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8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures

This paper concerns the Circular Dichroism (CD) and Nuclear Magnetic Resonance (NMR) structural studies of the quadruple helix arrangements adopted by three tailored oligodeoxyribonucleotide analogues, namely d(TG(Me)GGT), d(TGG(Me)GT) and d(TGGG(Me)T), where dG(Me) represents a 8-methyl-2′-deoxygua...

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Detalles Bibliográficos
Autores principales: Virgilio, Antonella, Esposito, Veronica, Randazzo, Antonio, Mayol, Luciano, Galeone, Aldo
Formato: Texto
Lenguaje:English
Publicado: Oxford University Press 2005
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1275585/
https://www.ncbi.nlm.nih.gov/pubmed/16257981
http://dx.doi.org/10.1093/nar/gki924
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author Virgilio, Antonella
Esposito, Veronica
Randazzo, Antonio
Mayol, Luciano
Galeone, Aldo
author_facet Virgilio, Antonella
Esposito, Veronica
Randazzo, Antonio
Mayol, Luciano
Galeone, Aldo
author_sort Virgilio, Antonella
collection PubMed
description This paper concerns the Circular Dichroism (CD) and Nuclear Magnetic Resonance (NMR) structural studies of the quadruple helix arrangements adopted by three tailored oligodeoxyribonucleotide analogues, namely d(TG(Me)GGT), d(TGG(Me)GT) and d(TGGG(Me)T), where dG(Me) represents a 8-methyl-2′-deoxyguanosine residue. The results of this study clearly demonstrate that the effects of the incorporation of dG(Me) instead of a dG residue are strongly dependant upon the positioning of a single base replacement along the sequence. As such, d(TG(Me)GGT), d(TGG(Me)GT) have been found to form 4-fold symmetric quadruplexes with all strands parallel and equivalent to each other, each more stable than their natural counterpart. NMR experiments clearly indicate that [d(TG(Me)GGT)](4) possesses a G(Me)-tetrad with all dG(Me) residues in a syn-glycosidic conformation while an anti-arrangement is apparent for the four dG(Me) of [d(TGG(Me)GT)](4). As the two complexes show a quite different CD behaviour, a possible relationship between the presence of residues adopting syn-glycosidic conformations and CD profiles is briefly discussed. As far as d(TGGG(Me)T) is concerned, NMR data indicate that at 25°C it exists primarily as a single-strand conformation in equilibrium with minor amounts of a quadruplex structure.
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spelling pubmed-12755852005-11-01 8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures Virgilio, Antonella Esposito, Veronica Randazzo, Antonio Mayol, Luciano Galeone, Aldo Nucleic Acids Res Article This paper concerns the Circular Dichroism (CD) and Nuclear Magnetic Resonance (NMR) structural studies of the quadruple helix arrangements adopted by three tailored oligodeoxyribonucleotide analogues, namely d(TG(Me)GGT), d(TGG(Me)GT) and d(TGGG(Me)T), where dG(Me) represents a 8-methyl-2′-deoxyguanosine residue. The results of this study clearly demonstrate that the effects of the incorporation of dG(Me) instead of a dG residue are strongly dependant upon the positioning of a single base replacement along the sequence. As such, d(TG(Me)GGT), d(TGG(Me)GT) have been found to form 4-fold symmetric quadruplexes with all strands parallel and equivalent to each other, each more stable than their natural counterpart. NMR experiments clearly indicate that [d(TG(Me)GGT)](4) possesses a G(Me)-tetrad with all dG(Me) residues in a syn-glycosidic conformation while an anti-arrangement is apparent for the four dG(Me) of [d(TGG(Me)GT)](4). As the two complexes show a quite different CD behaviour, a possible relationship between the presence of residues adopting syn-glycosidic conformations and CD profiles is briefly discussed. As far as d(TGGG(Me)T) is concerned, NMR data indicate that at 25°C it exists primarily as a single-strand conformation in equilibrium with minor amounts of a quadruplex structure. Oxford University Press 2005 2005-10-27 /pmc/articles/PMC1275585/ /pubmed/16257981 http://dx.doi.org/10.1093/nar/gki924 Text en © The Author 2005. Published by Oxford University Press. All rights reserved
spellingShingle Article
Virgilio, Antonella
Esposito, Veronica
Randazzo, Antonio
Mayol, Luciano
Galeone, Aldo
8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures
title 8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures
title_full 8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures
title_fullStr 8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures
title_full_unstemmed 8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures
title_short 8-Methyl-2′-deoxyguanosine incorporation into parallel DNA quadruplex structures
title_sort 8-methyl-2′-deoxyguanosine incorporation into parallel dna quadruplex structures
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1275585/
https://www.ncbi.nlm.nih.gov/pubmed/16257981
http://dx.doi.org/10.1093/nar/gki924
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