5'-O-DMT-2'-O-TBDMS-uridine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C36H44N2O8Si
- PM
- 660.8
- Pureté
- >=98% (HPLC)
5'-O-DMT-2'-O-TBDMS-uridine is uridine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group. CH64113 is identified by CAS 81246-80-2, molecular formula C36H44N2O8Si, molecular weight 660.8, PubChem CID 11017778, and InChIKey KVHQIELPHWJPSY-WXQJYUTRSA-N.
It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis. Because uracil has no exocyclic amine, no base protecting group is required.
Synonymes
5'-O-DMT-2'-O-TBDMS-uridine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-rU; DMT-2'-TBDMS-rU
Identité et spécifications
| Catalog No. | CH64113 |
| CAS No. | 81246-80-2 |
| Molecular Formula | C36H44N2O8Si |
| Molecular Weight | 660.8 |
| PubChem CID | 11017778 |
| InChIKey | KVHQIELPHWJPSY-WXQJYUTRSA-N |
| Purity | >=98% (HPLC) |
Conditions de stockage
2-8 C
Caractéristiques techniques
- Nucleobase
- Uracil
- 5'-O protection
- DMT (dimethoxytrityl)
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- Unprotected
- Packaging
- 1 g; 2 g; 5 g; 10 g; 25 g; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white to off-white powder
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.
- No base protection needed: uracil has no exocyclic amine, so this building block requires no base protecting group.
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 11017778
PubChem · CID 11017778
Questions fréquentes
Why does 5'-O-DMT-2'-O-TBDMS-uridine have no base protecting group?
Uracil has no reactive exocyclic amine, so it needs no base protection. Only the 5'-hydroxyl (acid-labile DMT, removed each cycle) and the ribose 2'-hydroxyl (TBDMS, for RNA synthesis) are protected.
How does it differ from 5'-O-DMT-2'-deoxyuridine?
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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