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18 results on '"Loic, Stefan"'

1. Rheological investigation of supramolecular physical gels in water/dimethylsulfoxide mixtures by lysine derivatives

Author

Géraldine Rangel Euzcateguy, Caroline Parajua-Sejil, Philippe Marchal, Marie-Christine Averlant-Petit, Guillaume Pickaert, Loic Stefan, David Chapron, Alain Durand, Laboratoire de Chimie Physique Macromoléculaire (LCPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Laboratoire Réactions et Génie des Procédés (LRGP), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Laboratoire Matériaux Optiques, Photonique et Systèmes (LMOPS), and CentraleSupélec-Université de Lorraine (UL)

Subjects
Polymers and Plastics, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Chemistry, Organic Chemistry, Lysine, Kinetics, Supramolecular chemistry, [CHIM.MATE]Chemical Sciences/Material chemistry, 02 engineering and technology, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, 3. Good health, 0104 chemical sciences, Chemical engineering, Rheology, Materials Chemistry, [CHIM]Chemical Sciences, 0210 nano-technology, ComputingMilieux_MISCELLANEOUS
Abstract

International audience

Published
2021

2. Co-assembly and multicomponent hydrogel formation upon mixing nucleobase-containing peptides

Author

Sabine Bouguet-Bonnet, Marie-Christine Averlant-Petit, Loic Stefan, Tristan Giraud, Guillaume Pickaert, Lionel Richaudeau, Marie-José Stébé, Laboratoire de Chimie Physique Macromoléculaire (LCPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Cristallographie, Résonance Magnétique et Modélisations (CRM2), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Institut Jean Barriol (IJB), Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Lorrain de Chimie Moléculaire (L2CM), and ANR-20-CE06-0010,MUNCH,Hydrogels nucléopeptidiques multi-composés(2020)

Subjects
Circular dichroism, Materials science, Supramolecular chemistry, Peptide, Nanotechnology, 02 engineering and technology, 010402 general chemistry, 01 natural sciences, Nucleobase, X-Ray Diffraction, Scattering, Small Angle, [CHIM]Chemical Sciences, General Materials Science, chemistry.chemical_classification, Rheometry, Small-angle X-ray scattering, Hydrogels, [CHIM.MATE]Chemical Sciences/Material chemistry, Polymer, 021001 nanoscience & nanotechnology, Nanostructures, 0104 chemical sciences, chemistry, Self-healing hydrogels, Peptides, 0210 nano-technology
Abstract

International audience; Peptide-based hydrogels are physical gels formed through specific supramolecular self-assembling processes, leading to ordered nanostructures which constitutes the water entrapping scaffold of the soft material. Thanks to the inherent properties of peptides, these hydrogels are highly considered in the biomedical domain and open new horizons in terms of application in advanced therapies and biotechnologies. The use of one, and only one, native peptide to formulate a gel is by far the most reported approach to design such materials, but suffers from several limitations, including in terms of mechanical properties. To improve peptide-based hydrogels interest and give rise to innovative properties, several strategies have been proposed in the recent years, and the development of multicomponent peptide-based hydrogels appears as a promising and relevant strategy. Indeed, mixing two or more compounds to develop new materials is a much-used approach that has proven its effectiveness in a wide variety of domains, including polymers, composites and alloys. While still limited to a handful of examples, we would like to report herein on the formulation and the comprehensive study of multicomponent hybrid DNA-nucleobase/peptide-based hydrogels using a multiscale approach based on a large panel of analytical techniques (i.e., rheometry, proton relaxometry, SAXS, electronic microscopy, infrared, circular dichroism, fluorescence, Thioflavin T assays). Among the six multicomponent systems studied, the results highlight the synergistic role of the presence of the two complementary DNA-nucleobases (i.e., adenine/thymine and guanine/cytosine) on the coassembling process from structural (e.g., morphology of the nanoobjects) to physicochemical (e.g., kinetics of formation, fluorescence properties) and mechanical properties (e.g., stiffness, resistance to external stress). All the data confirm the relevance of the multicomponent peptide-based approach in the design of innovative hydrogels and bring another brick in the wall of the understanding of these complex and promising systems.

