Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-MOE-Cytidine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH65037CAS番号251647-54-8純度>=98.0% (HPLC)

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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: C49H58N5O10P
分子量: 908.0
純度: >=98.0% (HPLC)

2'-O-MOE-Cytidine (Bz) CE Phosphoramidite is the 2'-O-methoxyethyl cytidine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)-N4-benzoylcytidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65037 is identified by CAS 251647-54-8, molecular formula C49H58N5O10P, molecular weight 908.0, PubChem CID 127262586, and InChIKey IAFVTVZPQIFRAU-NXPFYNPLSA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain, the acid-labile 5'-DMT is removed each cycle, and the N4-benzoyl base group 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

DMT-2'-O-MOE-rC(Bz) phosphoramidite; 5'-O-DMT-2'-O-MOE-N4-benzoylcytidine 3'-CE phosphoramidite

同定情報と仕様

Catalog No.	CH65037
CAS No.	251647-54-8
Molecular Formula	C49H58N5O10P
Molecular Weight	908.0
PubChem CID	127262586
InChIKey	IAFVTVZPQIFRAU-NXPFYNPLSA-N
Purity	>=98.0% (HPLC)

保管条件

-20 C

技術属性

Monomer class: 2'-O-MOE RNA CE phosphoramidite
Nucleobase: Cytosine
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: N4-Benzoyl
Grade: N (Normal)
Packaging: 250 mg; 500 mg; 1 g; Custom packaging on request
Water content: <=0.5%
Physical form: white to off-white powder
Stability: >=4 years

用途情報

2'-MOE RNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase synthesis.
2'-MOE sugar modification: cited structure and stability literature discusses 2'-O-MOE residues in RNA-affinity and nuclease-resistance studies and as gapmer flank residues.
5'-DMT + N4-benzoyl protection: the acid-labile 5'-DMT is removed each cycle, and the N4-benzoyl base group 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 127262586
PubChem · CID 127262586

よくある質問

What does this 2'-MOE amidite do in RNA synthesis?

Its 3'-phosphoramidite couples to the growing chain, with 5'-DMT removed each cycle and N4-benzoyl removed at final deprotection. The product provides a 2'-O-methoxyethyl cytidine phosphoramidite identity.

How does it differ from the 2'-O-MOE-5-Me-C(Bz) phosphoramidite?

Both are N4-benzoyl-protected 2'-MOE cytidine amidites, but that one has a 5-methylcytosine base while this one has a plain cytosine base. The 5-methyl form is cataloged separately.