Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids

We describe a rational approach devoted to modulate the sugar-phosphate backbone geometry of nucleic acids. Constraints were generated by connecting one oxygen of the phosphate group to a carbon of the sugar moiety. The so-called dioxaphosphorinane rings were introduced at key positions along the su...

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Main Authors:	Catana, Dan-Andrei, Renard, Brice-Loïc, Maturano, Marie, Payrastre, Corinne, Tarrat, Nathalie, Escudier, Jean-Marc
Format:	Online
Language:	English
Published:	Hindawi Publishing Corporation 2012
Online Access:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3488415/

id	pubmed-3488415
recordtype	oai_dc
spelling	pubmed-34884152012-11-13 Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids Catana, Dan-Andrei Renard, Brice-Loïc Maturano, Marie Payrastre, Corinne Tarrat, Nathalie Escudier, Jean-Marc Review Article We describe a rational approach devoted to modulate the sugar-phosphate backbone geometry of nucleic acids. Constraints were generated by connecting one oxygen of the phosphate group to a carbon of the sugar moiety. The so-called dioxaphosphorinane rings were introduced at key positions along the sugar-phosphate backbone allowing the control of the six-torsion angles α to ζ defining the polymer structure. The syntheses of all the members of the D-CNA family are described, and we emphasize the effect on secondary structure stabilization of a couple of diastereoisomers of α,β-D-CNA exhibiting wether B-type canonical values or not. Hindawi Publishing Corporation 2012 2012-10-24 /pmc/articles/PMC3488415/ /pubmed/23150809 http://dx.doi.org/10.1155/2012/215876 Text en Copyright © 2012 Dan-Andrei Catana et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
repository_type	Open Access Journal
institution_category	Foreign Institution
institution	US National Center for Biotechnology Information
building	NCBI PubMed
collection	Online Access
language	English
format	Online
author	Catana, Dan-Andrei Renard, Brice-Loïc Maturano, Marie Payrastre, Corinne Tarrat, Nathalie Escudier, Jean-Marc
spellingShingle	Catana, Dan-Andrei Renard, Brice-Loïc Maturano, Marie Payrastre, Corinne Tarrat, Nathalie Escudier, Jean-Marc Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids
author_facet	Catana, Dan-Andrei Renard, Brice-Loïc Maturano, Marie Payrastre, Corinne Tarrat, Nathalie Escudier, Jean-Marc
author_sort	Catana, Dan-Andrei
title	Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids
title_short	Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids
title_full	Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids
title_fullStr	Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids
title_full_unstemmed	Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids
title_sort	dioxaphosphorinane-constrained nucleic acid dinucleotides as tools for structural tuning of nucleic acids
description	We describe a rational approach devoted to modulate the sugar-phosphate backbone geometry of nucleic acids. Constraints were generated by connecting one oxygen of the phosphate group to a carbon of the sugar moiety. The so-called dioxaphosphorinane rings were introduced at key positions along the sugar-phosphate backbone allowing the control of the six-torsion angles α to ζ defining the polymer structure. The syntheses of all the members of the D-CNA family are described, and we emphasize the effect on secondary structure stabilization of a couple of diastereoisomers of α,β-D-CNA exhibiting wether B-type canonical values or not.
publisher	Hindawi Publishing Corporation
publishDate	2012
url	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3488415/
_version_	1611921175388094464

Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids

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