Published
2021

3. Electrically Switchable Nanolever Technology for the Screening of Metal-Chelating Peptides in Hydrolysates

Author

Sandrine Boschi-Muller, Céline Cakir-Kiefer, Sarah El Hajj, Jean-Michel Girardet, Laetitia Canabady-Rochelle, José Edgar Zapata Montoya, Loic Stefan, Caroline Gaucher, Cindy Tatiana Sepúlveda Rincón, Cibles thérapeutiques, formulation et expertise pré-clinique du médicament (CITHEFOR), Université de Lorraine (UL), Laboratoire Réactions et Génie des Procédés (LRGP), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Universidad de Antioquia = University of Antioquia [Medellín, Colombia], Interactions Arbres-Microorganismes (IAM), Université de Lorraine (UL)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Unité de Recherches Animal et Fonctionnalités des Produits Animaux (URAFPA), Laboratoire de Chimie Physique Macromoléculaire (LCPM), Ingénierie Moléculaire et Physiopathologie Articulaire (IMoPA), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), IMPACT Biomolécules, ANR-15-IDEX-0004,LUE,Isite LUE(2015), and Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Technology, Antioxidant, Protein Hydrolysates, medicine.medical_treatment, [SDV]Life Sciences [q-bio], hydrolysate, soy protein, MESH: Chelating Agents, 01 natural sciences, Antioxidants, Hydrolysate, Metal, Molecular dynamics, [SPI]Engineering Sciences [physics], 0404 agricultural biotechnology, Spectrophotometry, medicine, tilapia protein, [CHIM]Chemical Sciences, Chelation, Soy protein, Chelating Agents, metal-chelating peptide, [PHYS]Physics [physics], MESH: Technology, medicine.diagnostic_test, Chemistry, MESH: Peptides, 010401 analytical chemistry, MESH: Antioxidants, 04 agricultural and veterinary sciences, General Chemistry, 040401 food science, Combinatorial chemistry, Fluorescence, 0104 chemical sciences, MESH: Protein Hydrolysates, electro-switchable chip, visual_art, visual_art.visual_art_medium, Peptides, General Agricultural and Biological Sciences
Abstract

International audience; Metal-chelating peptides (MCP) are considered as indirect antioxidants due to their capacity to inhibit radical chain reaction and oxidation. Here, we propose a new proof of concept for the screening of MCPs present in protein hydrolysates for valorizing their antioxidant properties by using the emerging time-resolved molecular dynamics technology, switchSENSE. This method unveils possible interactions between MCPs and immobilized nickel ions using fluorescence and electro-switchable DNA chips. The switchSENSE method was first set up on synthetic peptides known for their metal-chelating properties. Then, it was applied to soy and tilapia viscera protein hydrolysates. Their Cu2+-chelation capacity was, in addition, determined by UV-visible spectrophotometry as a reference method. The switchSENSE method has displayed a high sensitivity to evidence the presence of MCPs in both hydrolysates. Hence, we demonstrate for the first time that this newly introduced technology is a convenient methodology to screen protein hydrolysates in order to determine the presence of MCPs before launching time-consuming separations.

Published
2021

4. Metabolomics approach based on LC-HRMS for the fast screening of iron(II)-chelating peptides in protein hydrolysates

Author

Katalin Selmeczi, Laetitia Canabady-Rochelle, Stéphane Desobry, Patrick Chaimbault, Bruno Ebel, Cédric Paris, Céline Cakir-Kiefer, Gizella Csire, Loic Stefan, Laboratoire d'Ingénierie des Biomolécules (LIBio), Université de Lorraine (UL), Plateau d’Analyse Structurale et Métabolomique (PASM), Laboratoire Lorrain de Chimie Moléculaire (L2CM), Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Réactions et Génie des Procédés (LRGP), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Laboratoire de Chimie Physique Macromoléculaire (LCPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Unité de Recherches Animal et Fonctionnalités des Produits Animaux (URAFPA), Université de Lorraine (UL)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Laboratoire de Chimie et Physique - Approche Multi-échelle des Milieux Complexes (LCP-A2MC), IMPACT Biomolécules, ANR-15-IDEX-0004,LUE,Isite LUE(2015), and Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Spectrometry, Mass, Electrospray Ionization, Antioxidant, medicine.medical_treatment, Iron, [SDV]Life Sciences [q-bio], Online LC-MS method, Peptide, 02 engineering and technology, Mass spectrometry, Ligands, 01 natural sciences, Biochemistry, Mass Spectrometry, Analytical Chemistry, [SPI]Engineering Sciences [physics], Metabolomics, Limit of Detection, medicine, [CHIM]Chemical Sciences, Chelation, Chelating Agents, chemistry.chemical_classification, Detection limit, Metal-chelating peptides, Electronic Data Processing, Chromatography, Hydrolysis, 010401 analytical chemistry, Caseins, Proteins, Direct screening, Reversed-phase chromatography, 021001 nanoscience & nanotechnology, 0104 chemical sciences, chemistry, Protein hydrolysates, Mass spectrum, iron (II), 0210 nano-technology, Peptides, Chromatography, Liquid
Abstract

