6533b85ffe1ef96bd12c1c89
RESEARCH PRODUCT
Porphyrin-templated synthetic G-quartet (PorphySQ): a second prototype of G-quartet-based G-quadruplex ligand.
Hai-jun XuRomain HaudecoeurJean-michel BarbeFranck DenatDavid MonchaudClaude P. GrosLoic StefanSophie VuongPhilippe Richardsubject
Models Molecular0303 health sciencesPorphyrinsStereochemistryOrganic ChemistryHydrogen Bonding010402 general chemistryG-quadruplexLigands01 natural sciencesBiochemistryPorphyrin0104 chemical sciencesG-Quadruplexes03 medical and health scienceschemistry.chemical_compoundchemistryIntramolecular force[CHIM]Chemical SciencesPhysical and Theoretical ChemistryDNAComputingMilieux_MISCELLANEOUS030304 developmental biologydescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2012-06-13 | Organicbiomolecular chemistry |