Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions

Unnatural nucleosides have been explored to expand the properties and the applications of oligonucleotides. This paper briefly summarizes nucleic acid analogs in which the base is modified or replaced by an unnatural stacking group for the study of nucleic acid interactions. We also describe the nuc...

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Main Authors: Shu-ichi Nakano, Masayuki Fujii, Naoki Sugimoto
Format: Article
Language:English
Published: Wiley 2011-01-01
Series:Journal of Nucleic Acids
Online Access:http://dx.doi.org/10.4061/2011/967098
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author Shu-ichi Nakano
Masayuki Fujii
Naoki Sugimoto
author_facet Shu-ichi Nakano
Masayuki Fujii
Naoki Sugimoto
author_sort Shu-ichi Nakano
collection DOAJ
description Unnatural nucleosides have been explored to expand the properties and the applications of oligonucleotides. This paper briefly summarizes nucleic acid analogs in which the base is modified or replaced by an unnatural stacking group for the study of nucleic acid interactions. We also describe the nucleoside analogs of a base pair-mimic structure that we have examined. Although the base pair-mimic nucleosides possess a simplified stacking moiety of a phenyl or naphthyl group, they can be used as a structural analog of Watson-Crick base pairs. Remarkably, they can adopt two different conformations responding to their interaction energies, and one of them is the stacking conformation of the nonpolar aromatic group causing the site-selective flipping of the opposite base in a DNA double helix. The base pair-mimic nucleosides can be used to study the mechanism responsible for the base stacking and the flipping of bases out of a nucleic acid duplex.
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spelling doaj-art-ebc443beeb6b439fa46b6937d8125eac2025-02-03T01:09:36ZengWileyJournal of Nucleic Acids2090-021X2011-01-01201110.4061/2011/967098967098Use of Nucleic Acid Analogs for the Study of Nucleic Acid InteractionsShu-ichi Nakano0Masayuki Fujii1Naoki Sugimoto2Faculty of Frontiers of Innovative Research in Science and Technology, Konan University, 7-1-20 Minatojima-Minamimachi, Chuo-ku, Kobe 650-0047, JapanDepartment of Environmental and Biological Chemistry, Kinki University, 11-6 Kayanomori, Iizuka, Fukuoka 820-8555, JapanFaculty of Frontiers of Innovative Research in Science and Technology, Konan University, 7-1-20 Minatojima-Minamimachi, Chuo-ku, Kobe 650-0047, JapanUnnatural nucleosides have been explored to expand the properties and the applications of oligonucleotides. This paper briefly summarizes nucleic acid analogs in which the base is modified or replaced by an unnatural stacking group for the study of nucleic acid interactions. We also describe the nucleoside analogs of a base pair-mimic structure that we have examined. Although the base pair-mimic nucleosides possess a simplified stacking moiety of a phenyl or naphthyl group, they can be used as a structural analog of Watson-Crick base pairs. Remarkably, they can adopt two different conformations responding to their interaction energies, and one of them is the stacking conformation of the nonpolar aromatic group causing the site-selective flipping of the opposite base in a DNA double helix. The base pair-mimic nucleosides can be used to study the mechanism responsible for the base stacking and the flipping of bases out of a nucleic acid duplex.http://dx.doi.org/10.4061/2011/967098
spellingShingle Shu-ichi Nakano
Masayuki Fujii
Naoki Sugimoto
Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions
Journal of Nucleic Acids
title Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions
title_full Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions
title_fullStr Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions
title_full_unstemmed Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions
title_short Use of Nucleic Acid Analogs for the Study of Nucleic Acid Interactions
title_sort use of nucleic acid analogs for the study of nucleic acid interactions
url http://dx.doi.org/10.4061/2011/967098
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