Triazole-linked analogue of deoxyribonucleic acid ((TL)DNA): design, synthesis, and double-strand formation with natural DNA

Hiroyuki Isobe; Tomoko Fujino; Naomi Yamazaki; Marine Guillot-Nieckowski; Eiichi Nakamura

doi:10.1021/ol801230k

Triazole-linked analogue of deoxyribonucleic acid ((TL)DNA): design, synthesis, and double-strand formation with natural DNA

Org Lett. 2008 Sep 4;10(17):3729-32. doi: 10.1021/ol801230k. Epub 2008 Jul 26.

Authors

Hiroyuki Isobe¹, Tomoko Fujino, Naomi Yamazaki, Marine Guillot-Nieckowski, Eiichi Nakamura

Affiliation

¹ Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578, Japan. isobe@mail.tains.tohoku.ac.jp

PMID: 18656947
DOI: 10.1021/ol801230k

Abstract

A new triazole-linked analogue of DNA ((TL)DNA) has been designed and synthesized using click chemistry. The chain elongation reaction using copper-catalyzed Huisgen cycloaddition was successful and gave the artificial oligonucleotide that formed a stable double strand with the complementary strand of natural DNA.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Copper / chemistry
Cyclization
DNA / chemical synthesis*
DNA / chemistry
Models, Molecular
Nucleic Acid Conformation
Oligonucleotides / chemical synthesis*
Oligonucleotides / chemistry
Thymine / analogs & derivatives
Thymine / chemistry
Triazoles / chemical synthesis
Triazoles / chemistry*

Substances

Oligonucleotides
Triazoles
Copper
DNA
Thymine