Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-N4-benzoyl-2'-deoxycytidine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64100CAS号67219-55-0纯度>99.0% (HPLC)

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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: C37H35N3O7
分子量: 633.69
纯度: >99.0% (HPLC)

5'-O-DMT-N4-benzoyl-2'-deoxycytidine is 2'-deoxycytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-benzoyl base-protecting group. CH64100 is identified by CAS 67219-55-0, molecular formula C37H35N3O7, molecular weight 633.69, PubChem CID 2724490, and InChIKey MYSNCIZBPUPZMQ-VOTWKOMSSA-N.

It is a doubly protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, while the N4-benzoyl group masks the cytosine exocyclic amine and is removed at final deprotection.

同义词

5'-O-DMT-N4-benzoyl-2'-deoxycytidine; 5'-O-(4,4'-dimethoxytrityl)-N4-benzoyl-dC; DMT-dCBz

身份与规格

Catalog No.	CH64100
CAS No.	67219-55-0
Molecular Formula	C37H35N3O7
Molecular Weight	633.69
PubChem CID	2724490
InChIKey	MYSNCIZBPUPZMQ-VOTWKOMSSA-N
Purity	>99.0% (HPLC)

储存条件

2-8 C; keep dark and dry

技术属性

Nucleobase: Cytosine
Sugar: 2'-Deoxyribose
5'-O protection: DMT (dimethoxytrityl)
Base protection: N4-Benzoyl
Packaging: 1 g; 5 g; 1 g in glass bottle with plastic insert; Custom packaging on request
Water content: <=1.0%
Physical form: white off-white to faint-yellow powder

应用背景

5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each oligonucleotide chain-elongation cycle.
N4-benzoyl base protection: the benzoyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection.
Phosphoramidite precursor context: a doubly protected 2'-deoxycytidine precursor toward DNA phosphoramidite building blocks.

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 2724490
PubChem · CID 2724490

常见问题

What do the two protecting groups on this deoxycytidine do?

The 5'-O-DMT (dimethoxytrityl) group is an acid-labile protection on the 5'-hydroxyl that is removed at the start of each oligonucleotide chain-elongation cycle; the N4-benzoyl group protects the cytosine exocyclic amine during synthesis and is removed at final deprotection.

How does it differ from N4-benzoyl-2'-deoxycytidine?

Both carry an N4-benzoyl-protected cytosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl. N4-benzoyl-2'-deoxycytidine (without DMT) is cataloged separately.