3'-NH-Trt-2',3'-ddA (dmf) 5'-CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C41H50N9O3P
- MW
- 747.9
- Purity
- 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.
Synonyms
3'-amino-3'-deoxy-2'-deoxyadenosine(dmf) 5'-CE phosphoramidite, 3'-N-trityl; N3'->P5' phosphoramidate A building block
Identity and specifications
| 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% |
Storage conditions
-20 C
Technical attributes
- 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
Application context
- 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.
Related technical resources
Oligonucleotide Modification
Sugar, base, backbone, terminal, and conjugation modifications for ASO, siRNA, guide RNA, aptamer, and research or labeling oligo projects.
Oligonucleotide Synthesis
Support for modified monomers, supports, sulfurizing reagents, cap analogs, and related oligo synthesis inputs.
Public references
- 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
- PubChem Compound 123695624
PubChem · CID 123695624
Frequently Asked Questions
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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