Practical and Reliable Synthesis of 1,2-Dideoxy-d-ribofuranose and its Application in RNAi Studies

We developed a practical and reliable method for synthesizing an abasic deoxyribonucleoside, 1,2-dideoxy-d-ribofuranose (dR H ) via elimination of nucleobase from thymidine. To synthesize oligonucleotides bearing dR H by the standard phosphoramidite solid-phase method, dR H was converted to the corr...

Full description

Saved in:
Bibliographic Details
Published in:Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2016, Vol.35 (2), p.64-75
Main Authors: Nagaya, Yuki, Kitamura, Yoshiaki, Nakashima, Remi, Shibata, Aya, Ikeda, Masato, Kitade, Yukio
Format: Article
Language:English
Subjects:
Abasic nucleoside
Deoxyribose - analogs & derivatives
Deoxyribose - chemical synthesis
Deoxyribose - chemistry
Gene Expression
Gene Silencing
Genes, Reporter
glycal
HeLa Cells
Humans
oligonucleotide
Oligonucleotides - chemical synthesis
Oligonucleotides - chemistry
RNA Interference
RNA, Small Interfering - genetics
RNAi
siRNA
Thais
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We developed a practical and reliable method for synthesizing an abasic deoxyribonucleoside, 1,2-dideoxy-d-ribofuranose (dR H ) via elimination of nucleobase from thymidine. To synthesize oligonucleotides bearing dR H by the standard phosphoramidite solid-phase method, dR H was converted to the corresponding phosphoramidite derivative and linked to a solid support (controlled pore glass resin). Chemically modified small interfering RNAs (siRNAs) possessing dR H at their 3′-overhang regions were synthesized. Introducing dR H to the 3′-end of the antisense strand of siRNA reduced its knockdown effect.
ISSN:1525-7770
1532-2335
DOI:10.1080/15257770.2015.1114128