2'-O-TBDMS-A (Bz) 3'-PS Thiophosphoramidite
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
- C57H65N6O8PS2Si
- 分子量
- 1085.4
- 纯度
- >=95%
2'-O-TBDMS-A (Bz) 3'-PS Thiophosphoramidite is a phosphorothioate-linkage RNA building block: a 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine 3'-thiophosphoramidite. It is identified by CAS 1374755-65-3, molecular formula C57H65N6O8PS2Si, molecular weight 1085.4, PubChem CID 102308172, and InChIKey ALJIYXCITZABFP-WOMFGPHHSA-N.
As a thiophosphoramidite it provides the sulfur-bearing phosphorus chemistry used for phosphorothioate (PS) linkage synthesis. The cited phosphorothioate literature discusses PS linkages in relation to nuclease resistance. The 2'-O-TBDMS group is the silyl protecting group for the 2'-hydroxyl in RNA synthesis; the 5'-DMT is removed each cycle and the N6-benzoyl base-protecting group is removed during final deprotection.
同义词
2-OTBS A(Bz) ThioPhosphamidite; 5'-O-DMT-N6-Bz-2'-O-TBDMS-adenosine 3'-thiophosphoramidite
身份与规格
| Catalog No. | CH65080 |
| CAS No. | 1374755-65-3 |
| Molecular Formula | C57H65N6O8PS2Si |
| Molecular Weight | 1085.4 |
| PubChem CID | 102308172 |
| InChIKey | ALJIYXCITZABFP-WOMFGPHHSA-N |
| Purity | >=95% |
储存条件
-20 C
技术属性
- Monomer class
- RNA thiophosphoramidite
- Nucleobase
- Adenine
- 2'-O protection
- TBDMS
- Linkage role
- Phosphorothioate linkage precursor
- Packaging
- 1 g; Custom packaging on request
应用背景
- Phosphorothioate (PS) linkage: the thiophosphoramidite provides sulfur-bearing phosphorus chemistry for PS linkage synthesis.
- PS literature context: the cited phosphorothioate literature discusses PS linkages in relation to nuclease resistance.
- 2'-O-TBDMS RNA protection: the tert-butyldimethylsilyl group protects the 2'-hydroxyl during solid-phase RNA synthesis.
- Protection scheme: the 5'-DMT is removed each cycle and the N6-benzoyl base-protecting group is removed during final deprotection.
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 102308172
PubChem · CID 102308172
常见问题
How does this differ from the standard 2'-O-TBDMS-rA(Bz) amidite?
It is a thiophosphoramidite rather than a standard phosphoramidite: the phosphorus chemistry is used for phosphorothioate (PS) linkage synthesis, whereas the standard amidite is used for phosphodiester linkage synthesis. Both carry 5'-DMT, 2'-O-TBDMS, and N6-benzoyl protection.
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