2'-O-TBDMS-Cytidine (Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C52H66N5O9PSi
- PM
- 964.2
- Pureté
- >98.5% (HPLC)
2'-O-TBDMS-Cytidine (Bz) CE Phosphoramidite is the fully protected cytidine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N4-benzoylcytidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65014 is identified by CAS 118380-84-0, molecular formula C52H66N5O9PSi, molecular weight 964.2, PubChem CID 11029435, and InChIKey VWNXEDLLHIFAOL-YOVDOAOFSA-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 N4-benzoyl base group is removed at final deprotection.
Synonymes
DMT-2'-O-TBDMS-rC(Bz) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine 3'-CE phosphoramidite
Identité et spécifications
| Catalog No. | CH65014 |
| CAS No. | 118380-84-0 |
| Molecular Formula | C52H66N5O9PSi |
| Molecular Weight | 964.2 |
| PubChem CID | 11029435 |
| InChIKey | VWNXEDLLHIFAOL-YOVDOAOFSA-N |
| Purity | >98.5% (HPLC) |
Caractéristiques techniques
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Cytosine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N4-Benzoyl
- Packaging
- 100 mg; 250 mg; 1 g; 10 g; 100 g; 500 g; Custom packaging on request
- Physical form
- solid
Contexte d’application
- 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.
- N4-benzoyl base protection: the benzoyl 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 11029435
PubChem · CID 11029435
Questions fréquentes
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 N4-benzoyl base protection (removed at final deprotection).
How does it differ from the 2'-O-TBDMS-rC(Ac) phosphoramidite?
Both are 2'-O-TBDMS cytidine RNA amidites, but this one uses an N4-benzoyl base protection rather than acetyl. The acetyl amidite is cataloged separately.
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