2'-O-TBDMS-Adenosine (Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C53H66N7O8PSi
- MW
- 988.2
- Reinheit
- 100.0% (NMR)
2'-O-TBDMS-Adenosine (Bz) CE Phosphoramidite is the fully protected adenosine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N6-benzoyladenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65010 is identified by CAS 104992-55-4, molecular formula C53H66N7O8PSi, molecular weight 988.2, PubChem CID 11355126, and InChIKey FFXHNCNNHASXCT-RFMFGJHUSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase RNA synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, the 2'-O-TBDMS protects the ribose 2'-hydroxyl, and the N6-benzoyl base group is removed at final deprotection.
Synonyme
DMT-2'-O-TBDMS-rA(Bz) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine 3'-CE phosphoramidite
Identität und Spezifikationen
| Catalog No. | CH65010 |
| CAS No. | 104992-55-4 |
| Molecular Formula | C53H66N7O8PSi |
| Molecular Weight | 988.2 |
| PubChem CID | 11355126 |
| InChIKey | FFXHNCNNHASXCT-RFMFGJHUSA-N |
| Purity | 100.0% (NMR) |
Lagerbedingungen
-20 C, dry inert atmosphere
Technische Merkmale
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Adenine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N6-Benzoyl
- Grade
- N (Normal)
- Packaging
- 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; Custom packaging on request
- Water content
- <=0.3%
- Physical form
- white to faint yellow powder
- Stability
- Manufactured 2024-01-17; retest 2027-07-20; expiry 2028-01-16
Anwendungskontext
- 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 RNA synthesis.
- 5'-DMT + 2'-O-TBDMS protection: the acid-labile 5'-DMT is removed each cycle, while the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during synthesis.
- N6-benzoyl base protection: the benzoyl group masks the adenine exocyclic amine during synthesis and is removed at final deprotection.
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 11355126
PubChem · CID 11355126
Häufig gestellte Fragen
What are the four functional groups on this RNA amidite?
A 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite (the reactive coupling group), an acid-labile 5'-O-DMT group (removed each cycle), a 2'-O-TBDMS group (protects the ribose 2'-hydroxyl), and an N6-benzoyl base protection (removed at final deprotection).
How does it relate to 5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine?
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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