5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C43H49N3O8Si
- MW
- 763.9
- Reinheit
- >=99%
5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine is cytidine carrying three protecting groups: a 5'-O-(4,4'-dimethoxytrityl) (DMT) group, a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group, and an N4-benzoyl base-protecting group. CH64115 is identified by CAS 81256-87-3, molecular formula C43H49N3O8Si, molecular weight 763.9, PubChem CID 11029064, and InChIKey AOXWVTIMEGOVNF-PKGPUZNISA-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 N4-benzoyl group masks the cytosine exocyclic amine and is removed at final deprotection.
Synonyme
5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N4-Bz-rC; DMT-2'-TBDMS-rC(Bz)
Identität und Spezifikationen
| Catalog No. | CH64115 |
| CAS No. | 81256-87-3 |
| Molecular Formula | C43H49N3O8Si |
| Molecular Weight | 763.9 |
| PubChem CID | 11029064 |
| InChIKey | AOXWVTIMEGOVNF-PKGPUZNISA-N |
| Purity | >=99% |
Lagerbedingungen
2-8 C
Technische Merkmale
- Nucleobase
- Cytosine
- 5'-O protection
- DMT (dimethoxytrityl)
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N4-Benzoyl
- Packaging
- 100 mg; 200 mg; 500 mg; 1 g; 5 g; 10 g; 50 g; 100 g; 250 g; 500 g; 1 mL; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=1.0%
- Physical form
- white to off-white powder
- Stability
- 2 years at 2-8 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.
- N4-benzoyl base protection: the benzoyl group masks the cytosine 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 11029064
PubChem · CID 11029064
Häufig gestellte Fragen
What do the three protecting groups on this cytidine 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 N4-benzoyl group protects the cytosine exocyclic amine, removed at final deprotection.
How does it differ from 5'-O-DMT-2'-O-TBDMS-N4-acetylcytidine?
Both are 5'-O-DMT-2'-O-TBDMS-protected cytidines with a protected cytosine N4-amine, but this one uses a benzoyl group rather than acetyl. The acetyl form is cataloged separately.
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