Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-MOE-5-Methylcytidine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65035CAS号163759-94-2纯度99.9% (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: C50H60N5O10P
分子量: 922.0
纯度: 99.9% (HPLC)

2'-O-MOE-5-Methylcytidine (Bz) CE Phosphoramidite is the 2'-O-methoxyethyl 5-methylcytidine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)-N4-benzoyl-5-methylcytidine (5-methylcytosine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65035 is identified by CAS 163759-94-2, molecular formula C50H60N5O10P, molecular weight 922.0, PubChem CID 101234327, and InChIKey FLIGVMLIIDVDSN-GICDFOIUSA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain, the acid-labile 5'-DMT is removed each cycle, and the N4-benzoyl base group is removed at final deprotection. In the cited structure and stability literature, 2'-O-MOE ribonucleosides/residues are discussed in RNA-affinity and nuclease-resistance studies and as flanking residues in gapmer antisense oligonucleotides.

同义词

DMT-2'-O-MOE-5Me-rC(Bz) phosphoramidite; 5'-O-DMT-2'-O-MOE-N4-benzoyl-5-methylcytidine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65035
CAS No.	163759-94-2
Molecular Formula	C50H60N5O10P
Molecular Weight	922.0
PubChem CID	101234327
InChIKey	FLIGVMLIIDVDSN-GICDFOIUSA-N
Purity	99.9% (HPLC)

储存条件

-20 C

技术属性

Monomer class: 2'-O-MOE RNA CE phosphoramidite
Nucleobase: 5-Methylcytosine
Sugar modification: 2'-O-(2-Methoxyethyl) (MOE)
Base protection: N4-Benzoyl
Grade: N (Normal)
Packaging: 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 100 g; 200 g; Custom packaging on request
Water content: <=0.5%
Physical form: white to off-white powder
Stability: >=4 years

应用背景

2'-MOE 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'-MOE sugar modification: cited structure and stability literature discusses 2'-O-MOE residues in RNA-affinity and nuclease-resistance studies and as gapmer flank residues.
5-Methylcytosine base, N4-benzoyl protected: the base is 5-methylcytosine with an N4-benzoyl protecting group (removed at final deprotection), and the acid-labile 5'-DMT is 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 101234327
PubChem · CID 101234327

常见问题

What base and sugar identity does this amidite provide?

It provides a 2'-O-methoxyethyl-5-methylcytidine phosphoramidite identity with a 5-methylcytosine base. The 3'-phosphoramidite is the coupling group, 5'-DMT is removed each cycle, and N4-benzoyl is removed at final deprotection.

How does it differ from the 2'-O-MOE-C(Bz) phosphoramidite?

Both are N4-benzoyl-protected 2'-MOE cytidine amidites, but this one has a 5-methylcytosine base (an extra methyl on the base). The non-methylated form is cataloged separately.