Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-F-Uridine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65029CAS号146954-75-8纯度99.5%

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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: C39H46FN4O8P
分子量: 748.8
纯度: 99.5%

2'-F-Uridine CE Phosphoramidite is the 2'-fluoro uridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxyuridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65029 is identified by CAS 146954-75-8, molecular formula C39H46FN4O8P, molecular weight 748.8, PubChem CID 9810693, and InChIKey HQHQPAYRJJMYQX-DJTPZYMWSA-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. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.

同义词

DMT-2'-F-rU phosphoramidite; 5'-O-DMT-2'-fluoro-2'-deoxyuridine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65029
CAS No.	146954-75-8
Molecular Formula	C39H46FN4O8P
Molecular Weight	748.8
PubChem CID	9810693
InChIKey	HQHQPAYRJJMYQX-DJTPZYMWSA-N
Purity	99.5%

储存条件

-20 C

技术属性

Monomer class: 2'-fluoro RNA CE phosphoramidite
Nucleobase: Uracil
Sugar modification: 2'-Fluoro-2'-deoxy
Base protection: Unprotected
Packaging: 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; 1 mL x 10 mM in DMSO; Custom packaging on request
Solution concentration: 10 mM in DMSO
Water content: <=0.3%
Physical form: white to off-white powder
Stability: stable under recommended storage conditions

应用背景

2'-F 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'-Fluoro sugar modification: cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
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 9810693
PubChem · CID 9810693

常见问题

Why does the 2'-F-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'-fluoro-2'-deoxyuridine?

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.