Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-N2-dmf-2'-deoxyguanosine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64107CAS号40094-22-2纯度>=98.5%

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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: C34H36N6O6
分子量: 624.69
纯度: >=98.5%

5'-O-DMT-N2-dmf-2'-deoxyguanosine is 2'-deoxyguanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-dimethylformamidine (dmf) base-protecting group. CH64107 is identified by CAS 40094-22-2, molecular formula C34H36N6O6, molecular weight 624.69, PubChem CID 136407412, and InChIKey YTRIMRXIMVGPAL-ZGIBFIJWSA-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 N2-dmf group masks the guanine exocyclic amine and is removed at final deprotection.

同义词

5'-O-DMT-N2-dmf-2'-deoxyguanosine; 5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylene)-dG; DMT-dG(dmf)

身份与规格

Catalog No.	CH64107
CAS No.	40094-22-2
Molecular Formula	C34H36N6O6
Molecular Weight	624.69
PubChem CID	136407412
InChIKey	YTRIMRXIMVGPAL-ZGIBFIJWSA-N
Purity	>=98.5%

储存条件

2-8 C

技术属性

Nucleobase: Guanine
Sugar: 2'-Deoxyribose
5'-O protection: DMT (dimethoxytrityl)
Base protection: N2-Dimethylaminomethylene (dmf)
Packaging: 1 mL; Custom packaging on request
Solution concentration: 10 mM in DMSO
Water content: <=4.0%
Physical form: white to off-white powder
Stability: 6 months at -20 C

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.
N2-dmf base protection: the dimethylformamidine group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.
Phosphoramidite precursor context: a doubly protected 2'-deoxyguanosine 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 136407412
PubChem · CID 136407412

常见问题

What do the two protecting groups on this deoxyguanosine 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 N2-dimethylformamidine (dmf) group protects the guanine exocyclic amine during synthesis and is removed at final deprotection.

How does it differ from 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?

Both are 5'-O-DMT-protected 2'-deoxyguanosines with a protected guanine N2-amine, but this one uses a dimethylformamidine (dmf) group rather than isobutyryl. The isobutyryl form is cataloged separately.