2'-Deoxyadenosine (Bz) CE Phosphoramidite
N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
Resumen del producto
Vista rápida
- Familia de productos
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- Nombre químico
- N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
- FM
- C47H52N7O7P
- PM
- 857.9
- Pureza
- 100% (HPLC)
2'-Deoxyadenosine (Bz) CE Phosphoramidite is the fully protected 2'-deoxyadenosine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65001 is identified by CAS 98796-53-3, molecular formula C47H52N7O7P, molecular weight 857.9, PubChem CID 9962711, and InChIKey GGDNKEQZFSTIMJ-AKWFTNRHSA-N.
Nucleoside phosphoramidites are coupling monomers used in automated solid-phase oligonucleotide synthesis. In this dA(Bz) amidite, 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 N6-benzoyl base group is removed at final deprotection.
Sinónimos
DMT-dA(Bz) Phosphoramidite; DMT-dA(bz)-CE phosphoramidite; N6-benzoyl-5'-O-DMT-2'-deoxyadenosine 3'-CE phosphoramidite
Identidad y especificaciones
| Catalog No. | CH65001 |
| CAS No. | 98796-53-3 |
| Molecular Formula | C47H52N7O7P |
| Molecular Weight | 857.9 |
| PubChem CID | 9962711 |
| InChIKey | GGDNKEQZFSTIMJ-AKWFTNRHSA-N |
| Purity | 100% (HPLC) |
Condiciones de almacenamiento
-20 C
Atributos técnicos
- Monomer class
- DNA CE phosphoramidite
- Nucleobase
- Adenine
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N6-Benzoyl
- Grade
- TheraPure; Standard grade
- Packaging
- 2 g; Custom packaging on request
- Water content
- <=0.3%
- Coupling efficiency
- spec >=98.0%; observed 98.6%
- Physical form
- White to pale yellow powder
- Stability
- Manufactured 2022-09-08; retest 2026-03-11; expiry 2026-09-07
Contexto de aplicación
- DNA 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 synthesis.
- 5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group is removed at the start of each chain-elongation cycle.
- N6-benzoyl base protection: the benzoyl group masks the adenine exocyclic amine during synthesis and is removed at final deprotection.
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 9962711
PubChem · CID 9962711
Preguntas frecuentes
What makes this a phosphoramidite building block?
It carries a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group, the reactive coupling group used in automated solid-phase DNA synthesis. It also has an acid-labile 5'-O-DMT group and N6-benzoyl base protection.
How does it relate to DMT-dA(Bz)?
It is the CE phosphoramidite form of 5'-O-DMT-N6-benzoyl-2'-deoxyadenosine. The 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite for chain coupling.
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