5'-O-DMT-N4-acetyl-2'-O-methylcytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C33H35N3O8
- MW
- 601.6
- Reinheit
- >=99%
5'-O-DMT-N4-acetyl-2'-O-methylcytidine is 2'-O-methylcytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-acetyl base-protecting group. CH64121 is identified by CAS 199593-08-3, molecular formula C33H35N3O8, molecular weight 601.6, PubChem CID 70700566, and InChIKey FINUHOJILDNELQ-PMFUCWTESA-N.
It is a 2'-OMe-modified RNA phosphoramidite precursor context: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the N4-acetyl group masks the cytosine exocyclic amine and is removed at final deprotection. In the cited literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity.
Synonyme
5'-O-DMT-N4-acetyl-2'-O-methylcytidine; 5'-O-DMT-2'-OMe-rC(Ac); DMT-2'-OMe-rC(Ac)
Identität und Spezifikationen
| Catalog No. | CH64121 |
| CAS No. | 199593-08-3 |
| Molecular Formula | C33H35N3O8 |
| Molecular Weight | 601.6 |
| PubChem CID | 70700566 |
| InChIKey | FINUHOJILDNELQ-PMFUCWTESA-N |
| Purity | >=99% |
Lagerbedingungen
2-8 C
Technische Merkmale
- Nucleobase
- Cytosine
- 5'-O protection
- DMT (dimethoxytrityl)
- Sugar modification
- 2'-O-Methyl
- Base protection
- N4-Acetyl
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 250 g; 500 g; 1 kg; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white to off-white powder
- Stability
- Powder: 3 years at -20 C; 2 years at 4 C; in solvent: 6 months at -80 C; 1 month at -20 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 RNA chain-elongation cycle.
- 2'-OMe sugar modification: cited literature discusses 2'-O-methyl residues in relation to nuclease resistance and RNA affinity.
- N4-acetyl base protection: the acetyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection.
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 70700566
PubChem · CID 70700566
Häufig gestellte Fragen
How does it differ from 5'-O-DMT-N4-benzoyl-2'-O-methylcytidine?
Both are 5'-O-DMT-protected 2'-O-methylcytidines 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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