Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-TBDMS-Cytidine (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65014CAS号118380-84-0纯度>98.5% (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: C52H66N5O9PSi
分子量: 964.2
纯度: >98.5% (HPLC)

2'-O-TBDMS-Cytidine (Bz) CE Phosphoramidite is the fully protected cytidine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N4-benzoylcytidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65014 is identified by CAS 118380-84-0, molecular formula C52H66N5O9PSi, molecular weight 964.2, PubChem CID 11029435, and InChIKey VWNXEDLLHIFAOL-YOVDOAOFSA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase RNA synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, the 2'-O-TBDMS protects the ribose 2'-hydroxyl, and the N4-benzoyl base group is removed at final deprotection.

同义词

DMT-2'-O-TBDMS-rC(Bz) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65014
CAS No.	118380-84-0
Molecular Formula	C52H66N5O9PSi
Molecular Weight	964.2
PubChem CID	11029435
InChIKey	VWNXEDLLHIFAOL-YOVDOAOFSA-N
Purity	>98.5% (HPLC)

技术属性

Monomer class: RNA CE phosphoramidite
Nucleobase: Cytosine
2'-O protection: TBDMS (tert-butyldimethylsilyl)
Base protection: N4-Benzoyl
Packaging: 100 mg; 250 mg; 1 g; 10 g; 100 g; 500 g; Custom packaging on request
Physical form: solid

应用背景

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 RNA synthesis.
5'-DMT + 2'-O-TBDMS protection: the acid-labile 5'-DMT is removed each cycle, while the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during synthesis.
N4-benzoyl base protection: the benzoyl group masks the cytosine 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 11029435
PubChem · CID 11029435

常见问题

What are the four functional groups on this RNA amidite?

A 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite (the reactive coupling group), an acid-labile 5'-O-DMT group (removed each cycle), a 2'-O-TBDMS group (protects the ribose 2'-hydroxyl), and an N4-benzoyl base protection (removed at final deprotection).

How does it differ from the 2'-O-TBDMS-rC(Ac) phosphoramidite?

Both are 2'-O-TBDMS cytidine RNA amidites, but this one uses an N4-benzoyl base protection rather than acetyl. The acetyl amidite is cataloged separately.