5'-O-DMT-N4-benzoyl-2'-deoxycytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Resumen del producto
Vista rápida
- Familia de productos
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C37H35N3O7
- PM
- 633.69
- Pureza
- >99.0% (HPLC)
5'-O-DMT-N4-benzoyl-2'-deoxycytidine is 2'-deoxycytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-benzoyl base-protecting group. CH64100 is identified by CAS 67219-55-0, molecular formula C37H35N3O7, molecular weight 633.69, PubChem CID 2724490, and InChIKey MYSNCIZBPUPZMQ-VOTWKOMSSA-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 N4-benzoyl group masks the cytosine exocyclic amine and is removed at final deprotection.
Sinónimos
5'-O-DMT-N4-benzoyl-2'-deoxycytidine; 5'-O-(4,4'-dimethoxytrityl)-N4-benzoyl-dC; DMT-dCBz
Identidad y especificaciones
| Catalog No. | CH64100 |
| CAS No. | 67219-55-0 |
| Molecular Formula | C37H35N3O7 |
| Molecular Weight | 633.69 |
| PubChem CID | 2724490 |
| InChIKey | MYSNCIZBPUPZMQ-VOTWKOMSSA-N |
| Purity | >99.0% (HPLC) |
Condiciones de almacenamiento
2-8 C; keep dark and dry
Atributos técnicos
- Nucleobase
- Cytosine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N4-Benzoyl
- Packaging
- 1 g; 5 g; 1 g in glass bottle with plastic insert; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white off-white to faint-yellow powder
Contexto de aplicación
- 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.
- N4-benzoyl base protection: the benzoyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection.
- Phosphoramidite precursor context: a doubly protected 2'-deoxycytidine precursor toward DNA phosphoramidite building blocks.
Recursos técnicos relacionados
Fuentes públicas
- 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
- Compuesto de PubChem 2724490
PubChem · CID 2724490
Preguntas frecuentes
What do the two protecting groups on this deoxycytidine 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 N4-benzoyl group protects the cytosine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from N4-benzoyl-2'-deoxycytidine?
Both carry an N4-benzoyl-protected cytosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl. N4-benzoyl-2'-deoxycytidine (without DMT) is cataloged separately.
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