Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-F-Adenosine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65026CAS号136834-22-5纯度99.17%

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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: C47H51FN7O7P
分子量: 875.9
纯度: 99.17%

2'-F-Adenosine (Bz) CE Phosphoramidite is the 2'-fluoro adenosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-N6-benzoyl-2'-deoxyadenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65026 is identified by CAS 136834-22-5, molecular formula C47H51FN7O7P, molecular weight 875.9, PubChem CID 12042896, and InChIKey VCCMVPDSLHFCBB-MSIRFHFKSA-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. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.

同义词

DMT-2'-F-rA(Bz) phosphoramidite; 5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65026
CAS No.	136834-22-5
Molecular Formula	C47H51FN7O7P
Molecular Weight	875.9
PubChem CID	12042896
InChIKey	VCCMVPDSLHFCBB-MSIRFHFKSA-N
Purity	99.17%

储存条件

-20 C

技术属性

Monomer class: 2'-fluoro RNA CE phosphoramidite
Nucleobase: Adenine
Sugar modification: 2'-Fluoro-2'-deoxy
Base protection: N6-Benzoyl
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 2 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

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.
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 12042896
PubChem · CID 12042896

常见问题

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

How does it relate to 5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine?

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.