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...
Saved in:
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2012-01-01
|
| Series: | Journal of Nucleic Acids |
| Online Access: | http://dx.doi.org/10.1155/2012/215876 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832558210669608960 |
|---|---|
| author | Dan-Andrei Catana Brice-Loïc Renard Marie Maturano Corinne Payrastre Nathalie Tarrat Jean-Marc Escudier |
| author_facet | Dan-Andrei Catana Brice-Loïc Renard Marie Maturano Corinne Payrastre Nathalie Tarrat Jean-Marc Escudier |
| author_sort | Dan-Andrei Catana |
| collection | DOAJ |
| 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. |
| format | Article |
| id | doaj-art-e6da3bce3b27448c90033534b153a19f |
| institution | Kabale University |
| issn | 2090-0201 2090-021X |
| language | English |
| publishDate | 2012-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Nucleic Acids |
| spelling | doaj-art-e6da3bce3b27448c90033534b153a19f2025-02-03T01:33:00ZengWileyJournal of Nucleic Acids2090-02012090-021X2012-01-01201210.1155/2012/215876215876Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic AcidsDan-Andrei Catana0Brice-Loïc Renard1Marie Maturano2Corinne Payrastre3Nathalie Tarrat4Jean-Marc Escudier5Laboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, CNRS UMR 5068, Université Paul Sabatier, 31062 Toulouse, FranceLaboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, CNRS UMR 5068, Université Paul Sabatier, 31062 Toulouse, FranceLaboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, CNRS UMR 5068, Université Paul Sabatier, 31062 Toulouse, FranceLaboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, CNRS UMR 5068, Université Paul Sabatier, 31062 Toulouse, FranceUniversité de Toulouse, INSA, UPS, INP, LISBP, 135 Avenue de Rangueil, 31077 Toulouse, FranceLaboratoire de Synthèse et Physicochimie de Molécules d'Intérêt Biologique, CNRS UMR 5068, Université Paul Sabatier, 31062 Toulouse, FranceWe 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.http://dx.doi.org/10.1155/2012/215876 |
| spellingShingle | Dan-Andrei Catana Brice-Loïc Renard Marie Maturano Corinne Payrastre Nathalie Tarrat Jean-Marc Escudier Dioxaphosphorinane-Constrained Nucleic Acid Dinucleotides as Tools for Structural Tuning of Nucleic Acids Journal of Nucleic Acids |
| title | 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_short | 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 |
| url | http://dx.doi.org/10.1155/2012/215876 |
| work_keys_str_mv | AT danandreicatana dioxaphosphorinaneconstrainednucleicaciddinucleotidesastoolsforstructuraltuningofnucleicacids AT briceloicrenard dioxaphosphorinaneconstrainednucleicaciddinucleotidesastoolsforstructuraltuningofnucleicacids AT mariematurano dioxaphosphorinaneconstrainednucleicaciddinucleotidesastoolsforstructuraltuningofnucleicacids AT corinnepayrastre dioxaphosphorinaneconstrainednucleicaciddinucleotidesastoolsforstructuraltuningofnucleicacids AT nathalietarrat dioxaphosphorinaneconstrainednucleicaciddinucleotidesastoolsforstructuraltuningofnucleicacids AT jeanmarcescudier dioxaphosphorinaneconstrainednucleicaciddinucleotidesastoolsforstructuraltuningofnucleicacids |