5'-O-DMT-2'-O-TBDMS-N2-isobutyrylguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C41H51N5O8Si
- PM
- 770.0
- Pureté
- >=98.0%
5'-O-DMT-2'-O-TBDMS-N2-isobutyrylguanosine is guanosine carrying three protecting groups: a 5'-O-(4,4'-dimethoxytrityl) (DMT) group, a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group, and an N2-isobutyryl base-protecting group. CH64112 is identified by CAS 81279-39-2, molecular formula C41H51N5O8Si, molecular weight 770.0, PubChem CID 135451092, and InChIKey JMCNKJFOIJGYRG-CJEGOSRCSA-N.
It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis, and the N2-isobutyryl group masks the guanine exocyclic amine and is removed at final deprotection.
Synonymes
5'-O-DMT-2'-O-TBDMS-N2-isobutyrylguanosine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N2-ibu-rG; DMT-2'-TBDMS-rG(iBu)
Identité et spécifications
| Catalog No. | CH64112 |
| CAS No. | 81279-39-2 |
| Molecular Formula | C41H51N5O8Si |
| Molecular Weight | 770.0 |
| PubChem CID | 135451092 |
| InChIKey | JMCNKJFOIJGYRG-CJEGOSRCSA-N |
| Purity | >=98.0% |
Conditions de stockage
2-8 C
Caractéristiques techniques
- Nucleobase
- Guanine
- 5'-O protection
- DMT (dimethoxytrityl)
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N2-Isobutyryl
- Packaging
- 100 mg; 200 mg; 500 mg; 1 g; 5 g; 10 g; 1 mL; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=1.0%
- Physical form
- white to off-white powder
- Stability
- Powder: 3 years at -20 C; in solvent: 1 year at -80 C
Contexte d’application
- 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'-O-TBDMS 2'-OH protection: the tert-butyldimethylsilyl group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis.
- N2-isobutyryl base protection: the isobutyryl group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.
Ressources techniques associées
Sources publiques
- 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
- Composé PubChem 135451092
PubChem · CID 135451092
Questions fréquentes
What do the three protecting groups on this guanosine do?
The 5'-O-DMT group is an acid-labile 5'-hydroxyl protection removed at the start of each RNA chain-elongation cycle; the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis; and the N2-isobutyryl group protects the guanine exocyclic amine, removed at final deprotection.
How does it differ from 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?
This is the ribonucleoside form with a 2'-hydroxyl protected as a 2'-O-TBDMS ether (for RNA synthesis), whereas the deoxy version has no 2'-OH. The 2'-deoxy form is cataloged separately.
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