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二氧磷杂环己烷约束型核酸二核苷酸作为核酸结构调控工具

Dioxaphosphorinane-constrained nucleic Acid dinucleotides as tools for structural tuning of nucleic acids.

作者信息

Catana Dan-Andrei, Renard Brice-Loïc, Maturano Marie, Payrastre Corinne, Tarrat Nathalie, Escudier Jean-Marc

机构信息

Laboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, CNRS UMR 5068, Université Paul Sabatier, 31062 Toulouse, France.

出版信息

J Nucleic Acids. 2012;2012:215876. doi: 10.1155/2012/215876. Epub 2012 Oct 24.

DOI:10.1155/2012/215876
PMID:23150809
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3488415/
Abstract

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.

摘要

我们描述了一种用于调控核酸糖磷酸骨架几何结构的合理方法。通过将磷酸基团的一个氧原子与糖部分的一个碳原子相连来产生限制。在糖磷酸骨架的关键位置引入了所谓的二氧磷杂环戊烷环，从而能够控制定义聚合物结构的六个扭转角α至ζ。描述了D-CNA家族所有成员的合成，并且我们强调了α,β-D-CNA的一对非对映异构体对二级结构稳定性的影响，这些异构体是否呈现B型标准值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/82596e743547/JNA2012-215876.006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/8b102ca6de8b/JNA2012-215876.001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/6fade106674f/JNA2012-215876.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/593ea5392677/JNA2012-215876.004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/67391e207763/JNA2012-215876.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/91477fbdf05f/JNA2012-215876.sch.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/4ea9ec45fcd2/JNA2012-215876.sch.004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/b70e5c0ab548/JNA2012-215876.sch.005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/13c68127f0e1/JNA2012-215876.sch.006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/4b668f095741/JNA2012-215876.005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/82596e743547/JNA2012-215876.006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/8b102ca6de8b/JNA2012-215876.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/4be38f479a5a/JNA2012-215876.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/81a1e422b670/JNA2012-215876.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/6fade106674f/JNA2012-215876.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/593ea5392677/JNA2012-215876.004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/67391e207763/JNA2012-215876.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/91477fbdf05f/JNA2012-215876.sch.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/4ea9ec45fcd2/JNA2012-215876.sch.004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/b70e5c0ab548/JNA2012-215876.sch.005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/13c68127f0e1/JNA2012-215876.sch.006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/4b668f095741/JNA2012-215876.005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c650/3488415/82596e743547/JNA2012-215876.006.jpg

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2
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J Am Chem Soc. 2011 Apr 20;133(15):5788-90. doi: 10.1021/ja2013399. Epub 2011 Mar 28.
3
Cleavage of RNA phosphodiester bonds by small molecular entities: a mechanistic insight.
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4
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