Porphyrin-templated synthetic G-quartet (PorphySQ): a second prototype of G-quartet-based G-quadruplex ligand.
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.
Institut de Chimie Moléculaire, CNRS UMR6302, Université de Bourgogne, Dijon, France.
Hai-Jun
HJ
Xu
Loic
L
Stefan
Romain
R
Haudecoeur
Sophie
S
Vuong
Philippe
P
Richard
Franck
F
Denat
Jean-Michel
JM
Barbe
Claude P
CP
Gros
David
D
Monchaud
D054856:G-Quadruplexes; D006860:Hydrogen Bonding; D008024:Ligands; D008958:Models, Molecular; D011166:Porphyrins / Q000737:chemistry*
D008024:Ligands; D011166:Porphyrins