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Issue 16, 2019
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α-2′-Deoxyguanosine can switch DNA G-quadruplex topologies from antiparallel to parallel

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Abstract

Here we demonstrate G-quadruplex formation by oligodeoxynucleotides containing α-2′-deoxyguanosine (α-dG) as a sole source of guanosines in G4T4, G4T4G4 and T(G3Tn)3G3T sequences with various numbers of natural β-T in the loops (n = 1–4). Based on circular dichroism spectra we observed that all α-dG-containing DNAs formed G-quadruplexes with uniform arrangement of α-dG-tetrads, which implies formation of G-quadruplexes of parallel topology. In several cases, native DNA structures that usually adopt an antiparallel topology were converted to more thermally stable G-quadruplexes of parallel topology. Using 2D ROESY NMR spectra a new ‘sequential walk’ was established for α-dGs in a tetramolecular, parallel complex formed by the α-G4β-T4 sequence. Analysis of ROEs in α-dGs indicates that guanines in [α-G4β-T4]4 adopt anti-glycosidic conformations. These results demonstrate that α-dG can be used for an antiparallel-to-parallel switch of G-quadruplex DNAs producing complexes with higher thermal stability and uniform stacking of α-dG-tetrads.

Graphical abstract: α-2′-Deoxyguanosine can switch DNA G-quadruplex topologies from antiparallel to parallel

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Publication details

The article was received on 14 Feb 2019, accepted on 28 Mar 2019 and first published on 28 Mar 2019


Article type: Paper
DOI: 10.1039/C9OB00360F
Citation: Org. Biomol. Chem., 2019,17, 4031-4042

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    α-2′-Deoxyguanosine can switch DNA G-quadruplex topologies from antiparallel to parallel

    J. Filitcheva, P. J. B. Edwards, G. E. Norris and V. V. Filichev, Org. Biomol. Chem., 2019, 17, 4031
    DOI: 10.1039/C9OB00360F

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