2'-O-TBDMS-Uridine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Resumen del producto
Vista rápida
- Familia de productos
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C45H61N4O9PSi
- PM
- 861.0
- Pureza
- 100% (NMR)
2'-O-TBDMS-Uridine CE Phosphoramidite is the uridine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-uridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65013 is identified by CAS 118362-03-1, molecular formula C45H61N4O9PSi, molecular weight 861.0, PubChem CID 10898199, and InChIKey SKNLXHRBXYGJOC-ZMHKPELYSA-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, and the 2'-O-TBDMS protects the ribose 2'-hydroxyl. Because uracil has no exocyclic amine, no base protecting group is required.
Sinónimos
DMT-2'-O-TBDMS-rU phosphoramidite; 5'-O-DMT-2'-O-TBDMS-uridine 3'-CE phosphoramidite
Identidad y especificaciones
| Catalog No. | CH65013 |
| CAS No. | 118362-03-1 |
| Molecular Formula | C45H61N4O9PSi |
| Molecular Weight | 861.0 |
| PubChem CID | 10898199 |
| InChIKey | SKNLXHRBXYGJOC-ZMHKPELYSA-N |
| Purity | 100% (NMR) |
Condiciones de almacenamiento
-20 C; dry, inert atmosphere
Atributos técnicos
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Uracil
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- Unprotected
- Grade
- N (Normal)
- Packaging
- 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; Custom packaging on request
- Water content
- K.F. <=0.20% w/w
- Physical form
- white to light yellow powder
- Stability
- Manufactured 2023-10-24; retest 2027-04-26; expiry 2027-10-23
Contexto de aplicación
- 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.
- No base protection needed: uracil has no exocyclic amine, so this monomer requires no base protecting group.
Recursos técnicos relacionados
Fuentes públicas
- 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
- Compuesto de PubChem 10898199
PubChem · CID 10898199
Preguntas frecuentes
Why does the uridine RNA phosphoramidite have no base protecting group?
Uracil has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group (removed each cycle), the 2'-O-TBDMS group (protects the ribose 2'-hydroxyl), and the 3'-phosphoramidite coupling group.
How does it relate to 5'-O-DMT-2'-O-TBDMS-uridine?
It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The precursor is cataloged separately.
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