5'-O-DMT-2'-O-TBDMS-N4-acetylcytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C38H47N3O8Si
- PM
- 701.9
- Pureté
- 99.80% (LC-MS)
5'-O-DMT-2'-O-TBDMS-N4-acetylcytidine is cytidine carrying three protecting groups: a 5'-O-(4,4'-dimethoxytrityl) (DMT) group, a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group, and an N4-acetyl base-protecting group. CH64111 is identified by CAS 121058-85-3, molecular formula C38H47N3O8Si, molecular weight 701.9, PubChem CID 11136250, and InChIKey ZFRWPAYPCFTQHK-HYGOWAQNSA-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-acetyl group masks the cytosine exocyclic amine and is removed at final deprotection.
Synonymes
5'-O-DMT-2'-O-TBDMS-N4-acetylcytidine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N4-Ac-rC; DMT-2'-TBDMS-rC(Ac)
Identité et spécifications
| Catalog No. | CH64111 |
| CAS No. | 121058-85-3 |
| Molecular Formula | C38H47N3O8Si |
| Molecular Weight | 701.9 |
| PubChem CID | 11136250 |
| InChIKey | ZFRWPAYPCFTQHK-HYGOWAQNSA-N |
| Purity | 99.80% (LC-MS) |
Conditions de stockage
2-8 C
Caractéristiques techniques
- Nucleobase
- Cytosine
- 5'-O protection
- DMT (dimethoxytrityl)
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N4-Acetyl
- Packaging
- 100 mg; 500 mg; 1 g; 5 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
- User-prepared stock solution: 6 months at -80 C or 1 month at -20 C; protect from light
Contexte d’application
- 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-acetyl base protection: the acetyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection.
Ressources techniques associées
Sources publiques
- 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
- Composé PubChem 11136250
PubChem · CID 11136250
Questions fréquentes
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-acetyl group protects the cytosine exocyclic amine, removed at final deprotection.
How does it differ from 5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine?
Both are 5'-O-DMT-2'-O-TBDMS-protected cytidines with a protected cytosine N4-amine, but this one uses an acetyl group rather than benzoyl. The benzoyl form is cataloged separately.
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