3'-NH-Trt-2',3'-ddA (dmf) 5'-CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C41H50N9O3P
- PM
- 747.9
- Pureté
- 99.98%
3'-NH-Trt-2',3'-ddA (dmf) 5'-CE Phosphoramidite is a building block for N3'→P5' phosphoramidate oligonucleotide chemistry: a 3'-tritylamino-2',3'-dideoxyadenosine with N6-dimethylformamidine protection and a 5'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 1644649-86-4, molecular formula C41H50N9O3P, molecular weight 747.9, PubChem CID 123695624, and InChIKey GYBKIQYITQGOTA-UHFFFAOYSA-N.
Unlike a standard amidite, the 3'-position carries a trityl-protected primary amine in place of the 3'-hydroxyl, and the phosphoramidite is on the 5'-position as a reverse amidite. During synthesis, the incoming monomer's 5'-phosphoramidite couples to the 3'-amino group of the growing chain, forming a P-N phosphoramidate bond (an N3'→P5' linkage) instead of the natural phosphodiester. Cited phosphoramidate literature reports nuclease-hydrolysis, duplex-stability, and RNA-like C3'-endo conformation context for this backbone class. The dmf group protects the adenine N6 amine and is removed during final deprotection.
Synonymes
3'-amino-3'-deoxy-2'-deoxyadenosine(dmf) 5'-CE phosphoramidite, 3'-N-trityl; N3'->P5' phosphoramidate A building block
Identité et spécifications
| Catalog No. | CH65124 |
| CAS No. | 1644649-86-4 |
| Molecular Formula | C41H50N9O3P |
| Molecular Weight | 747.9 |
| PubChem CID | 123695624 |
| InChIKey | GYBKIQYITQGOTA-UHFFFAOYSA-N |
| Purity | 99.98% |
Conditions de stockage
-20 C
Caractéristiques techniques
- Monomer class
- 3'-NH-Trt reverse CE phosphoramidite
- Nucleobase
- Adenine
- Base protection
- N6-dimethylformamidine
- Linkage role
- N3'-to-P5' phosphoramidate
- Grade
- analytical grade
- Packaging
- 10 mg; 50 mg; 100 mg; 250 mg; 1 g; 5 g; 10 g; 50 g; 100 g; 500 g; 1 kg; 20 kg; Custom packaging on request
- Physical form
- solid
- Stability
- powder: 3 years; in solvent: 1 year
Contexte d’application
- N3'→P5' phosphoramidate linkage: the 3'-amino group couples to the next residue's 5'-phosphorus, forming a P-N phosphoramidate bond in place of a phosphodiester.
- Reverse (5'-)amidite: the phosphoramidite is on the 5'-position and the 3'-amine is trityl-protected, so chain assembly runs in the 5'→3' sense for this chemistry.
- Backbone literature context: cited N3'→P5' phosphoramidate literature reports nuclease-hydrolysis, duplex-stability, and RNA-like C3'-endo conformation context; the dmf group protects the adenine N6 amine.
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 123695624
PubChem · CID 123695624
Questions fréquentes
What is an N3'→P5' phosphoramidate?
It is a modified backbone linkage in which the phosphorus joins the 3'-nitrogen of one nucleoside to the 5'-oxygen of the next (a P-N bond), instead of the natural 3'-oxygen phosphodiester. It is built from 3'-amino-3'-deoxy nucleosides like this one.
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