International audience; Production of iron-chelating peptides from protein hydrolysates requires robust and adequate screening methods to optimize their purification and subsequently valorize their potential antioxidant properties. An original methodology was developed for direct and sensitive screening of iron(II)-chelating peptides based on ion-pair reverse phase liquid chromatography (IP-RPLC) coupled to high-resolution mass spectrometry (HRMS). Peptide mixture was first added to iron(II) solution to form iron(II)-peptide complexes. Then IP-RPLC-HRMS analysis was conducted on this iron-peptide mixture and on the iron-free peptide solution for comparative mass spectra analysis. This protocol, initially applied to a range of low molecular weight standard peptides, allowed detection of [(Peptide-H)+ Fe ] complex ion for iron(II)-chelating peptides (GGH, EAH, DAH, βAH, DMH, DTH, DSH). GGH was added in complex peptide mixtures and targeted analysis of [(GGH-H)+ Fe ] complex showed a limit of detection (LOD) below 0.77 mg L of GGH. This protocol was finally tested in combination with metabolomics software and additional digital processing for non-targeted search for iron(II)-chelating peptides. Applicability of this new screening methodology has been validated by detection of GGH as iron(II)-chelating peptide when added at 0.77 mg L in caseinhydrolysate.

Published
2021

5. Both metal-chelating and free radical-scavenging synthetic pentapeptides as efficient inhibitors of reactive oxygen species generation

Author

Loic Stefan, Marie-Christine Averlant-Petit, Laetitia Canabady-Rochelle, Gizella Csire, Katalin Selmeczi, Laboratoire de Chimie Physique Macromoléculaire (LCPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Laboratoire Lorrain de Chimie Moléculaire (L2CM), Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Réactions et Génie des Procédés (LRGP), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), and ANR-15-IDEX-0004,LUE,Isite LUE(2015)

Subjects
Antioxidant, Free Radicals, medicine.medical_treatment, Iron, Biophysics, [CHIM.INOR]Chemical Sciences/Inorganic chemistry, 010402 general chemistry, medicine.disease_cause, 01 natural sciences, Biochemistry, Ferric Compounds, Biomaterials, 03 medical and health sciences, chemistry.chemical_compound, [CHIM.ANAL]Chemical Sciences/Analytical chemistry, Superoxides, medicine, [CHIM]Chemical Sciences, Chelation, [CHIM.COOR]Chemical Sciences/Coordination chemistry, Hydrogen peroxide, Mode of action, 030304 developmental biology, chemistry.chemical_classification, 0303 health sciences, Reactive oxygen species, Chemistry, Superoxide, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Metals and Alloys, Hydrogen Peroxide, Combinatorial chemistry, 3. Good health, 0104 chemical sciences, Oxidative Stress, Chemistry (miscellaneous), Hydroxyl radical, Reactive Oxygen Species, Oxidative stress
Abstract

International audience; Reactive oxygen species (ROS) are major sources of oxidative stress playing prominent roles in the development of several pathologies including cardiovascular and neurodegenerative diseases or cancers. The presence of transition biometal ions, specifically copper and iron, induces ROS formation by catalyzing the reduction of molecular oxygen to superoxide anion (O 2 À), hydrogen peroxide (H 2 O 2) and hydroxyl (HO) radical. To limit ROS production and their detrimental effects, we report on the synthesis, physicochemical studies and antioxidant assays of an innovative series of synthetic pentapeptides exhibiting a dual direct/indirect mode of action, both as iron(III)-chelators and as radical scavengers. These combined effects lead to a drastic reduction of in vitro reactive oxygen species production up to 95% for the more reactive hydroxyl radical. Significance to metallomics We report herein on a new series of peptides exhibiting iron(III)-chelation abilities from acidic to neutral pH corresponding to conditions in which redox-active iron(III) is found in vivo, such as in both the gastrointestinal tract and the lysosomal iron labile pool, and in the blood plasma, respectively. Thanks to their chelating properties and their inherent design, this series of peptides act as effective antioxidants based on a dual indirect (i.e., inhibition of the metal redox activity) and direct (i.e., hydroxyl radical scavenging) mode of action, drastically limiting the production of reactive oxygen species up to À99% for the hydroxyl radical.

Published
2020

6. Metal-chelating peptides in hydrolysates: production, characterization and screening

Author

hajj, El, Cakir-Kiefer, Céline, Loic, Stefan, Pontvianne, Steve, Arnoux, Philippe, Paris, Cédric, Muhr, L., Selmeczi, Katalin, DESOBRY, Stephane, Boschi-Muller, Sandrine, Gaucher, Caroline, Canabady-Rochelle, Laetitia, Laboratoire Réactions et Génie des Procédés (LRGP), and Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL)

Subjects
[SPI]Engineering Sciences [physics], [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS
Abstract

International audience

Published
2019

7. Innovative Screening Methodology of Metal Chelating Peptides with Antioxidant Properties using Surface Plasmon Resonance

