5'-O-DMT-N6-benzoyl-2'-deoxyadenosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C38H35N5O6
- MW
- 657.72
- Purity
- >99.0% (HPLC)
5'-O-DMT-N6-benzoyl-2'-deoxyadenosine is 2'-deoxyadenosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N6-benzoyl base-protecting group. CH64099 is identified by CAS 64325-78-6, molecular formula C38H35N5O6, molecular weight 657.72, PubChem CID 2724489, and InChIKey LPICNYATEWGYHI-WIHCDAFUSA-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 N6-benzoyl group masks the adenine exocyclic amine and is removed at final deprotection.
Synonyms
5'-O-DMT-N6-benzoyl-2'-deoxyadenosine; 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-dA; DMT-dABz
Identity and specifications
| Catalog No. | CH64099 |
| CAS No. | 64325-78-6 |
| Molecular Formula | C38H35N5O6 |
| Molecular Weight | 657.72 |
| PubChem CID | 2724489 |
| InChIKey | LPICNYATEWGYHI-WIHCDAFUSA-N |
| Purity | >99.0% (HPLC) |
Storage conditions
2-8 C
Technical attributes
- Nucleobase
- Adenine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N6-Benzoyl
- Packaging
- 100 mg; 10 g; 25 g; 50 g; 100 g; Custom packaging on request
- Water content
- <=2% (KF)
- Physical form
- white to off-white powder to crystalline powder
Application context
- 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-benzoyl base protection: the benzoyl 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.
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 2724489
PubChem · CID 2724489
Frequently Asked Questions
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-benzoyl group protects the adenine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from N6-benzoyl-2'-deoxyadenosine?
Both carry an N6-benzoyl-protected adenine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl. N6-benzoyl-2'-deoxyadenosine (without DMT) is cataloged separately.
Similar Products
Need Help with Material Selection?
CHEMOS can review product fit, target structure, route questions, analytical expectations, and project-specific supply needs.