5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C44H49N5O7Si
- MW
- 788.0
- Reinheit
- 99.02%
5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine is adenosine carrying three protecting groups: a 5'-O-(4,4'-dimethoxytrityl) (DMT) group, a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group, and an N6-benzoyl base-protecting group. CH64110 is identified by CAS 81265-93-2, molecular formula C44H49N5O7Si, molecular weight 788.0, PubChem CID 13871229, and InChIKey DAZIGOPASNJPCJ-GNECSJIWSA-N.
It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis, and the N6-benzoyl group masks the adenine exocyclic amine and is removed at final deprotection.
Synonyme
5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N6-Bz-rA; DMT-2'-TBDMS-rA(Bz)
Identität und Spezifikationen
| Catalog No. | CH64110 |
| CAS No. | 81265-93-2 |
| Molecular Formula | C44H49N5O7Si |
| Molecular Weight | 788.0 |
| PubChem CID | 13871229 |
| InChIKey | DAZIGOPASNJPCJ-GNECSJIWSA-N |
| Purity | 99.02% |
Lagerbedingungen
2-8 C
Technische Merkmale
- Nucleobase
- Adenine
- 5'-O protection
- DMT (dimethoxytrityl)
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N6-Benzoyl
- Packaging
- 5 mg; 250 mg; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white to off-white powder
- Stability
- 3 years at -20 C
Anwendungskontext
- 5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each RNA chain-elongation cycle.
- 2'-O-TBDMS 2'-OH protection: the tert-butyldimethylsilyl group protects the ribose 2'-hydroxyl during solid-phase RNA 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 13871229
PubChem · CID 13871229
Häufig gestellte Fragen
What do the three protecting groups on this adenosine do?
The 5'-O-DMT group is an acid-labile 5'-hydroxyl protection removed at the start of each RNA chain-elongation cycle; the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis; and the N6-benzoyl group protects the adenine exocyclic amine, removed at final deprotection.
How does it differ from 5'-O-DMT-N6-benzoyl-2'-deoxyadenosine?
This is the ribonucleoside form with a 2'-hydroxyl protected as a 2'-O-TBDMS ether (for RNA synthesis), whereas the deoxy version has no 2'-OH. The 2'-deoxy form is cataloged separately.
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