A Photoresponsive Stiff-Stilbene Ligand Fuels the Reversible Unfolding of G-Quadruplex DNA

Michael O'Hagan, Susanta Haldar, Marta Duchi, Thomas A. A. Oliver, Adrian Mulholland, Juan C Morales, Carmen Galan*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

10 Citations (Scopus)
39 Downloads (Pure)

Abstract

The polymorphic nature of G-quadruplex (G4) DNA structures points to a range of potential applications in nanodevices and an opportunity to control G4 in biological settings. Light is an attractive means for the regulation of oligonucleotide structure as it can be delivered with high spatiotemporal precision. However, surprisingly little attention has been devoted towards the development of ligands for G4 that allow photoregulation of G4 folding. We report a novel G4-binding chemotype derived from stiff-stilbene. Surprisingly however, whilst the ligand induces high stabilization in the potassium form of human telomeric DNA, it causes the unfolding of the same G4 sequence in sodium buffer. This effect can be reversed on demand by irradiation with 400 nm light through deactivation of the ligand by photo-oxidation. By fuelling the system with the photolabile ligand, the conformation of G4 DNA was switched five times.

Original languageEnglish
Pages (from-to)4334-4338
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number13
Early online date20 Feb 2019
DOIs
Publication statusPublished - 22 Mar 2019

Structured keywords

  • BCS and TECS CDTs

Keywords

  • circular dichroism
  • DNA
  • G-quadruplexes
  • oligonucleotides
  • photoregulation

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