Porphyrin-templated synthetic G-quartet (PorphySQ): a second prototype of G-quartet-based G-quadruplex ligand. Xu, H., Stefan, L., Haudecoeur, R., Vuong, S., Richard, P., Denat, F., Barbe, J., Gros, C. P, & Monchaud, D. Organic & biomolecular chemistry, 10(27):5212–8, July, 2012. Paper doi abstract bibtex 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.
@article{Xu2012,
title = {Porphyrin-templated synthetic {G}-quartet ({PorphySQ}): a second prototype of {G}-quartet-based {G}-quadruplex ligand.},
volume = {10},
issn = {1477-0539},
url = {http://www.ncbi.nlm.nih.gov/pubmed/22689015},
doi = {10.1039/c2ob25601k},
abstract = {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.},
number = {27},
journal = {Organic \& biomolecular chemistry},
author = {Xu, Hai-Jun and Stefan, Loic and Haudecoeur, Romain and Vuong, Sophie and Richard, Philippe and Denat, Franck and Barbe, Jean-Michel and Gros, Claude P and Monchaud, David},
month = jul,
year = {2012},
pmid = {22689015},
keywords = {\#nosource},
pages = {5212--8},
}
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