why does the 2'-OMe-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'-O-TBDMS-inosine phosphoramidite?
This one has a 2'-O-methyl modification (a permanent methyl on the 2'-oxygen), whereas the 2'-O-TBDMS form protects the 2'-hydroxyl with a silyl group that is later removed. The 2'-O-TBDMS form is cataloged separately.
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