Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-O-TBDMS-uridine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64113CAS号81246-80-2纯度>=98% (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: C36H44N2O8Si
分子量: 660.8
纯度: >=98% (HPLC)

5'-O-DMT-2'-O-TBDMS-uridine is uridine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group. CH64113 is identified by CAS 81246-80-2, molecular formula C36H44N2O8Si, molecular weight 660.8, PubChem CID 11017778, and InChIKey KVHQIELPHWJPSY-WXQJYUTRSA-N.

It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis. Because uracil has no exocyclic amine, no base protecting group is required.

同义词

5'-O-DMT-2'-O-TBDMS-uridine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-rU; DMT-2'-TBDMS-rU

身份与规格

Catalog No.	CH64113
CAS No.	81246-80-2
Molecular Formula	C36H44N2O8Si
Molecular Weight	660.8
PubChem CID	11017778
InChIKey	KVHQIELPHWJPSY-WXQJYUTRSA-N
Purity	>=98% (HPLC)

储存条件

2-8 C

技术属性

Nucleobase: Uracil
5'-O protection: DMT (dimethoxytrityl)
2'-O protection: TBDMS (tert-butyldimethylsilyl)
Base protection: Unprotected
Packaging: 1 g; 2 g; 5 g; 10 g; 25 g; Custom packaging on request
Water content: <=1.0%
Physical form: white to off-white powder

应用背景

5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each RNA chain-elongation cycle.
2'-O-TBDMS 2'-OH protection: the tert-butyldimethylsilyl group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis.
No base protection needed: uracil has no exocyclic amine, so this building block requires no base protecting group.

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 11017778
PubChem · CID 11017778

常见问题

Why does 5'-O-DMT-2'-O-TBDMS-uridine have no base protecting group?

Uracil has no reactive exocyclic amine, so it needs no base protection. Only the 5'-hydroxyl (acid-labile DMT, removed each cycle) and the ribose 2'-hydroxyl (TBDMS, for RNA synthesis) are protected.

How does it differ from 5'-O-DMT-2'-deoxyuridine?

This is the ribonucleoside form with a 2'-hydroxyl protected as a 2'-O-TBDMS ether (for RNA synthesis), whereas the deoxy version has no 2'-OH. The 2'-deoxy form is cataloged separately.