Oligonucleotide Synthesis, RNA Raw Materials & Modification

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

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH65033CAS番号251647-53-7純度>=99% (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: C50H58N7O9P
分子量: 932.0
純度: >=99% (HPLC)

2'-O-MOE-Adenosine (Bz) CE Phosphoramidite is the 2'-O-methoxyethyl adenosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)-N6-benzoyladenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65033 is identified by CAS 251647-53-7, molecular formula C50H58N7O9P, molecular weight 932.0, PubChem CID 101234326, and InChIKey VPBYBQBHLYRLHG-HDMAWCRFSA-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 N6-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-rA(Bz) phosphoramidite; 5'-O-DMT-2'-O-MOE-N6-benzoyladenosine 3'-CE phosphoramidite

同定情報と仕様

Catalog No.	CH65033
CAS No.	251647-53-7
Molecular Formula	C50H58N7O9P
Molecular Weight	932.0
PubChem CID	101234326
InChIKey	VPBYBQBHLYRLHG-HDMAWCRFSA-N
Purity	>=99% (HPLC)

保管条件

-20 C

技術属性

Monomer class: 2'-O-MOE RNA CE phosphoramidite
Nucleobase: Adenine
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: N6-Benzoyl
Grade: TheraPure
Packaging: 10 mg; 25 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; Custom packaging on request
Water content: <=0.3% by KF
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 + N6-benzoyl protection: the acid-labile 5'-DMT is removed each cycle, and the N6-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 101234326
PubChem · CID 101234326

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 N6-benzoyl removed at final deprotection. The product provides a 2'-O-methoxyethyl adenosine phosphoramidite identity.

How does it relate to 5'-O-DMT-2'-O-MOE-N6-benzoyladenosine?

It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The precursor is cataloged separately.