5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C35H37N5O7
- MW
- 639.70
- Reinheit
- >99.0% (HPLC)
5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine is 2'-deoxyguanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-isobutyryl base-protecting group. CH64101 is identified by CAS 68892-41-1, molecular formula C35H37N5O7, molecular weight 639.70, PubChem CID 135445746, and InChIKey RMQXDNUKLIDXOS-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-isobutyryl group masks the guanine exocyclic amine and is removed at final deprotection.
Synonyme
5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine; 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-dG; DMT-dGiBu
Identität und Spezifikationen
| Catalog No. | CH64101 |
| CAS No. | 68892-41-1 |
| Molecular Formula | C35H37N5O7 |
| Molecular Weight | 639.70 |
| PubChem CID | 135445746 |
| InChIKey | RMQXDNUKLIDXOS-ZGIBFIJWSA-N |
| Purity | >99.0% (HPLC) |
Lagerbedingungen
-20 C
Technische Merkmale
- Nucleobase
- Guanine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N2-Isobutyryl
- Packaging
- 1 g; 5 g; 1 g in glass bottle with plastic insert; 5 mL amber glass vial with PTFE-lined cap; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- solid
- Stability
- >=4 years
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 oligonucleotide chain-elongation cycle.
- N2-isobutyryl base protection: the isobutyryl 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.
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 135445746
PubChem · CID 135445746
Häufig gestellte Fragen
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-isobutyryl group protects the guanine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from N2-isobutyryl-2'-deoxyguanosine?
Both carry an N2-isobutyryl-protected guanine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl. N2-isobutyryl-2'-deoxyguanosine (without DMT) is cataloged separately.
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