Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-O-MOE-N6-benzoyladenosine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64126CAS号251647-48-0纯度>=99%

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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: C41H41N5O8
分子量: 731.8
纯度: >=99%

5'-O-DMT-2'-O-MOE-N6-benzoyladenosine is 2'-O-(2-methoxyethyl)adenosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N6-benzoyl base-protecting group. CH64126 is identified by CAS 251647-48-0, molecular formula C41H41N5O8, molecular weight 731.8, PubChem CID 21107951, and InChIKey KEVMXGNDTKPSMC-MUMPVVMASA-N.

It is a 2'-O-MOE-modified RNA phosphoramidite precursor context: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the N6-benzoyl group masks the adenine exocyclic amine and is removed at final deprotection. In the cited structure and stability literature, 2'-O-MOE ribonucleosides/residues are discussed in RNA-affinity and nuclease-resistance studies and as flanking residues in gapmer antisense oligonucleotides.

同义词

5'-O-DMT-2'-O-MOE-N6-benzoyladenosine; 5'-O-DMT-2'-O-(2-methoxyethyl)-N6-Bz-rA; DMT-2'-MOE-rA(Bz)

身份与规格

Catalog No.	CH64126
CAS No.	251647-48-0
Molecular Formula	C41H41N5O8
Molecular Weight	731.8
PubChem CID	21107951
InChIKey	KEVMXGNDTKPSMC-MUMPVVMASA-N
Purity	>=99%

储存条件

2-8 C, tightly closed, protected from light and humidity

技术属性

Nucleobase: Adenine
5'-O protection: DMT (dimethoxytrityl)
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: N6-Benzoyl
Grade: N (Normal)
Packaging: 25 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 250 g; 500 g; 1 kg; Custom packaging on request
Water content: <=1.0%
Physical form: white, off-white to faint yellow powder

应用背景

5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each RNA chain-elongation cycle.
2'-MOE sugar modification: cited structure and stability literature discusses 2'-O-MOE residues in RNA-affinity and nuclease-resistance studies.
N6-benzoyl base protection: the benzoyl group masks the adenine exocyclic amine during synthesis and is removed at final deprotection.

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 21107951
PubChem · CID 21107951

常见问题

How does it differ from 2'-O-MOE-N6-benzoyladenosine?

Both carry an N6-benzoyl-protected 2'-O-MOE adenosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl (as a phosphoramidite precursor). The non-DMT form is cataloged separately.