Author

Gaucher, Caroline, Clarot, Igor, Paris, Cedric, Desobry, Stephane, Cakir-Kiefer, Céline, Selmeczi, Katalin, Arrault, Axelle, Loic, Stefan, Averlant-Petit, Marie-Christine, Boschi-Muller, Sandrine, Muhr, Laurence, Canabady-Rochelle, Laetitia, Cibles thérapeutiques, formulation et expertise pré-clinique du médicament (CITHEFOR), Université de Lorraine (UL), Laboratoire d'Ingénierie des Biomolécules (LIBio), Unité de Recherches Animal et Fonctionnalités des Produits Animaux (URAFPA), Université de Lorraine (UL)-Institut National de la Recherche Agronomique (INRA), Structure et Réactivité des Systèmes Moléculaires Complexes (SRSMC), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Laboratoire de Chimie Physique Macromoléculaire (LCPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Ingénierie Moléculaire et Physiopathologie Articulaire (IMoPA), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Réactions et Génie des Procédés (LRGP), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), and CANABADY-ROCHELLE, Laetitia

Subjects
[SPI]Engineering Sciences [physics], [SPI] Engineering Sciences [physics], [CHIM] Chemical Sciences, [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS
Abstract

International audience

Published
2018

8. Elucidation of mechanisms of metal ion-peptide interactions: Understand to innovate

Author

L., Saidi, Loic, Stefan, N., Loulou, Canabady-Rochelle, Laetitia, Averlant-Petit, Marie-Christine, Selmeczi, Katalin, Laboratoire Réactions et Génie des Procédés (LRGP), and Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL)

Subjects
[SDV]Life Sciences [q-bio], [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS
Abstract

International audience

Published
2018

9. A Twice-As-Smart Synthetic G-Quartet: PyroTASQ Is Both a Smart Quadruplex Ligand and a Smart Fluorescent Probe

Author

Aurélien Laguerre, Manuel Larrouy, Marc Pirrotta, David Genest, David Monchaud, Loic Stefan, Jana Novotna, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Conception, synthèse et vectorisation de biomolécules. (CSVB), Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), and Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris]

Subjects
Models, Molecular, Nanotechnology, Ligands, 010402 general chemistry, 01 natural sciences, Biochemistry, Catalysis, chemistry.chemical_compound, Colloid and Surface Chemistry, Fluorescence Resonance Energy Transfer, [CHIM]Chemical Sciences, Human multitasking, heterocyclic compounds, ComputingMilieux_MISCELLANEOUS, Fluorescent Dyes, Base Sequence, 010405 organic chemistry, Chemistry, Ligand, RNA, DNA, General Chemistry, Fluorescence, Small molecule, 0104 chemical sciences, G-Quadruplexes, Bright light
Abstract

Recent and unambiguous evidences of the formation of DNA and RNA G-quadruplexes in cells has provided solid support for these structures to be considered as valuable targets in oncology. Beyond this, they have lent further credence to the anticancer strategies relying on small molecules that selectively target these higher-order DNA/RNA architectures, referred to as G-quadruplex ligands. They have also shed bright light on the necessity of designing multitasking ligands, displaying not only enticing quadruplex interacting properties (affinity, structural selectivity) but also additional features that make them usable for detecting quadruplexes in living cells, notably for determining whether, when, and where these structures fold and unfold during the cell cycle and also for better assessing the consequences of their stabilization by external agents. Herein, we report a brand new design of such multitasking ligands, whose structure experiences a quadruplex-promoted conformational switch that triggers not only its quadruplex affinity (i.e., smart ligands, which display high affinity and selectivity for DNA/RNA quadruplexes) but also its fluorescence (i.e., smart probes, which behave as selective light-up fluorescent reporters on the basis of a fluorogenic electron redistribution). The first prototype of such multifunctional ligands, termed PyroTASQ, represents a brand new generation of quadruplex ligands that can be referred to as "twice-as-smart" quadruplex ligands.

Published
2014

10. Porphyrin-Based Design of Bioinspired Multitarget Quadruplex Ligands

Author

Loic Stefan, Aurélien Laguerre, Philippe Richard, Nicolas Desbois, Claude P. Gros, David Monchaud, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Journaliste, AFP, Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), and Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5)

Subjects
Models, Molecular, Peptide Nucleic Acids, Guanine, Porphyrins, Stereochemistry, Ligands, 010402 general chemistry, G-quadruplex, 01 natural sciences, Biochemistry, Structure-Activity Relationship, 03 medical and health sciences, chemistry.chemical_compound, Drug Discovery, [CHIM]Chemical Sciences, Structure–activity relationship, heterocyclic compounds, General Pharmacology, Toxicology and Pharmaceutics, Binding site, ComputingMilieux_MISCELLANEOUS, 030304 developmental biology, Pharmacology, 0303 health sciences, Binding Sites, Chemistry, Ligand, Organic Chemistry, DNA, 0104 chemical sciences, G-Quadruplexes, Förster resonance energy transfer, Nucleic acid, Nucleic Acid Conformation, RNA, Molecular Medicine
Abstract

