2'-dA (Bz) 3'-Succinate, Triethylammonium Salt
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C48H54N6O9
- MW
- 859.0
- Reinheit
- >=98% (HPLC)
2'-dA (Bz) 3'-Succinate, Triethylammonium Salt is a support-loading precursor for oligonucleotide synthesis: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine 3'-O-succinate, present as its triethylammonium salt. Its PubChem-backed identity includes CAS 402944-15-4, molecular formula C48H54N6O9, molecular weight 859.0, and PubChem CID 138375999.
Unlike a phosphoramidite, this reagent carries a 3'-O-succinate half-ester rather than a coupling group. The succinate is the conventional linker for attaching the 3'-terminal nucleoside to an amino-functionalized solid support (such as controlled-pore glass), so that chain assembly starts from this residue. The succinyl linkage is base-cleavable and is broken during deprotection to release the finished oligonucleotide; the 5'-DMT protects the 5'-hydroxyl and the N6-benzoyl group the adenine amine.
Synonyme
DMT-dA(Bz)-3'-succinate TEA salt; 5'-O-DMT-N6-Bz-2'-deoxyadenosine-3'-O-succinyl triethylammonium salt
Identität und Spezifikationen
| Catalog No. | CH65115 |
| CAS No. | 402944-15-4 |
| Molecular Formula | C48H54N6O9 (triethylammonium salt) |
| Molecular Weight | 859.0 |
| PubChem CID | 138375999 |
| InChIKey | UDGJPBOXKDHNLL-ROVOMQDHSA-N |
| Purity | >=98% (HPLC) |
Lagerbedingungen
-20 C; tightly closed; protected from humidity
Technische Merkmale
- Reagent class
- 3'-O-succinate support-loading precursor
- Terminal residue
- dA(Bz)
- Support linker
- Succinate half-ester
- Salt form
- Triethylammonium
- Grade
- N (Normal)
- Packaging
- 100 mg; 250 mg; 1 g; 5 g; 10 g; 50 g; 100 g; 500 g; 1 kg; 10 kg; Custom packaging on request
- Physical form
- white to yellow powder
Anwendungskontext
- 3'-terminal support loading: the 3'-O-succinate couples to an amino-functionalized solid support to immobilize the 3'-terminal dA(Bz) residue.
- Base-cleavable linker: the succinyl ester is cleaved during deprotection, releasing the finished oligonucleotide from the support.
- Standard protection: the 5'-DMT protects the 5'-hydroxyl (removed to start the first coupling) and the N6-benzoyl group protects the adenine amine.
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 138375999
PubChem · CID 138375999
Häufig gestellte Fragen
Is this a phosphoramidite?
No. It is a nucleoside 3'-O-succinate (a support-loading precursor), not a phosphoramidite. Its 3'-succinate half-ester is used to attach the 3'-terminal nucleoside to a solid support before chain assembly begins.
What is the succinate linker for?
The succinate couples the nucleoside to an amino-functionalized solid support (e.g. controlled-pore glass). It is a base-cleavable ester, so it is broken during deprotection to release the finished oligonucleotide.
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