2'-O-TBDMS-rA (Bz) 3'-Succinate, Triethylammonium Salt
Oligonucleotide Synthesis, RNA Raw Materials & Modification
제품 개요
빠른 보기
- 제품군
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- 분자식
- C48H53N5O10Si
- 분자량
- 888.0
- 순도
- 98%
2'-O-TBDMS-rA (Bz) 3'-Succinate, Triethylammonium Salt is a support-loading precursor for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-O-(tert-butyldimethylsilyl)-adenosine 3'-O-succinate, listed as its triethylammonium salt. Its PubChem-backed succinate identity includes CAS 131316-88-6, molecular formula C48H53N5O10Si, molecular weight 888.0, and PubChem CID 102316472.
Unlike a phosphoramidite, this reagent carries a 3'-O-succinate half-ester rather than a coupling group. The succinate is the conventional linker for attaching the 3'-terminal RNA nucleoside to an amino-functionalized solid support (such as controlled-pore glass), so that chain assembly starts from this residue. The succinyl linkage is base-cleavable and is broken during deprotection to release the finished oligonucleotide; 2'-O-TBDMS protects the 2'-hydroxyl, 5'-DMT protects the 5'-hydroxyl, and N6-benzoyl protects the adenine amine.
동의어
DMT-2'-O-TBDMS-rA(Bz)-3'-succinate TEA salt; 5'-O-DMT-N6-Bz-2'-O-TBDMS-adenosine-3'-O-succinyl triethylammonium salt
식별 정보 및 규격
| Catalog No. | CH65117 |
| CAS No. | 131316-88-6 |
| Molecular Formula | C48H53N5O10Si (succinate) |
| Molecular Weight | 888.0 |
| PubChem CID | 102316472 |
| InChIKey | RGOXSXKJIIKVLC-WRPKRATBSA-N |
| Purity | 98% |
보관 조건
-20 C; tightly closed; protected from humidity
기술 속성
- Reagent class
- 3'-O-succinate support-loading precursor
- Terminal residue
- 2'-O-TBDMS-rA(Bz)
- Support linker
- Succinate half-ester
- Salt form
- Triethylammonium
- Packaging
- 100 mg; 250 mg; Custom packaging on request
- Physical form
- white to yellow powder
응용 맥락
- 3'-terminal RNA support loading: the 3'-O-succinate couples to an amino-functionalized solid support to immobilize the 3'-terminal 2'-O-TBDMS-rA(Bz) residue.
- Base-cleavable linker: the succinyl ester is cleaved during deprotection, releasing the finished oligonucleotide from the support.
- Standard RNA protection: 2'-O-TBDMS protects the 2'-hydroxyl, 5'-DMT protects the 5'-hydroxyl, and N6-benzoyl protects the adenine amine.
관련 기술 자료
공개 출처
- 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 화합물 102316472
PubChem · CID 102316472
자주 묻는 질문
Is this a phosphoramidite?
No. It is a 2'-O-TBDMS RNA nucleoside 3'-O-succinate (a support-loading precursor), not a phosphoramidite. Its 3'-succinate half-ester attaches the 3'-terminal RNA residue to a solid support before chain assembly begins.
What is the succinate linker for, and is it cleaved?
The succinate couples the nucleoside to an amino-functionalized solid support (e.g. controlled-pore glass). It is a base-cleavable ester, so it is broken during deprotection to release the finished oligonucleotide.
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