3'-NH-Trt-2',3'-ddT 5'-CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C38H46N5O5P
- PM
- 683.8
- Pureté
- >=98%
3'-NH-Trt-2',3'-ddT 5'-CE Phosphoramidite is a building block for N3'→P5' phosphoramidate oligonucleotide chemistry: a 3'-tritylamino-2',3'-dideoxythymidine carrying a 5'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 195375-68-9, molecular formula C38H46N5O5P, molecular weight 683.8, PubChem CID 11104401, and InChIKey DVCDDVDHERUJQD-KBUNAWGSSA-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. Thymine has no exocyclic amine, so no base protecting group is needed.
Synonymes
3'-amino-3'-deoxythymidine 5'-CE phosphoramidite, 3'-N-trityl; N3'->P5' phosphoramidate T building block
Identité et spécifications
| Catalog No. | CH65127 |
| CAS No. | 195375-68-9 |
| Molecular Formula | C38H46N5O5P |
| Molecular Weight | 683.8 |
| PubChem CID | 11104401 |
| InChIKey | DVCDDVDHERUJQD-KBUNAWGSSA-N |
| Purity | >=98% |
Conditions de stockage
-20 C
Caractéristiques techniques
- Monomer class
- 3'-NH-Trt reverse CE phosphoramidite
- Nucleobase
- Thymine
- Base protection
- None required
- Linkage role
- N3'-to-P5' phosphoramidate
- Grade
- N (Normal)
- Packaging
- 10 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 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; thymine needs no base protection.
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 11104401
PubChem · CID 11104401
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.
Why does this monomer need no base protecting group?
The base is thymine, which has no reactive exocyclic amine, so no base protection is required. The 3'-amino group (which becomes part of the phosphoramidate linkage) is protected by a trityl group during synthesis.
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