Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-O-MOE-N4-benzoyl-5-methylcytidine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH64127CAS番号182496-01-1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: C41H43N3O9
分子量: 721.8
純度: >=99%

5'-O-DMT-2'-O-MOE-N4-benzoyl-5-methylcytidine is 2'-O-(2-methoxyethyl)-5-methylcytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-benzoyl base-protecting group; its base is 5-methylcytosine. CH64127 is identified by CAS 182496-01-1, molecular formula C41H43N3O9, molecular weight 721.8, PubChem CID 15864052, and InChIKey BYSCLUAIKFEFAH-LZURGKRNSA-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 N4-benzoyl group masks the cytosine 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-N4-benzoyl-5-methylcytidine; DMT-2'-MOE-5Me-rC(Bz)

同定情報と仕様

Catalog No.	CH64127
CAS No.	182496-01-1
Molecular Formula	C41H43N3O9
Molecular Weight	721.8
PubChem CID	15864052
InChIKey	BYSCLUAIKFEFAH-LZURGKRNSA-N
Purity	>=99%

保管条件

2-8 C

技術属性

Nucleobase: 5-Methylcytosine
5'-O protection: DMT (dimethoxytrityl)
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: N4-Benzoyl
Packaging: 5 mg; 10 mg; 25 mg; 50 mg; 100 mg; 250 mg; 500 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
Physical form: solid

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.
N4-benzoyl base protection (5-methylcytosine base): the benzoyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection; the base is 5-methylcytosine.

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 15864052
PubChem · CID 15864052

よくある質問

How does it differ from 2'-O-MOE-N4-benzoyl-5-methylcytidine?

Both are N4-benzoyl-protected 2'-MOE 5-methylcytidines, 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.