2'-Deoxyadenosine (Bz) CE Reverse Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Resumen del producto
Vista rápida
- Familia de productos
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C47H52N7O7P
- PM
- 857.9
- Pureza
- >=98.0% (HPLC)
2'-Deoxyadenosine (Bz) CE Reverse Phosphoramidite is the reverse-orientation 2'-deoxyadenosine building block for DNA synthesis: N6-benzoyl-2'-deoxyadenosine with a 3'-O-(4,4'-dimethoxytrityl) group and a 5'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65050 is identified by CAS 140712-82-9, molecular formula C47H52N7O7P, molecular weight 857.9, PubChem CID 17998961, and InChIKey JMABKCCHUAJFJE-AKWFTNRHSA-N.
Unlike a standard amidite (DMT on 5', phosphoramidite on 3'), the reverse amidite has the DMT on the 3'-hydroxyl and the phosphoramidite on the 5'-hydroxyl, so chain elongation proceeds in the 5'→3' direction. The acid-labile 3'-DMT is removed each cycle, and the N6-benzoyl base group is removed at final deprotection.
Sinónimos
reverse DMT-dA(Bz) phosphoramidite; 3'-O-DMT-N6-benzoyl-2'-deoxyadenosine 5'-CE phosphoramidite
Identidad y especificaciones
| Catalog No. | CH65050 |
| CAS No. | 140712-82-9 |
| Molecular Formula | C47H52N7O7P |
| Molecular Weight | 857.9 |
| PubChem CID | 17998961 |
| InChIKey | JMABKCCHUAJFJE-AKWFTNRHSA-N |
| Purity | >=98.0% (HPLC) |
Condiciones de almacenamiento
-20 C
Atributos técnicos
- Monomer class
- Reverse DNA CE phosphoramidite
- Nucleobase
- Adenine
- DMT position
- 3'-O
- Coupling position
- 5'-O phosphoramidite
- Grade
- N (Normal)
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 100 g; Custom packaging on request
- Water content
- <=0.5%
- Physical form
- white to off-white powder
- Stability
- same in solution as standard dA phosphoramidite
Contexto de aplicación
- 5'→3' DNA coupling monomer: the 5'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive coupling group, so oligonucleotides grow in the 5'→3' direction (reverse of standard synthesis).
- 3'-DMT protection: the acid-labile 4,4'-dimethoxytrityl group is on the 3'-hydroxyl and 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 17998961
PubChem · CID 17998961
Preguntas frecuentes
What makes this a 'reverse' phosphoramidite?
In a standard amidite the DMT is on the 5'-hydroxyl and the phosphoramidite on the 3'-hydroxyl. Here they are swapped — 3'-DMT and 5'-phosphoramidite — so the oligonucleotide is assembled in the 5'→3' direction instead of the usual 3'→5'.
How does it relate to the standard 2'-deoxyadenosine (Bz) phosphoramidite?
It has the same N6-benzoyl-2'-deoxyadenosine core but the DMT and phosphoramidite are on the opposite hydroxyls (3' vs 5'). The standard (3'-phosphoramidite) dA(Bz) amidite is cataloged separately.
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