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Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/141967

Interdependence of pyrene interactions and tetramolecular G4-DNA assembly

AutorDoluca, O.; Withers, J. M.; Loo, T. S.; Edwards, P. J. B.; González, Carlos ; Filichev, V. V.
Fecha de publicación2015
EditorRoyal Society of Chemistry (Great Britain)
CitaciónOrganic and Biomolecular Chemistry 13: 3742- 3748 (2015)
Resumen© 2015 The Royal Society of Chemistry. Controlling the arrangement of organic chromophores in supramolecular architectures is of primary importance for the development of novel functional molecules. Insertion of a twisted intercalating nucleic acid (TINA) moiety, containing phenylethynylpyren-1-yl derivatives, into a G-rich DNA sequence alters G-quadruplex folding, resulting in supramolecular structures with defined pyrene arrangements. Based on CD, NMR and ESI-mass-spectra, as well as TINA excited dimer (excimer) fluorescence emission we propose that insertion of the TINA monomer in the middle of a dTG4T sequence (i.e. dTGGXGGT, where X is TINA) converts a parallel tetramolecular G-quadruplex into an assembly composed of two identical antiparallel G-quadruplex subunits stacked via TINA-TINA interface. Kinetic analysis showed that TINA-TINA association controls complex formation in the presence of Na+ but barely competes with guanine-mediated association in K+ or in the sequence with the longer G-run (dTGGGXGGGT). These results demonstrate new perspectives in the design of molecular entities that can kinetically control G-quadruplex formation and show how tetramolecular G-quadruplexes can be used as a tuneable scaffold to control the arrangement of organic chromophores.
Identificadoresdoi: 10.1039/c4ob02499k
issn: 1477-0520
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