Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-OMe-5-Methyluridine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65025CAS号153631-20-0纯度>99% (NMR)

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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: C41H51N4O9P
分子量: 774.8
纯度: >99% (NMR)

2'-OMe-5-Methyluridine CE Phosphoramidite is the 2'-O-methyl 5-methyluridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-5-methyluridine (5-methyluracil base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65025 is identified by CAS 153631-20-0, molecular formula C41H51N4O9P, molecular weight 774.8, PubChem CID 10327870, and InChIKey GMJRPRHRYILEOK-VNZAIEIISA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain and the acid-labile 5'-DMT is removed each cycle. Because the 5-methyluracil base has no exocyclic amine, no base protecting group is required. In the cited literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity.

同义词

DMT-2'-OMe-5Me-rU phosphoramidite; 5'-O-DMT-2'-O-methyl-5-methyluridine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65025
CAS No.	153631-20-0
Molecular Formula	C41H51N4O9P
Molecular Weight	774.8
PubChem CID	10327870
InChIKey	GMJRPRHRYILEOK-VNZAIEIISA-N
Purity	>99% (NMR)

储存条件

-20 C

技术属性

Monomer class: 2'-O-methyl RNA CE phosphoramidite
Nucleobase: 5-Methyluracil
Sugar modification: 2'-O-Methyl
Base protection: Unprotected
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 100 g; Custom packaging on request
Physical form: solid
Stability: >=4 years

应用背景

2'-OMe RNA 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.
2'-OMe sugar modification: cited 2'-O-methyl oligonucleotide literature discusses nuclease resistance and RNA affinity.
No base protection needed: the 5-methyluracil base has no exocyclic amine, so this monomer requires no base protecting group (only the acid-labile 5'-DMT, removed each cycle).

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 10327870
PubChem · CID 10327870

常见问题

Why does this 2'-OMe amidite have no base protecting group?

Its base is 5-methyluracil, which has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group, removed each cycle, and the 3'-phosphoramidite coupling group.

How does it relate to 5'-O-DMT-5-methyl-2'-O-methyluridine?

It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The precursor is cataloged separately.