Secondary nucleic acid structures, such as DNA and RNA quadruplexes, are potential targets for cancer therapies. Ligands that interact with these targets could thus find application as anticancer agents. Synthetic G-quartets have recently found numerous applications, including use as bioinspired G-quadruplex ligands. Herein, the design, synthesis and preliminary biophysical evaluation of a new prototype multitarget G-quadruplex ligand, (PNA)PorphySQ, are reported, where peptidic nucleic acid guanine ((PNA)G) was incorporated in the porphyrin-templated synthetic G-quartet (PorphySQ). Using fluorescence resonance energy transfer (FRET)-melting experiments, PorphySQ was shown to possess enhanced quadruplex-interacting properties thanks to the presence of four positively charged (PNA)G residues that improve its electrostatic interactions with the binding site of both DNA and RNA quadruplexes (i.e., their negatively charged and accessible G-quartets), thereby making (PNA)PorphySQ an interesting prototype of a multitarget ligand. Both the chemical stability and water solubility of (PNA)PorphySQ are improved over the non-PNA derivative (PorphySQ), which are desirable properties for drug development, and while improvements remain to be made, this ligand is a promising lead for the further development of multitarget G-quadruplex ligands.

Published
2014

11. Synthetic G-Quartets as Versatile Nanotools for the Luminescent Detection of G-Quadruplexes

Author

Fares Katranji, Marc Pirrotta, Loic Stefan, David Monchaud, Marine Levillain, Aurélien Laguerre, Romain Haudecoeur, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Département de pharmacochimie moléculaire (DPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF), Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Université Grenoble Alpes (UGA)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), and Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5)

Subjects
Models, Molecular, Luminescence, Guanine, Supramolecular chemistry, Nanotechnology, G-quadruplex, Tasq, Nucleobase, chemistry.chemical_compound, Dota, Organometallic Compounds, Nanobiotechnology, [CHIM]Chemical Sciences, Luminescent Agents, Terbium, QD1-999, ComputingMilieux_MISCELLANEOUS, Molecular switch, Chemistry, Pyrene, General Medicine, General Chemistry, Thymine, G-Quadruplexes, Drug Design, Luminescent Measurements, Graphite
Abstract

Recent years have witnessed a tremendous increase in the biotechnological applications of nucleic acid-based nanotools. Beyond their biological relevance, nucleobases have indeed found new scopes of applications in bionanotechnology, which are expanding nowadays at an accelerated pace. Among the four canonical nucleobases (adenine, guanine, cytosine and thymine), guanine is certainly the most useful and used base, thanks to its versatile H-bond donating/accepting properties that make it suitable for being involved in various assemblies ranging from base-pairs to base-quartets. Here, we would like to report on an innovative guanine-based molecular tool named Tb. Pyro-DOTASQ: this metal complex has a sophisticated chemical structure that allows formation of an intramolecular G-quartet upon interaction with alternative secondary structures known as G-quadruplexes. This target-promoted molecular switch triggers a luminescence response that would permit the use of Tb. Pyro-DOTASQ to search and detect quadruplex-forming DNA and RNA sequences: its unique design indeed allows it i) to create specific interaction with quadruplexes, ii) to provide an easily readable luminescent output to monitor this association and iii) to be readily immobilized on graphene surface, thus making Tb. Pyro-DOTASQ a high-value molecular device. Results obtained in the course of in-depth biophysical analyses raise questions about the actual supramolecular structure of Tb. Pyro-DOTASQ: these results thus shed a bright light on the care that must be exercised when using intricate molecular architectures to construct elaborated supramolecular metal complexes.

Published
2015

12. Surface-immobilized DNAzyme-type biocatalysis

Author

Thomas Lavergne, Nicolas Spinelli, David Monchaud, Loic Stefan, Eric Defrancq, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] ( ICMUB ), Université de Bourgogne ( UB ) -Centre National de la Recherche Scientifique ( CNRS ), Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires ( DCM - I2BM ), Département de Chimie Moléculaire ( DCM ), Université Joseph Fourier - Grenoble 1 ( UJF ) -Centre National de la Recherche Scientifique ( CNRS ) -Université Grenoble Alpes ( UGA ) -Université Joseph Fourier - Grenoble 1 ( UJF ) -Centre National de la Recherche Scientifique ( CNRS ) -Université Grenoble Alpes ( UGA ), Conception, synthèse et vectorisation de biomolécules. ( CSVB ), Université Paris Descartes - Paris 5 ( UPD5 ) -INSTITUT CURIE-Centre National de la Recherche Scientifique ( CNRS ), Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires (DCM - I2BM), Département de Chimie Moléculaire (DCM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université Joseph Fourier - Grenoble 1 (UJF), Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires [2009-2015] (DCM - I2BM [2009-2015]), Département de Chimie Moléculaire [2007-2015] (DCM [2007-2015]), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Université Paris Descartes - Paris 5 (UPD5)-Institut Curie [Paris]-Centre National de la Recherche Scientifique (CNRS), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes (UGA)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes (UGA), and Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5)

