5'-O-DMT-N4-acetyl-2'-deoxycytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C32H33N3O7
- MW
- 571.62
- Reinheit
- 99%
5'-O-DMT-N4-acetyl-2'-deoxycytidine is 2'-deoxycytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-acetyl base-protecting group. CH64103 is identified by CAS 100898-63-3, molecular formula C32H33N3O7, molecular weight 571.62, PubChem CID 11146222, and InChIKey FHZQVUQHQIUSPM-PKZQBKLLSA-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-acetyl group masks the cytosine exocyclic amine and is removed at final deprotection.
Synonyme
5'-O-DMT-N4-acetyl-2'-deoxycytidine; 5'-O-(4,4'-dimethoxytrityl)-N4-acetyl-dC; DMT-dCAc
Identität und Spezifikationen
| Catalog No. | CH64103 |
| CAS No. | 100898-63-3 |
| Molecular Formula | C32H33N3O7 |
| Molecular Weight | 571.62 |
| PubChem CID | 11146222 |
| InChIKey | FHZQVUQHQIUSPM-PKZQBKLLSA-N |
| Purity | 99% |
Lagerbedingungen
2-8 C; tightly closed; protect from light and humidity
Technische Merkmale
- Nucleobase
- Cytosine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N4-Acetyl
- Grade
- N (Normal)
- Packaging
- 1 g; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white off-white to faint yellow powder
- Stability
- Powder: 2 years at 2-8 C; prepared stock solution: 6 months at -20 C or 1 year at -80 C
Anwendungskontext
- 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-acetyl base protection: the acetyl 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.
Zugehörige technische Ressourcen
Öffentliche Quellen
- 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-Verbindung 11146222
PubChem · CID 11146222
Häufig gestellte Fragen
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-acetyl group protects the cytosine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from 5'-O-DMT-N4-benzoyl-2'-deoxycytidine?
Both are 5'-O-DMT-protected 2'-deoxycytidines with a protected cytosine N4-amine, but this one uses an acetyl group rather than benzoyl. The benzoyl form is cataloged separately.
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