5'-O-DMT-N6-phenoxyacetyl-2'-deoxyadenosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C39H37N5O7
- PM
- 687.74
- Pureté
- 99.62%
5'-O-DMT-N6-phenoxyacetyl-2'-deoxyadenosine is 2'-deoxyadenosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N6-phenoxyacetyl (PAc) base-protecting group. CH64108 is identified by CAS 110522-82-2, molecular formula C39H37N5O7, molecular weight 687.74, PubChem CID 13888002, and InChIKey JDJUQANHKJNEFT-VUHKNJSWSA-N.
It is a doubly protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, while the labile N6-phenoxyacetyl group masks the adenine exocyclic amine and is removed at final deprotection.
Synonymes
5'-O-DMT-N6-phenoxyacetyl-2'-deoxyadenosine; 5'-O-(4,4'-dimethoxytrityl)-N6-PAc-dA; DMT-dA(PAc)
Identité et spécifications
| Catalog No. | CH64108 |
| CAS No. | 110522-82-2 |
| Molecular Formula | C39H37N5O7 |
| Molecular Weight | 687.74 |
| PubChem CID | 13888002 |
| InChIKey | JDJUQANHKJNEFT-VUHKNJSWSA-N |
| Purity | 99.62% |
Conditions de stockage
2-8 C
Caractéristiques techniques
- Nucleobase
- Adenine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N6-Phenoxyacetyl (PAc)
- Packaging
- 100 mg; 200 mg; 500 mg; 1 mL; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=1.0%
- Physical form
- white to off-white powder
- Stability
- Powder: 2 years at 2-8 C; prepared stock solution: 6 months at -20 C or 1 year at -80 C
Contexte d’application
- 5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each oligonucleotide chain-elongation cycle.
- N6-phenoxyacetyl base protection: the labile PAc group masks the adenine exocyclic amine during synthesis and is removed at final deprotection.
- Phosphoramidite precursor context: a doubly protected 2'-deoxyadenosine precursor toward DNA phosphoramidite building blocks.
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 13888002
PubChem · CID 13888002
Questions fréquentes
What do the two protecting groups on this deoxyadenosine do?
The 5'-O-DMT (dimethoxytrityl) group is an acid-labile protection on the 5'-hydroxyl that is removed at the start of each oligonucleotide chain-elongation cycle; the N6-phenoxyacetyl (PAc) group is a labile protection on the adenine exocyclic amine, removed at final deprotection.
How does it differ from 5'-O-DMT-N6-benzoyl-2'-deoxyadenosine?
Both are 5'-O-DMT-protected 2'-deoxyadenosines with a protected adenine N6-amine, but this one uses a labile phenoxyacetyl (PAc) group rather than benzoyl. The benzoyl form is cataloged separately.
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