Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-O-MOE-N2-isobutyrylguanosine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH64128CAS番号251647-50-4純度>=99%

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製品概要

クイックビュー

製品ファミリー: Oligonucleotide Synthesis, RNA Raw Materials & Modification
分子式: C38H43N5O9
分子量: 713.8
純度: >=99%

5'-O-DMT-2'-O-MOE-N2-isobutyrylguanosine is 2'-O-(2-methoxyethyl)guanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-isobutyryl base-protecting group. CH64128 is identified by CAS 251647-50-4, molecular formula C38H43N5O9, molecular weight 713.8, PubChem CID 135741311, and InChIKey XDLPRZLZAFJSMA-BEGXHNNXSA-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 N2-isobutyryl group masks the guanine 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.

別名

5'-O-DMT-2'-O-MOE-N2-isobutyrylguanosine; DMT-2'-MOE-rG(iBu)

同定情報と仕様

Catalog No.	CH64128
CAS No.	251647-50-4
Molecular Formula	C38H43N5O9
Molecular Weight	713.8
PubChem CID	135741311
InChIKey	XDLPRZLZAFJSMA-BEGXHNNXSA-N
Purity	>=99%

保管条件

2-8 C

技術属性

Nucleobase: Guanine
5'-O protection: DMT (dimethoxytrityl)
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: N2-Isobutyryl
Grade: N (Normal)
Packaging: 250 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 250 g; 500 g; 1 kg; Custom packaging on request
Water content: <=2.0%
Physical form: white to off-white powder

用途情報

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.
N2-isobutyryl base protection: the isobutyryl group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.

公開情報源

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 135741311
PubChem · CID 135741311

よくある質問

How does it differ from 2'-O-MOE-N2-isobutyrylguanosine?

Both carry an N2-isobutyryl-protected 2'-O-MOE guanosine, 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.