5'-O-DMT-N2-dmf-2'-deoxyguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C34H36N6O6
- PM
- 624.69
- Pureté
- >=98.5%
5'-O-DMT-N2-dmf-2'-deoxyguanosine is 2'-deoxyguanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-dimethylformamidine (dmf) base-protecting group. CH64107 is identified by CAS 40094-22-2, molecular formula C34H36N6O6, molecular weight 624.69, PubChem CID 136407412, and InChIKey YTRIMRXIMVGPAL-ZGIBFIJWSA-N.
It is a doubly protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, while the N2-dmf group masks the guanine exocyclic amine and is removed at final deprotection.
Synonymes
5'-O-DMT-N2-dmf-2'-deoxyguanosine; 5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylene)-dG; DMT-dG(dmf)
Identité et spécifications
| Catalog No. | CH64107 |
| CAS No. | 40094-22-2 |
| Molecular Formula | C34H36N6O6 |
| Molecular Weight | 624.69 |
| PubChem CID | 136407412 |
| InChIKey | YTRIMRXIMVGPAL-ZGIBFIJWSA-N |
| Purity | >=98.5% |
Conditions de stockage
2-8 C
Caractéristiques techniques
- Nucleobase
- Guanine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N2-Dimethylaminomethylene (dmf)
- Packaging
- 1 mL; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=4.0%
- Physical form
- white to off-white powder
- Stability
- 6 months at -20 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 oligonucleotide chain-elongation cycle.
- N2-dmf base protection: the dimethylformamidine group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.
- Phosphoramidite precursor context: a doubly protected 2'-deoxyguanosine 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 136407412
PubChem · CID 136407412
Questions fréquentes
What do the two protecting groups on this deoxyguanosine do?
The 5'-O-DMT (dimethoxytrityl) group is an acid-labile protection on the 5'-hydroxyl that is removed at the start of each oligonucleotide chain-elongation cycle; the N2-dimethylformamidine (dmf) group protects the guanine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?
Both are 5'-O-DMT-protected 2'-deoxyguanosines with a protected guanine N2-amine, but this one uses a dimethylformamidine (dmf) group rather than isobutyryl. The isobutyryl form is cataloged separately.
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