5'-O-DMT-N6-benzoyl-2'-deoxyadenosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
製品概要
クイックビュー
- 製品ファミリー
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- 分子式
- C38H35N5O6
- 分子量
- 657.72
- 純度
- >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.
別名
5'-O-DMT-N6-benzoyl-2'-deoxyadenosine; 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-dA; DMT-dABz
同定情報と仕様
| 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) |
保管条件
2-8 C
技術属性
- 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
用途情報
- 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.
関連技術資料
公開情報源
- 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化合物 2724489
PubChem · CID 2724489
よくある質問
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.
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