2'-O-NMA-5-Me-C (Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C50H59N6O10P
- MW
- 935.0
- Reinheit
- >=95%
2'-O-NMA-5-Me-C (Bz) CE Phosphoramidite is a 2'-modified RNA building block on a 5-methylcytosine base: 5'-O-(4,4'-dimethoxytrityl)-N4-benzoyl-5-methylcytidine with a 2'-O-[2-(methylamino)-2-oxoethyl] group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. It is identified by CAS 1025783-18-9, molecular formula C50H59N6O10P, molecular weight 935.0, PubChem CID 177788710, and InChIKey OABRWFIIVWCDDM-WBHVIXSUSA-N.
Two features combine: the base is 5-methylcytosine (a permanent 5-methyl base modification, with the exocyclic amine benzoyl-protected during synthesis), and the sugar carries the 2'-O-N-methylacetamide ("NMA") group (2'-O-CH2-C(=O)-NH-CH3), a permanent 2'-O-modification. The cited 2'-modification literature is used here as background for the 2'-position modification class, not as a standalone performance claim for this catalog item. The monomer couples through a standard 3'-phosphoramidite (3'→5' linkages), the 5'-DMT is removed each cycle, and the N4-benzoyl base-protecting group is removed during final deprotection.
Synonyme
5'-O-DMT-N4-Bz-5-methyl-2'-O-[2-(methylamino)-2-oxoethyl]cytidine 3'-CE phosphoramidite; 2'-O-(N-methylcarbamoylmethyl)-5-methylcytidine amidite
Identität und Spezifikationen
| Catalog No. | CH65084 |
| CAS No. | 1025783-18-9 |
| Molecular Formula | C50H59N6O10P |
| Molecular Weight | 935.0 |
| PubChem CID | 177788710 |
| InChIKey | OABRWFIIVWCDDM-WBHVIXSUSA-N |
| Purity | >=95% |
Lagerbedingungen
-20 C
Technische Merkmale
- Monomer class
- 2'-O-NMA CE phosphoramidite
- Nucleobase
- 5-Methylcytosine
- Sugar modification
- 2'-O-(N-methylacetamide)
- Base protection
- N4-benzoyl
- Packaging
- 1 g; 5 g; Custom packaging on request
- Water content
- <=0.5%
- Physical form
- white to off-white powder
Anwendungskontext
- 2'-O-N-methylacetamide (NMA) modification: a permanent 2'-O-amide substituent at the 2'-position.
- 5-methylcytosine base: the base is the 5-methyl analogue of cytosine, with the exocyclic amine benzoyl-protected during synthesis.
- 2'-modification literature context: the cited literature supports the broader 2'-position modification class; avoid rewriting it as a standalone performance claim for this catalog item.
- 3'→5' coupling monomer: the 3'-phosphoramidite couples to form 3'→5' linkages; the 5'-DMT is removed each cycle and the N4-benzoyl base-protecting group is removed during 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 177788710
PubChem · CID 177788710
Häufig gestellte Fragen
What are the two modifications on this monomer?
The base is 5-methylcytosine (a 5-methyl modification of cytosine, benzoyl-protected on its exocyclic amine), and the sugar carries a 2'-O-N-methylacetamide (NMA) group — a permanent 2'-O-CH₂-C(=O)-NH-CH₃ substituent. Neither the 5-methyl nor the NMA group is a protecting group; both remain on the finished oligonucleotide.
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