Oligonucleotide Synthesis, RNA Raw Materials & Modification

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

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64109CAS号100898-62-2纯度99.63%

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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: C34H37N3O7
分子量: 599.68
纯度: 99.63%

5'-O-DMT-N4-isobutyryl-2'-deoxycytidine is 2'-deoxycytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-isobutyryl base-protecting group. CH64109 is identified by CAS 100898-62-2, molecular formula C34H37N3O7, molecular weight 599.68, PubChem CID 13888004, and InChIKey UGBSAMWXUKFNAH-ILJQZKEFSA-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-isobutyryl group masks the cytosine exocyclic amine and is removed at final deprotection.

同义词

5'-O-DMT-N4-isobutyryl-2'-deoxycytidine; 5'-O-(4,4'-dimethoxytrityl)-N4-isobutyryl-dC; DMT-dCiBu

身份与规格

Catalog No.	CH64109
CAS No.	100898-62-2
Molecular Formula	C34H37N3O7
Molecular Weight	599.68
PubChem CID	13888004
InChIKey	UGBSAMWXUKFNAH-ILJQZKEFSA-N
Purity	99.63%

储存条件

0-8 C

技术属性

Nucleobase: Cytosine
Sugar: 2'-Deoxyribose
5'-O protection: DMT (dimethoxytrityl)
Base protection: N4-Isobutyryl
Grade: N (Normal)
Packaging: 50 mg; 100 mg; 1 g; 5 g; 25 g; 100 g; 250 g; 1 kg; Custom packaging on request
Water content: <=0.5%
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-isobutyryl base protection: the isobutyryl 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 13888004
PubChem · CID 13888004

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-isobutyryl group protects the cytosine exocyclic amine during synthesis and is removed at final deprotection.

How does it differ from 5'-O-DMT-N4-benzoyl-2'-deoxycytidine?

Both are 5'-O-DMT-protected 2'-deoxycytidines with a protected cytosine N4-amine, but this one uses an isobutyryl group rather than benzoyl. The benzoyl and acetyl forms are cataloged separately.