Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-F-Guanosine (iBu) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH65028CAS番号144089-97-4純度99.9% (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: C44H53FN7O8P
分子量: 857.9
純度: 99.9% (HPLC)

2'-F-Guanosine (iBu) CE Phosphoramidite is the 2'-fluoro guanosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-N2-isobutyryl-2'-deoxyguanosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65028 is identified by CAS 144089-97-4, molecular formula C44H53FN7O8P, molecular weight 857.9, PubChem CID 135448972, and InChIKey KJFUMXZZVYMQEU-AOCJBPQJSA-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 N2-isobutyryl base group is removed at final deprotection. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.

別名

DMT-2'-F-rG(iBu) phosphoramidite; 5'-O-DMT-2'-fluoro-N2-isobutyryl-2'-deoxyguanosine 3'-CE phosphoramidite

同定情報と仕様

Catalog No.	CH65028
CAS No.	144089-97-4
Molecular Formula	C44H53FN7O8P
Molecular Weight	857.9
PubChem CID	135448972
InChIKey	KJFUMXZZVYMQEU-AOCJBPQJSA-N
Purity	99.9% (HPLC)

保管条件

-20 C

技術属性

Monomer class: 2'-fluoro RNA CE phosphoramidite
Nucleobase: Guanine
Sugar modification: 2'-Fluoro-2'-deoxy
Base protection: N2-Isobutyryl
Packaging: 100 mg; 200 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; 500 g; Custom packaging on request
Water content: <=0.3%
Physical form: white to off-white powder
Stability: stable under recommended storage conditions

用途情報

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.
5'-DMT + N2-isobutyryl protection: the acid-labile 5'-DMT is removed each cycle, and the N2-isobutyryl 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 135448972
PubChem · CID 135448972

よくある質問

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

Its 3'-phosphoramidite couples to the growing chain, with 5'-DMT removed each cycle and N2-isobutyryl removed at final deprotection. The product provides a 2'-fluoro guanosine phosphoramidite identity.

How does it relate to 5'-O-DMT-2'-fluoro-N2-isobutyryl-2'-deoxyguanosine?

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.