Subjects
Streptavidin, Surface Properties, Immobilized Nucleic Acids, Deoxyribozyme, Context (language use), Nanotechnology, 010402 general chemistry, G-quadruplex, 01 natural sciences, [ CHIM ] Chemical Sciences, chemistry.chemical_compound, Nanobiotechnology, [CHIM]Chemical Sciences, heterocyclic compounds, General Materials Science, ComputingMilieux_MISCELLANEOUS, 010405 organic chemistry, DNA, Catalytic, [CHIM.CATA]Chemical Sciences/Catalysis, 0104 chemical sciences, G-Quadruplexes, Peroxidases, chemistry, Biotinylation, Helix, Biocatalysis, Oxidation-Reduction, DNA
Abstract

The structure of the double helix of deoxyribonucleic acid (DNA, also called duplex-DNA) was elucidated sixty years ago by Watson, Crick, Wilkins and Franklin. Since then, DNA has continued to hold a fascination for researchers in diverse fields including medicine and nanobiotechnology. Nature has indeed excelled in diversifying the use of DNA: beyond its canonical role of repository of genetic information, DNA could also act as a nanofactory able to perform some complex catalytic tasks in an enzyme-mimicking manner. The catalytic capability of DNA was termed DNAzyme; in this context, a peculiar DNA structure, a quadruple helix also named quadruplex-DNA, has recently garnered considerable interest since its autonomous catalytic proficiency relies on its higher-order folding that makes it suitable to interact efficiently with hemin, a natural cofactor of many enzymes. Quadruplexes have thus been widely studied for their hemoprotein-like properties, chiefly peroxidase-like activity, i.e., their ability to perform hemin-mediated catalytic oxidation reactions. Recent literature is replete with applications of quadruplex-based peroxidase-mimicking DNAzyme systems. Herein, we take a further leap along the road to biochemical applications, assessing the actual efficiency of catalytic quadruplexes for the detection of picomolar levels of surface-bound analytes in an enzyme-linked immunosorbent (ELISA)-type assay. To this end, we exploit an innovative strategy based on the functionalization of DNA by a multitasking platform named RAFT (for regioselectivity addressable functionalized template), whose versatility enables the grafting of DNA whatever its nature (duplex-DNA, quadruplex-DNA, etc.). We demonstrate that the resulting biotinylated RAFT/quadruplex systems indeed acquire catalytic properties that allow for efficient luminescent detection of picomoles of surface-bound streptavidin. We also highlight some of the pitfalls that have to be faced during optimization, notably demonstrating that highly optimized experimental conditions can make DNA pre-catalysts catalytically competent whatever their secondary structures.

Published
2014

13. Multitasking Water-Soluble Synthetic G-Quartets: From Preferential RNA-Quadruplex Interaction to Biocatalytic Activity

Author

David Monchaud, Loic Stefan, Romain Haudecoeur, Département de pharmacochimie moléculaire (DPM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF), Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Université Grenoble Alpes (UGA)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), and Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5)

Subjects
Stereochemistry, Guanine, Supramolecular chemistry, Deoxyribozyme, 010402 general chemistry, G-Quartets, G-quadruplex, 01 natural sciences, Catalysis, chemistry.chemical_compound, [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS, 010405 organic chemistry, Organic Chemistry, Water, RNA, DNA, General Chemistry, 0104 chemical sciences, G-Quadruplexes, chemistry, Intramolecular force, Biocatalysis, Hemin, Oxidation-Reduction
Abstract

Natural G-quartets, a cyclic and coplanar array of four guanine res- idues held together through a Watson- Crick/Hoogsteen hydrogen-bond net- work, have received recently much at- tention due to their involvement in G- quadruplex DNA, an alternative higher-order DNA structure strongly suspected to play important roles in key cellular events. Besides this, syn- thetic G-quartets (SQ), which artificial- ly mimic native G-quartets, have also been widely studied for their involve- ment in nanotechnological applications (i.e., nanowires, artificial ion channels, etc.). In contrast, intramolecular syn- thetic G-quartets (iSQ), also named template-assembled synthetic G-quar- tets (TASQ), have been more sparingly investigated, despite a technological potential just as interesting. Herein, we report on a particular iSQ named PNA DOTASQ, which demonstrates very interesting properties in terms of DNA and RNA interaction (notably its selec- tive recognition of quadruplexes ac- cording to a bioinspired process) and catalytic activities, through its ability to perform peroxidase-like hemin-mediat- ed oxidations either in an autonomous fashion (i.e., as pre-catalyst for TASQ- zyme reactions) or in conjunction with quadruplex DNA (i.e., as enhancing agents for DNAzyme processes). These results provide a solid scientific basis for TASQ to be used as multitasking tools for bionanotechnological applica- tions.

