5'-O-DMT-2'-O-MOE-N2-isobutyrylguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C38H43N5O9
- MW
- 713.8
- Reinheit
- >=99%
5'-O-DMT-2'-O-MOE-N2-isobutyrylguanosine is 2'-O-(2-methoxyethyl)guanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-isobutyryl base-protecting group. CH64128 is identified by CAS 251647-50-4, molecular formula C38H43N5O9, molecular weight 713.8, PubChem CID 135741311, and InChIKey XDLPRZLZAFJSMA-BEGXHNNXSA-N.
It is a 2'-O-MOE-modified RNA phosphoramidite precursor context: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the N2-isobutyryl group masks the guanine exocyclic amine and is removed at final deprotection. In the cited structure and stability literature, 2'-O-MOE ribonucleosides/residues are discussed in RNA-affinity and nuclease-resistance studies and as flanking residues in gapmer antisense oligonucleotides.
Synonyme
5'-O-DMT-2'-O-MOE-N2-isobutyrylguanosine; DMT-2'-MOE-rG(iBu)
Identität und Spezifikationen
| Catalog No. | CH64128 |
| CAS No. | 251647-50-4 |
| Molecular Formula | C38H43N5O9 |
| Molecular Weight | 713.8 |
| PubChem CID | 135741311 |
| InChIKey | XDLPRZLZAFJSMA-BEGXHNNXSA-N |
| Purity | >=99% |
Lagerbedingungen
2-8 C
Technische Merkmale
- Nucleobase
- Guanine
- 5'-O protection
- DMT (dimethoxytrityl)
- Sugar modification
- 2'-O-(2-Methoxyethyl) (MOE)
- Base protection
- N2-Isobutyryl
- Grade
- N (Normal)
- Packaging
- 250 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 250 g; 500 g; 1 kg; Custom packaging on request
- Water content
- <=2.0%
- Physical form
- white to off-white powder
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'-MOE sugar modification: cited structure and stability literature discusses 2'-O-MOE residues in RNA-affinity and nuclease-resistance studies.
- N2-isobutyryl base protection: the isobutyryl group masks the guanine 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 135741311
PubChem · CID 135741311
Häufig gestellte Fragen
How does it differ from 2'-O-MOE-N2-isobutyrylguanosine?
Both carry an N2-isobutyryl-protected 2'-O-MOE guanosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl (as a phosphoramidite precursor). The non-DMT form is cataloged separately.
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