Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-MOE-Uridine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65038CAS号163759-97-5纯度>=98%

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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: C42H53N4O10P
分子量: 804.9
纯度: >=98%

2'-O-MOE-Uridine CE Phosphoramidite is the 2'-O-methoxyethyl uridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)-uridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65038 is identified by CAS 163759-97-5, molecular formula C42H53N4O10P, molecular weight 804.9, PubChem CID 129896826, and InChIKey ZLOKLUONKGURQI-UAQIPLLRSA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain and the acid-labile 5'-DMT is removed each cycle. Because uracil has no exocyclic amine, no base protecting group is required. 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

DMT-2'-O-MOE-rU phosphoramidite; 5'-O-DMT-2'-O-MOE-uridine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65038
CAS No.	163759-97-5
Molecular Formula	C42H53N4O10P
Molecular Weight	804.9
PubChem CID	129896826
InChIKey	ZLOKLUONKGURQI-UAQIPLLRSA-N
Purity	>=98%

储存条件

-20 C

技术属性

Monomer class: 2'-O-MOE RNA CE phosphoramidite
Nucleobase: Uracil
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: Unprotected
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

应用背景

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.
No base protection needed: uracil has no exocyclic amine, so this monomer requires no base protecting group (only the acid-labile 5'-DMT, removed each cycle).

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 129896826
PubChem · CID 129896826

常见问题

Why does the 2'-MOE-uridine phosphoramidite have no base protecting group?

Uracil has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group, removed each cycle, and the 3'-phosphoramidite coupling group.

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

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.