Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-OMe-5-Methylcytidine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65024CAS号166593-57-3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: C48H56N5O9P
分子量: 878.0
纯度: >=98.0% (HPLC)

2'-OMe-5-Methylcytidine (Bz) CE Phosphoramidite is the 2'-O-methyl 5-methylcytidine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N4-benzoyl-2'-O-methyl-5-methylcytidine (5-methylcytosine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65024 is identified by CAS 166593-57-3, molecular formula C48H56N5O9P, molecular weight 878.0, PubChem CID 11967352, and InChIKey GIWYLFDPXKHBKT-AENBYTAOSA-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 literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity.

同义词

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

身份与规格

Catalog No.	CH65024
CAS No.	166593-57-3
Molecular Formula	C48H56N5O9P
Molecular Weight	878.0
PubChem CID	11967352
InChIKey	GIWYLFDPXKHBKT-AENBYTAOSA-N
Purity	>=98.0% (HPLC)

储存条件

-20 C

技术属性

Monomer class: 2'-O-methyl RNA CE phosphoramidite
Nucleobase: 5-Methylcytosine
Sugar modification: 2'-O-Methyl
Base protection: N4-Benzoyl
Grade: N (Normal)
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; Custom packaging on request
Physical form: white to off-white powder
Stability: powder: 3 years at -20 C; 2 years at 4 C

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.
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 11967352
PubChem · CID 11967352

常见问题

What base and sugar identity does this amidite provide?

It provides a 2'-O-methyl-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'-OMe-C(Bz) phosphoramidite?

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