Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-OMe-Inosine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65022CAS号128219-85-2纯度>=98.0% (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: C41H49N6O8P
分子量: 784.8
纯度: >=98.0% (HPLC)

2'-OMe-Inosine CE Phosphoramidite is the 2'-O-methyl inosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-methylinosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65022 is identified by CAS 128219-85-2, molecular formula C41H49N6O8P, molecular weight 784.8, PubChem CID 135742511, and InChIKey PVFNTYBGWVZMCX-HLHZJIEZSA-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 hypoxanthine 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-rI phosphoramidite; 5'-O-DMT-2'-O-methylinosine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65022
CAS No.	128219-85-2
Molecular Formula	C41H49N6O8P
Molecular Weight	784.8
PubChem CID	135742511
InChIKey	PVFNTYBGWVZMCX-HLHZJIEZSA-N
Purity	>=98.0% (HPLC)

储存条件

-20 C

技术属性

Monomer class: 2'-O-methyl RNA CE phosphoramidite
Nucleobase: Hypoxanthine
Sugar modification: 2'-O-Methyl
Base protection: Unprotected
Grade: N (Normal)
Packaging: 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; Custom packaging on request
Water content: <=0.20% by Karl Fischer
Physical form: white/off-white to faint yellow powder; free from visible foreign matter
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 hypoxanthine 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 135742511
PubChem · CID 135742511

常见问题

Why does the 2'-OMe-inosine phosphoramidite have no base protecting group?

The hypoxanthine base of inosine 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 differ from the 2'-O-TBDMS-inosine phosphoramidite?

This one has a 2'-O-methyl modification (a permanent methyl on the 2'-oxygen), whereas the 2'-O-TBDMS form protects the 2'-hydroxyl with a silyl group that is later removed. The 2'-O-TBDMS form is cataloged separately.