Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64122CAS号136834-21-4纯度99.58%

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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: C38H34FN5O6
分子量: 675.7
纯度: 99.58%

5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine is 2'-fluoro-2'-deoxyadenosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N6-benzoyl base-protecting group. CH64122 is identified by CAS 136834-21-4, molecular formula C38H34FN5O6, molecular weight 675.7, PubChem CID 11125261, and InChIKey DDOOVEXTSRBCMU-VYUOYPLNSA-N.

It is a 2'-F-modified RNA phosphoramidite precursor context: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the N6-benzoyl group masks the adenine exocyclic amine and is removed at final deprotection. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.

同义词

5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine; 5'-O-DMT-2'-F-rA(Bz); DMT-2'-F-rA(Bz)

身份与规格

Catalog No.	CH64122
CAS No.	136834-21-4
Molecular Formula	C38H34FN5O6
Molecular Weight	675.7
PubChem CID	11125261
InChIKey	DDOOVEXTSRBCMU-VYUOYPLNSA-N
Purity	99.58%

储存条件

2-8 C

技术属性

Nucleobase: Adenine
5'-O protection: DMT (dimethoxytrityl)
Sugar modification: 2'-Fluoro-2'-deoxy
Base protection: N6-Benzoyl
Packaging: 100 mg; 250 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 1 kg; 1 mL; Custom packaging on request
Solution concentration: 10 mM in DMSO
Water content: <=1.0%
Physical form: white to off-white powder
Stability: Powder: 3 years at -20 C; in solvent: 1 year at -80 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 RNA chain-elongation cycle.
2'-Fluoro sugar modification: cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
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 11125261
PubChem · CID 11125261

常见问题

How does it differ from N6-benzoyl-2'-fluoro-2'-deoxyadenosine?

Both carry an N6-benzoyl-protected 2'-fluoro adenosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl (as a phosphoramidite precursor). The non-DMT form is cataloged separately.