Published
2013

14. Closer to nature: an ATP-driven bioinspired catalytic oxidation process

Author

Nicolas Spinelli, David Monchaud, Loic Stefan, Damien Duret, Eric Defrancq, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires (DCM - I2BM), Département de Chimie Moléculaire (DCM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université Joseph Fourier - Grenoble 1 (UJF), Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] ( ICMUB ), Université de Bourgogne ( UB ) -Centre National de la Recherche Scientifique ( CNRS ), Département de Chimie Moléculaire - Ingéniérie et Intéractions BioMoléculaires ( DCM - I2BM ), Département de Chimie Moléculaire ( DCM ), Université Joseph Fourier - Grenoble 1 ( UJF ) -Centre National de la Recherche Scientifique ( CNRS ) -Université Grenoble Alpes ( UGA ) -Université Joseph Fourier - Grenoble 1 ( UJF ) -Centre National de la Recherche Scientifique ( CNRS ) -Université Grenoble Alpes ( UGA ), Conception, synthèse et vectorisation de biomolécules. ( CSVB ), Université Paris Descartes - Paris 5 ( UPD5 ) -INSTITUT CURIE-Centre National de la Recherche Scientifique ( CNRS ), Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes (UGA)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes (UGA), Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Centre National de la Recherche Scientifique (CNRS)-Université de Bourgogne (UB), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), and Université Paris Descartes - Paris 5 (UPD5)-Institut Curie [Paris]-Centre National de la Recherche Scientifique (CNRS)

Subjects
Guanine, Deoxyribozyme, Guanosine, Nanotechnology, 010402 general chemistry, 01 natural sciences, Redox, [ CHIM ] Chemical Sciences, Catalysis, chemistry.chemical_compound, Adenosine Triphosphate, Materials Chemistry, [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS, 010405 organic chemistry, Metals and Alloys, DNA, Catalytic, General Chemistry, [CHIM.CATA]Chemical Sciences/Catalysis, 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, G-Quadruplexes, chemistry, Catalytic oxidation, Scientific method, Ceramics and Composites, Oxidation-Reduction
Abstract

The capability of DNA to acquire enzyme-like properties has led to the emergence of the so-called DNAzyme field; herein, we take a further leap along this nature-inspired road, demonstrating that a template assembled synthetic G-quartet (TASQ) can act as a pre-catalyst for catalytic peroxidase-mimicking oxidation reactions, whatever its nature (guanine or guanosine-based G-quartets), in an ATP-dependent manner, thereby bringing this bioinspired TASQzyme process even closer to nature.

Published
2013

15. A Model of Smart G-Quadruplex Ligand

Author

Romain Haudecoeur, Franck Denat, Loic Stefan, David Monchaud, Département de pharmacochimie moléculaire (DPM), Université Grenoble Alpes (UGA)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Conception, synthèse et vectorisation de biomolécules. (CSVB), Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris]

Subjects
Models, Molecular, 0303 health sciences, Magnetic Resonance Spectroscopy, Dose-Response Relationship, Drug, Stereochemistry, Ligand, Chemistry, General Chemistry, Nuclear magnetic resonance spectroscopy, 010402 general chemistry, G-quadruplex, Ligands, 01 natural sciences, Biochemistry, Catalysis, 0104 chemical sciences, G-Quadruplexes, Small Molecule Libraries, 03 medical and health sciences, Colloid and Surface Chemistry, [CHIM]Chemical Sciences, heterocyclic compounds, Selectivity, ComputingMilieux_MISCELLANEOUS, 030304 developmental biology
Abstract

An unprecedented strategy to control the quadruplex- vs duplex-DNA selectivity of a ligand is reported. We designed a compound whose structure can rearrange when it interacts with a G-quadruplex, thereby controlling its affinity. Thus, the first "smart G-quadruplex ligand" is reported, since this ligand experiences a structural change in the presence of quadruplexes but not in the presence of duplexes, ensuring a high level of quadruplex selectivity.

