Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-F-Inosine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65032CAS号2245842-16-2纯度>=98.0% (HPLC)

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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: C40H46FN6O7P
分子量: 772.8
纯度: >=98.0% (HPLC)

2'-F-Inosine CE Phosphoramidite is the 2'-fluoro inosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxyinosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65032 is identified by CAS 2245842-16-2, molecular formula C40H46FN6O7P, molecular weight 772.8, PubChem CID 136240748, and InChIKey GNQYQPLUWSYXRR-YRGZVQMCSA-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 the hypoxanthine base 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-rI phosphoramidite; 5'-O-DMT-2'-fluoro-2'-deoxyinosine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65032
CAS No.	2245842-16-2
Molecular Formula	C40H46FN6O7P
Molecular Weight	772.8
PubChem CID	136240748
InChIKey	GNQYQPLUWSYXRR-YRGZVQMCSA-N
Purity	>=98.0% (HPLC)

储存条件

-20 C

技术属性

Monomer class: 2'-fluoro RNA CE phosphoramidite
Nucleobase: Hypoxanthine
Sugar modification: 2'-Fluoro-2'-deoxy
Base protection: Unprotected
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 100 µmol; Custom packaging on request
Physical form: solid
Stability: >=4 years

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: the hypoxanthine base 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 136240748
PubChem · CID 136240748

常见问题

Why does the 2'-F-inosine phosphoramidite have no base protecting group?

The hypoxanthine base of inosine 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 differ from the 2'-OMe- or 2'-O-TBDMS-inosine phosphoramidites?

All three are inosine RNA amidites, but this one has a 2'-fluoro modification, whereas the others have a 2'-O-methyl or 2'-O-TBDMS group. Each is cataloged separately.