Porphyrin-templated synthetic G-quartet (PorphySQ): a second prototype of G-quartet-based G-quadruplex ligand.

Autor: Xu HJ; Institut de Chimie Moléculaire, CNRS UMR6302, Université de Bourgogne, Dijon, France., Stefan L, Haudecoeur R, Vuong S, Richard P, Denat F, Barbe JM, Gros CP, Monchaud D
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2012 Jul 21; Vol. 10 (27), pp. 5212-8. Date of Electronic Publication: 2012 Jun 12.
DOI: 10.1039/c2ob25601k
Abstrakt: Template-assembled synthetic G-quartet (TASQ) has been reported recently as a G-quadruplex ligand interacting with DNA according to an unprecedented, nature-inspired 'like likes like' approach, based on the association between two G-quartets, one being native (quadruplex) and the other one artificial (ligand). Herein, a novel TASQ-based ligand is designed, synthesized and its quadruplex-recognition properties are evaluated in vitro: PorphySQ (for porphyrin-templated synthetic G-quartet) displays enhanced quadruplex recognition properties as compared to the very first reported prototype (DOTASQ, for DOTA-templated synthetic G-quartet), since the porphyrin template insures a more stable intramolecular G-quartet fold due to self-stabilizing interactions that may take place intramolecularly between the porphyrin ring and the formed G-quartet.
Databáze: MEDLINE