Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-TBDMS-rA (Bz) 3'-Succinate, Triethylammonium Salt

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65117CAS号131316-88-6纯度98%

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产品概述

快速信息

产品系列: Oligonucleotide Synthesis, RNA Raw Materials & Modification
分子式: C48H53N5O10Si
分子量: 888.0
纯度: 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.

同义词

DMT-2'-O-TBDMS-rA(Bz)-3'-succinate TEA salt; 5'-O-DMT-N6-Bz-2'-O-TBDMS-adenosine-3'-O-succinyl triethylammonium salt

身份与规格

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%

储存条件

-20 C; tightly closed; protected from humidity

技术属性

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

应用背景

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.

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 102316472
PubChem · CID 102316472

常见问题

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.