Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-F-Cytidine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH65027CAS番号161442-19-9純度>98.5% (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: C46H51FN5O8P
分子量: 851.9
純度: >98.5% (HPLC)

2'-F-Cytidine (Bz) CE Phosphoramidite is the 2'-fluoro cytidine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-N4-benzoyl-2'-deoxycytidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65027 is identified by CAS 161442-19-9, molecular formula C46H51FN5O8P, molecular weight 851.9, PubChem CID 10328204, and InChIKey CKKJPMGSTGVCJJ-GNUWXFRUSA-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 N4-benzoyl 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-rC(Bz) phosphoramidite; 5'-O-DMT-2'-fluoro-N4-benzoyl-2'-deoxycytidine 3'-CE phosphoramidite

同定情報と仕様

Catalog No.	CH65027
CAS No.	161442-19-9
Molecular Formula	C46H51FN5O8P
Molecular Weight	851.9
PubChem CID	10328204
InChIKey	CKKJPMGSTGVCJJ-GNUWXFRUSA-N
Purity	>98.5% (HPLC)

保管条件

-20 C

技術属性

Monomer class: 2'-fluoro RNA CE phosphoramidite
Nucleobase: Cytosine
Sugar modification: 2'-Fluoro-2'-deoxy
Base protection: N4-Benzoyl
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 100 g; 500 g; Custom packaging on request
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 + N4-benzoyl protection: the acid-labile 5'-DMT is removed each cycle, and the N4-benzoyl 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 10328204
PubChem · CID 10328204

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 N4-benzoyl removed at final deprotection. The product provides a 2'-fluoro cytidine phosphoramidite identity.

How does it relate to 5'-O-DMT-2'-fluoro-N4-benzoyl-2'-deoxycytidine?

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.