2'-O-TBDMS-Inosine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
产品概述
快速信息
- 产品系列
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- 分子式
- C46H61N6O8PSi
- 分子量
- 885.1
- 纯度
- >98.00%
2'-O-TBDMS-Inosine CE Phosphoramidite is the inosine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-inosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65016 is identified by CAS 261518-12-1, molecular formula C46H61N6O8PSi, molecular weight 885.1, PubChem CID 135483567, and InChIKey ZUFMOUFQBYZIHB-JFOZTMRSSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase RNA synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, and the 2'-O-TBDMS protects the ribose 2'-hydroxyl. Because the hypoxanthine base has no exocyclic amine, no base protecting group is required.
同义词
DMT-2'-O-TBDMS-rI phosphoramidite; 5'-O-DMT-2'-O-TBDMS-inosine 3'-CE phosphoramidite
身份与规格
| Catalog No. | CH65016 |
| CAS No. | 261518-12-1 |
| Molecular Formula | C46H61N6O8PSi |
| Molecular Weight | 885.1 |
| PubChem CID | 135483567 |
| InChIKey | ZUFMOUFQBYZIHB-JFOZTMRSSA-N |
| Purity | >98.00% |
储存条件
room temperature
技术属性
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Hypoxanthine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- Unprotected
- Packaging
- 25 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; Custom packaging on request
- Physical form
- white to off-white powder
应用背景
- RNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase RNA synthesis.
- 5'-DMT + 2'-O-TBDMS protection: the acid-labile 5'-DMT is removed each cycle, while the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during synthesis.
- No base protection needed: the hypoxanthine base has no exocyclic amine, so this monomer requires no base protecting group.
相关技术资源
公开来源
- 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 化合物 135483567
PubChem · CID 135483567
常见问题
Why does the inosine RNA phosphoramidite have no base protecting group?
The hypoxanthine base of inosine has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group (removed each cycle), the 2'-O-TBDMS group (protects the ribose 2'-hydroxyl), and the 3'-phosphoramidite coupling group.
How does it differ from the 2'-deoxyinosine phosphoramidite?
This is the ribonucleoside (RNA) form with a 2'-O-TBDMS-protected 2'-hydroxyl, whereas the 2'-deoxyinosine amidite has no 2'-OH. The 2'-deoxyinosine amidite is cataloged separately.
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