Templated Formation of Discrete RNA and DNA:RNA Hybrid G-Quadruplexes and Their Interactions with Targeting Ligands

Chemistry : a European Journal
Laureen BonnatEric Defrancq

Abstract

G-rich RNA and DNA oligonucleotides derived from the human telomeric sequence were assembled onto addressable cyclopeptide platforms through oxime ligations and copper-catalyzed azide-alkyne cycloaddition (CuAAc) reactions. The resulting conjugates were able to fold into highly stable RNA and DNA:RNA hybrid G-quadruplex (G4) architectures as demonstrated by UV, circular dichroism (CD), and NMR spectroscopic analysis. Whereas rationally designed parallel RNA and DNA:RNA hybrid G4 topologies could be obtained, we could not force the formation of an antiparallel RNA G4 structure, thus supporting the idea that this topology is strongly disfavored. The binding affinities of four representative G4 ligands toward the discrete RNA and DNA:RNA hybrid G4 topologies were compared to the one obtained with the corresponding DNA G4 structure. Surface plasmon resonance (SPR) binding analysis suggests that the accessibility to G4 recognition elements is different among the three structures and supports the idea that G4 ligands might be shaped to achieve structure selectivity in a biological context.

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Citations

Jun 14, 2017·Chemistry : a European Journal·Guillaume PirauxBenjamin Elias
Aug 8, 2018·Chemistry : a European Journal·Linn HaaseKlaus Weisz
Oct 27, 2018·Chemistry : a European Journal·Justin WeynandBenjamin Elias
Jul 11, 2019·Chemistry : a European Journal·Justin WeynandBenjamin Elias
Aug 7, 2020·Organic & Biomolecular Chemistry·Alexandre DevauxEric Defrancq
Sep 25, 2019·Organic & Biomolecular Chemistry·Laureen BonnatThomas Lavergne
Dec 3, 2020·Nucleic Acids Research·Prakash KharelPavel Ivanov
Oct 9, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·E PradoE Defrancq
Oct 14, 2020·Biochemistry·April S Berlyoung, Bruce A Armitage

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