5'-O-DMT-2'-deoxyuridine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C30H30N2O7
- PM
- 530.57
- Pureté
- >=98% (HPLC)
5'-O-DMT-2'-deoxyuridine is 2'-deoxyuridine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group. CH64104 is identified by CAS 23669-79-6, molecular formula C30H30N2O7, molecular weight 530.57, PubChem CID 90230, and InChIKey BYGKUWPLEGHFKX-ZRRKCSAHSA-N.
It is a 5'-protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle. Because uracil has no exocyclic amine, no base protecting group is required.
Synonymes
5'-O-DMT-2'-deoxyuridine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine; DMT-dU
Identité et spécifications
| Catalog No. | CH64104 |
| CAS No. | 23669-79-6 |
| Molecular Formula | C30H30N2O7 |
| Molecular Weight | 530.57 |
| PubChem CID | 90230 |
| InChIKey | BYGKUWPLEGHFKX-ZRRKCSAHSA-N |
| Purity | >=98% (HPLC) |
Conditions de stockage
2-8 C; tightly closed; protect from light and humidity
Caractéristiques techniques
- Nucleobase
- Uracil
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- Unprotected
- Grade
- N (Normal)
- Packaging
- Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white off-white to faint yellow 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 oligonucleotide chain-elongation cycle.
- No base protection needed: uracil has no exocyclic amine, so this building block requires no base protecting group.
- Phosphoramidite precursor context: a 5'-protected 2'-deoxyuridine precursor toward DNA phosphoramidite building blocks.
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 90230
PubChem · CID 90230
Questions fréquentes
Why does 5'-O-DMT-2'-deoxyuridine have no base protecting group?
Uracil has no reactive exocyclic amine, so unlike A, C, and G it needs no base protection. Only the 5'-hydroxyl is protected with the acid-labile DMT group, which is removed at the start of each oligonucleotide chain-elongation cycle.
How does it differ from 2'-deoxyuridine?
It carries a 5'-O-(4,4'-dimethoxytrityl) group on the 5'-hydroxyl, whereas 2'-deoxyuridine is unprotected. 2'-deoxyuridine is cataloged separately.
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