2'-O-TBDMS-Guanosine (dmf) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C49H67N8O8PSi
- PM
- 955.2
- Pureté
- >=98.0% (HPLC)
2'-O-TBDMS-Guanosine (dmf) CE Phosphoramidite is the fully protected guanosine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N2-dimethylformamidine-guanosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65015 is identified by CAS 149559-87-5, molecular formula C49H67N8O8PSi, molecular weight 955.2, and supplier-resolved stereochemical InChIKey RQXRLANMGPTUJP-MVEMIKKVSA-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 N2-dmf base group is removed at final deprotection.
Synonymes
DMT-2'-O-TBDMS-rG(dmf) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N2-dmf-guanosine 3'-CE phosphoramidite
Identité et spécifications
| Catalog No. | CH65015 |
| CAS No. | 149559-87-5 |
| Molecular Formula | C49H67N8O8PSi |
| Molecular Weight | 955.2 |
| PubChem CID | 169545671 (non-stereochemical cross-reference) |
| Stereochemical InChIKey | RQXRLANMGPTUJP-MVEMIKKVSA-N |
| Purity | >=98.0% (HPLC) |
Conditions de stockage
-20 C; dry, inert atmosphere
Caractéristiques techniques
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Guanine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N2-Dimethylaminomethylene (dmf)
- Grade
- N (Normal)
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; 1 kg; 5 kg; Custom packaging on request
- Water content
- K.F. <=0.20% w/w
- Physical form
- white to light yellow powder
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.
- N2-dmf base protection: the dimethylformamidine group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.
Ressources techniques associées
Sources publiques
- RNA "G" phosphoramidite | PubChem CID 172907638
- 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
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 N2-dimethylformamidine (dmf) base protection (removed at final deprotection).
How does it differ from the 2'-O-TBDMS-rG(iBu) phosphoramidite?
Both are 2'-O-TBDMS guanosine RNA amidites, but this one uses an N2-dimethylformamidine (dmf) base protection rather than isobutyryl. The isobutyryl amidite is cataloged separately.
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