2'-O-NMA-5-Me-U CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C43H54N5O10P
- MW
- 831.9
- Reinheit
- >=98% (HPLC)
2'-O-NMA-5-Me-U CE Phosphoramidite is a 2'-modified RNA building block on a 5-methyluracil base: 5'-O-(4,4'-dimethoxytrityl)-5-methyluridine with a 2'-O-[2-(methylamino)-2-oxoethyl] group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. It is identified by CAS 1025783-16-7, molecular formula C43H54N5O10P, molecular weight 831.9, PubChem CID 177789600, and InChIKey FYNKMLIMLHVWST-FMMLDEGOSA-N.
The base is 5-methyluracil (5-methyl-U, also called ribothymine), which has no exocyclic amine and so needs no base protecting group. 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) and the 5'-DMT is removed each cycle.
Synonyme
5'-O-DMT-5-methyl-2'-O-[2-(methylamino)-2-oxoethyl]uridine 3'-CE phosphoramidite; 2'-O-(N-methylcarbamoylmethyl)-ribothymidine amidite
Identität und Spezifikationen
| Catalog No. | CH65085 |
| CAS No. | 1025783-16-7 |
| Molecular Formula | C43H54N5O10P |
| Molecular Weight | 831.9 |
| PubChem CID | 177789600 |
| InChIKey | FYNKMLIMLHVWST-FMMLDEGOSA-N |
| Purity | >=98% (HPLC) |
Lagerbedingungen
<=-20 C
Technische Merkmale
- Monomer class
- 2'-O-NMA CE phosphoramidite
- Nucleobase
- 5-Methyluracil
- Sugar modification
- 2'-O-(N-methylacetamide)
- Base protection
- None required
- Grade
- N (Normal)
- Packaging
- 1 g; 5 g; Custom packaging on request
- Water content
- <=0.5%
- Physical form
- white or off-white to faint yellow powder
- Stability
- stable under recommended storage conditions
Anwendungskontext
- 2'-O-N-methylacetamide (NMA) modification: a permanent 2'-O-amide substituent at the 2'-position.
- 5-methyluracil base: the base is 5-methyluracil (ribothymine); it has no exocyclic amine, so no base protecting group is needed.
- 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 and the 5'-DMT is removed each cycle.
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 177789600
PubChem · CID 177789600
Häufig gestellte Fragen
What does 'NMA' stand for in this monomer?
NMA is the 2'-O-N-methylacetamide group — a 2'-O-CH₂-C(=O)-NH-CH₃ substituent (2'-O-[2-(methylamino)-2-oxoethyl]). It is a permanent 2'-O-modification, not a protecting group.
Why does this monomer need no base protecting group?
The base is 5-methyluracil (ribothymine), which has no reactive exocyclic amine. It carries a 5'-DMT group (removed each cycle) and the 2'-O-NMA modification (which stays on the finished oligonucleotide).
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