Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-Deoxyadenosine (Bz) CE Phosphoramidite

N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide

产品编号CH65001CAS号98796-53-3纯度100% (HPLC)

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产品概述

快速信息

产品系列: Oligonucleotide Synthesis, RNA Raw Materials & Modification
化学名称: N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
分子式: C47H52N7O7P
分子量: 857.9
纯度: 100% (HPLC)

2'-Deoxyadenosine (Bz) CE Phosphoramidite is the fully protected 2'-deoxyadenosine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65001 is identified by CAS 98796-53-3, molecular formula C47H52N7O7P, molecular weight 857.9, PubChem CID 9962711, and InChIKey GGDNKEQZFSTIMJ-AKWFTNRHSA-N.

Nucleoside phosphoramidites are coupling monomers used in automated solid-phase oligonucleotide synthesis. In this dA(Bz) amidite, 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 N6-benzoyl base group is removed at final deprotection.

同义词

DMT-dA(Bz) Phosphoramidite; DMT-dA(bz)-CE phosphoramidite; N6-benzoyl-5'-O-DMT-2'-deoxyadenosine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65001
CAS No.	98796-53-3
Molecular Formula	C47H52N7O7P
Molecular Weight	857.9
PubChem CID	9962711
InChIKey	GGDNKEQZFSTIMJ-AKWFTNRHSA-N
Purity	100% (HPLC)

储存条件

-20 C

技术属性

Monomer class: DNA CE phosphoramidite
Nucleobase: Adenine
5'-O protection: DMT (dimethoxytrityl)
Base protection: N6-Benzoyl
Grade: TheraPure; Standard grade
Packaging: 2 g; Custom packaging on request
Water content: <=0.3%
Coupling efficiency: spec >=98.0%; observed 98.6%
Physical form: White to pale yellow powder
Stability: Manufactured 2022-09-08; retest 2026-03-11; expiry 2026-09-07

应用背景

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.
N6-benzoyl base protection: the benzoyl group masks the adenine exocyclic amine during synthesis and 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 9962711
PubChem · CID 9962711

常见问题

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 and N6-benzoyl base protection.

How does it relate to DMT-dA(Bz)?

It is the CE phosphoramidite form of 5'-O-DMT-N6-benzoyl-2'-deoxyadenosine. The 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite for chain coupling.