Published
2012

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

Author

Hai-Jun Xu, Romain Haudecoeur, Jean-Michel Barbe, Franck Denat, David Monchaud, Claude P. Gros, Loic Stefan, Sophie Vuong, Philippe Richard, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Département de pharmacochimie moléculaire (DPM), Université Grenoble Alpes (UGA)-Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Synthèse Organique (E5), Institut de Chimie des Milieux et Matériaux de Poitiers (IC2MP), Université de Poitiers-Centre National de la Recherche Scientifique (CNRS)-Université de Poitiers-Centre National de la Recherche Scientifique (CNRS), Journaliste, AFP, Conception, synthèse et vectorisation de biomolécules. (CSVB), Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF), Université de Poitiers-Institut national des sciences de l'Univers (INSU - CNRS)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Poitiers-Institut national des sciences de l'Univers (INSU - CNRS)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris]

Subjects
Models, Molecular, 0303 health sciences, Porphyrins, Stereochemistry, Organic Chemistry, Hydrogen Bonding, 010402 general chemistry, G-quadruplex, Ligands, 01 natural sciences, Biochemistry, Porphyrin, 0104 chemical sciences, G-Quadruplexes, 03 medical and health sciences, chemistry.chemical_compound, chemistry, Intramolecular force, [CHIM]Chemical Sciences, Physical and Theoretical Chemistry, DNA, ComputingMilieux_MISCELLANEOUS, 030304 developmental biology
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.

Published
2012

17. Deciphering the DNAzyme activity of multimeric quadruplexes: insights into their actual role in the telomerase activity evaluation assay

Author

Franck Denat, David Monchaud, Loic Stefan, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Conception, synthèse et vectorisation de biomolécules. (CSVB), Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris]

Subjects
Telomerase, Deoxyribozyme, 010402 general chemistry, G-quadruplex, 01 natural sciences, Biochemistry, Catalysis, chemistry.chemical_compound, Colloid and Surface Chemistry, [CHIM]Chemical Sciences, heterocyclic compounds, Binding site, ComputingMilieux_MISCELLANEOUS, Binding Sites, 010405 organic chemistry, Chemistry, General Chemistry, [CHIM.CATA]Chemical Sciences/Catalysis, DNA, Catalytic, 0104 chemical sciences, Telomere, G-Quadruplexes, Hemin, DNA
Abstract

The end of human telomeres is comprised of a long G-rich single-stranded DNA (known as 3'-overhang) able to adopt an unusual three-dimensional "beads-on-the-string" organization made of consecutively stacked G-quadruplex units (so-called quadruplex multimers). It has been widely demonstrated that, upon interaction with hemin, discrete quadruplexes acquire peroxidase-mimicking properties, oxidizing several organic probes in H(2)O(2)-rich conditions; this property, known as DNAzyme, has found tens of applications in the last two decades. However, little is known about the DNAzyme activity of multimeric quadruplexes; this is an important question to address, especially in light of recent reports that exploit the DNAzyme process to optically assess the activity of an enzyme that elongates the telomeric overhang, the telomerase. Herein, we thoroughly investigate the DNAzyme activity of long telomeric fragments, with a particular focus on both the nature of the hemin/multimeric quadruplex interactions and the putative higher-order fold of the studied fragments; in light of our results, we also propose possible ways that may be followed to improve the use of DNAzyme to evaluate the telomerase activity.

Published
2011

18. DOTASQ as a prototype of nature-inspired G-quadruplex ligand

Author

Aurore Guédin, Jean-Louis Mergny, Samir Amrane, Nicole M. Smith, Franck Denat, Loic Stefan, David Monchaud, Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB), Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Acides Nucléiques : Régulations Naturelle et Artificielle (ARNA), Centre National de la Recherche Scientifique (CNRS)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut de Chimie du CNRS (INC)-Université de Bordeaux (UB), Régulations Naturelles et Artificielles (ARNA), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Bordeaux Ségalen [Bordeaux 2], Acides nucléiques : dynamique, ciblage, et fonctions biologiques - Régulation et dynamique des génomes (ANDCFB), Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), Conception, synthèse et vectorisation de biomolécules. (CSVB), Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris], Université de Bourgogne (UB)-Centre National de la Recherche Scientifique (CNRS), Université de Bordeaux (UB)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), and Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5)

Subjects
Models, Molecular, Guanine, Macrocyclic Compounds, Stereochemistry, Antineoplastic Agents, Ligands, 010402 general chemistry, G-quadruplex, 01 natural sciences, Catalysis, chemistry.chemical_compound, Materials Chemistry, Humans, [CHIM]Chemical Sciences, Nature inspired, Terbium, ComputingMilieux_MISCELLANEOUS, Binding Sites, Fourier Analysis, 010405 organic chemistry, Metals and Alloys, General Chemistry, Ligand (biochemistry), 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, G-Quadruplexes, chemistry, Molecular Probes, Intramolecular force, Ceramics and Composites, Nucleic Acid Conformation, Hydrophobic and Hydrophilic Interactions, DNA
Abstract

DOTASQ (for DOTA-templated Synthetic G-quartet) is the first prototype of nature-inspired G-quadruplex ligand: its design, founded on a possible intramolecular G-quartet formation, enables it to interact with G-quadruplex DNA via an unprecedented nature-mimicking binding mode, based on the association between two G-quartets, one being native (quadruplex) and the other one artificial (ligand).

Published
2011

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