Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-O-TBDMS-N2-isobutyrylguanosine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64112CAS号81279-39-2纯度>=98.0%

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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: C41H51N5O8Si
分子量: 770.0
纯度: >=98.0%

5'-O-DMT-2'-O-TBDMS-N2-isobutyrylguanosine is guanosine carrying three protecting groups: a 5'-O-(4,4'-dimethoxytrityl) (DMT) group, a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group, and an N2-isobutyryl base-protecting group. CH64112 is identified by CAS 81279-39-2, molecular formula C41H51N5O8Si, molecular weight 770.0, PubChem CID 135451092, and InChIKey JMCNKJFOIJGYRG-CJEGOSRCSA-N.

It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis, and the N2-isobutyryl group masks the guanine exocyclic amine and is removed at final deprotection.

同义词

5'-O-DMT-2'-O-TBDMS-N2-isobutyrylguanosine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N2-ibu-rG; DMT-2'-TBDMS-rG(iBu)

身份与规格

Catalog No.	CH64112
CAS No.	81279-39-2
Molecular Formula	C41H51N5O8Si
Molecular Weight	770.0
PubChem CID	135451092
InChIKey	JMCNKJFOIJGYRG-CJEGOSRCSA-N
Purity	>=98.0%

储存条件

2-8 C

技术属性

Nucleobase: Guanine
5'-O protection: DMT (dimethoxytrityl)
2'-O protection: TBDMS (tert-butyldimethylsilyl)
Base protection: N2-Isobutyryl
Packaging: 100 mg; 200 mg; 500 mg; 1 g; 5 g; 10 g; 1 mL; Custom packaging on request
Solution concentration: 10 mM in DMSO
Water content: <=1.0%
Physical form: white to off-white powder
Stability: Powder: 3 years at -20 C; in solvent: 1 year at -80 C

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.
N2-isobutyryl base protection: the isobutyryl group masks the guanine 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 135451092
PubChem · CID 135451092

常见问题

What do the three protecting groups on this guanosine do?

The 5'-O-DMT group is an acid-labile 5'-hydroxyl protection removed at the start of each RNA chain-elongation cycle; the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis; and the N2-isobutyryl group protects the guanine exocyclic amine, removed at final deprotection.

How does it differ from 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?

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.