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Teaching photosensitizers a new trick: red light-triggered G-quadruplex alkylation by ligand co-localization

Enrico Cadoni, Alex Manicardi, Mathieu Fossepré, Kaat Heirwegh, Mathieu Surin, Annemieke Madder

2020Chemical Communications19 citationsDOIOpen Access PDF

Abstract

We propose a bimolecular approach for G-quadruplex alkylation, using a pro-reactive furan-containing ligand, activated by red-light irradiation of a proximate G4-binding photosensitizer. G4- over dsDNA alkylation can be achieved selectively and proves high-yielding at low ligand excess. HPLC and modelling studies allowed identifying potential residues involved in the alkylation.

Topics & Concepts

PhotosensitizerChemistryRed lightLigand (biochemistry)Photodynamic therapyG-quadruplexFuranAlkylationPhotochemistryCombinatorial chemistryStereochemistryCatalysisDNABiochemistryReceptorOrganic chemistryBiologyBotanyDNA and Nucleic Acid ChemistryAdvanced biosensing and bioanalysis techniquesClick Chemistry and Applications
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