Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-Deoxycytidine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

製品番号CH65002CAS番号102212-98-6純度100% (NMR)

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製品概要

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製品ファミリー: Oligonucleotide Synthesis, RNA Raw Materials & Modification
分子式: C46H52N5O8P
分子量: 833.9
純度: 100% (NMR)

2'-Deoxycytidine (Bz) CE Phosphoramidite is the fully protected 2'-deoxycytidine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N4-benzoyl-2'-deoxycytidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65002 is identified by CAS 102212-98-6, molecular formula C46H52N5O8P, molecular weight 833.9, PubChem CID 9832450, and InChIKey PGTNFMKLGRFZDX-SALLYJDFSA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, and the N4-benzoyl base group is removed at final deprotection.

別名

DMT-dC(Bz) phosphoramidite; N4-benzoyl-5'-O-DMT-2'-deoxycytidine 3'-CE phosphoramidite

同定情報と仕様

Catalog No.	CH65002
CAS No.	102212-98-6
Molecular Formula	C46H52N5O8P
Molecular Weight	833.9
PubChem CID	9832450
InChIKey	PGTNFMKLGRFZDX-SALLYJDFSA-N
Purity	100% (NMR)

保管条件

-20 C

技術属性

Monomer class: DNA CE phosphoramidite
Nucleobase: Cytosine
5'-O protection: DMT (dimethoxytrityl)
Base protection: N4-Benzoyl
Grade: TheraPure; Standard grade
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; 1 kg; Custom packaging on request
Water content: <=0.3%
Coupling efficiency: spec >=98.0%; observed 98.0%
Physical form: white to pale yellow powder
Stability: moisture sensitive; heat sensitive

用途情報

DNA 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.
5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group is removed at the start of each chain-elongation cycle.
N4-benzoyl base protection: the benzoyl group masks the cytosine exocyclic amine during synthesis and 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 9832450
PubChem · CID 9832450

よくある質問

What makes this a phosphoramidite building block?

It carries a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group — the reactive coupling group used in automated solid-phase DNA synthesis. It also has an acid-labile 5'-O-DMT group (removed each cycle) and an N4-benzoyl base protection (removed at final deprotection).

How does it relate to 5'-O-DMT-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 5'-O-DMT-N4-benzoyl-2'-deoxycytidine precursor is cataloged separately.