4.7 Article

Self-assembly and selective exchange of oligoanions on the surface of monolayer protected Au nanoparticles in water

Journal

CHEMICAL COMMUNICATIONS
Volume 48, Issue 13, Pages 1916-1918

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc16926f

Keywords

-

Funding

  1. ERC [StG-239898]
  2. COST [CM0703]

Ask authors/readers for more resources

Self-assembled monolayers on Au nanoparticles terminating with TACN center dot Zn-II head groups are attractive scaffolds for the formation of multivalent supramolecular structures at submicromolar concentrations in water.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

Article Chemistry, Multidisciplinary

Delivery of siRNA to Ewing Sarcoma Tumor Xenografted on Mice, Using Hydrogenated Detonation Nanodiamonds: Treatment Efficacy and Tissue Distribution

Sandra Claveau, Emilie Nehlig, Sebastien Garcia-Argote, Sophie Feuillastre, Gregory Pieters, Hugues A. Girard, Jean-Charles Arnault, Francois Treussart, Jean-Remi Bertrand

NANOMATERIALS (2020)

Article Chemistry, Multidisciplinary

Multiple Site Hydrogen Isotope Labelling of Pharmaceuticals

Marion Daniel-Bertrand, Sebastien Garcia-Argote, Alberto Palazzolo, Irene Mustieles Marin, Pier-Francesco Fazzini, Simon Tricard, Bruno Chaudret, Volker Derdau, Sophie Feuillastre, Gregory Pieters

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Review Chemistry, Multidisciplinary

Nanocatalyzed Hydrogen Isotope Exchange

Marco Lepron, Marion Daniel-Bertrand, Gabriel Mencia, Bruno Chaudret, Sophie Feuillastre, Gregory Pieters

Summary: Hydrogen isotope exchange (HIE) reactions have shown significant progress in recent years, playing a crucial role in the synthesis of tritium and deuterium-labeled compounds, as well as in improving the ADME properties of bioactive molecules. Nanocatalysis has been demonstrated as an effective tool for regio- and chemoselective labeling of complex molecules, bridging the gap between homogeneous and heterogeneous catalysis.

ACCOUNTS OF CHEMICAL RESEARCH (2021)

Review Chemistry, Multidisciplinary

Designs and Applications of Circularly Polarized Thermally Activated Delayed Fluorescence Molecules

Lucas Frederic, Alaric Desmarchelier, Ludovic Favereau, Gregory Pieters

Summary: The development of efficient CP-Organic Light-Emitting Diodes (CP-OLEDs) through the design of fluorophores merging circularly polarized (CP) luminescence and thermally activated delayed fluorescence (TADF) properties is a promising direction. This progress report provides an overview of molecular designs explored to obtain CP-TADF properties, their performance as chiral emitters in CP-OLEDs, and the future challenges in this emerging research field.

ADVANCED FUNCTIONAL MATERIALS (2021)

Article Chemistry, Multidisciplinary

Circularly Polarized Fluorescent Helicene-Boranils: Synthesis, Photophysical and Chiroptical Properties

Aurelie Mace, Khaoula Hamrouni, Etienne S. Gauthier, Marion Jean, Nicolas Vanthuyne, Lucas Frederic, Gregory Pieters, Elsa Caytan, Thierry Roisnel, Faouzi Aloui, Monika Srebro-Hooper, Bertrand Carboni, Fabienne Berree, Jeanne Crassous

Summary: This study successfully synthesized a series of mono- and di-boranil-substituted helicenes, and investigated their chiroptical properties using various methods; enantiomeric resolution was achieved through different experimental techniques, followed by structural analysis.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

Article Chemistry, Multidisciplinary

Amplification of Dissymmetry Factors in π-Extended [7]- and [9]Helicenes

Zijie Qiu, Cheng-Wei Ju, Lucas Frederic, Yunbin Hu, Dieter Schollmeyer, Gregory Pieters, Klaus Muellen, Akimitsu Narita

Summary: In this study, pi-Extended [7]helicene and pi-Extended [9]helicene were successfully synthesized with improved photophysical properties and high circularly polarized luminescence brightness. The research also revealed that a small variation in helical length can cause an increase in dissymmetry factors.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Pharmacology & Pharmacy

Gemcitabine lipid prodrug nanoparticles: Switching the lipid moiety and changing the fate in the bloodstream

Eleonore Coppens, Didier Desmaele, Timothee Naret, Sebastien Garcia-Argote, Sophie Feuillastre, Gregory Pieters, Catherine Cailleau, Jean-Louis Paul, Bastien Prost, Audrey Solgadi, Jean-Philippe Michel, Magali Noiray, Patrick Couvreur, Simona Mura

Summary: The study showed that inducing drug insertion into lipoproteins through chemical modification is a simple approach to achieve lipoprotein-mediated drug delivery. While the lipid moiety plays a key role in the interaction between the drug and lipoproteins, the overall physicochemical features of the nanoparticles must also be carefully considered.

INTERNATIONAL JOURNAL OF PHARMACEUTICS (2021)

Article Chemistry, Multidisciplinary

Luminescent Chiral Exciplexes with Sky-Blue and Green Circularly Polarized-Thermally Activated Delayed Fluorescence

Patthira Sumsalee, Laura Abella, Sitthichok Kasemthaveechok, Nicolas Vanthuyne, Marie Cordier, Gregory Pieters, Jochen Autschbach, Jeanne Crassous, Ludovic Favereau

Summary: A new approach using luminescent exciplexes based on a chiral electron donor and achiral acceptors has been reported for designing circularly polarized and thermally activated delayed fluorescence emitters. High CP luminescence values were achieved with a CPL signal inversion, showing promise for multi-color CP-TADF emitters.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

Article Materials Science, Multidisciplinary

Excited State Intramolecular Proton Transfer Based Fluorophores with Circularly Polarized Luminescence Emission

Max Coehlo, Gilles Clavier, Gregory Pieters

Summary: This study describes a novel molecular design that allows the combination of circularly polarized luminescence (CPL) and excited state intramolecular proton transfer (ESIPT) fluorescence. By tethering two ESIPT fluorophores via a readily accessible trans-1,2-diaminocyclohexane scaffold, chiroptical activity can be induced, leading to the synthesis of CPL-active molecules with a large Stokes shift and rare examples of CPL-active purely organic dual-emission materials in a single step and three steps, respectively.

ADVANCED OPTICAL MATERIALS (2022)

Article Chemistry, Medicinal

Monitoring In Vivo Performances of Protein-Drug Conjugates UsingSite-Selective Dual Radiolabeling and Ex Vivo Digital Imaging

Heloise Cahuzac, Antoine Sallustrau, Carole Malgorn, Fabrice Beau, Peggy Barbe, Victor Babin, Steven Dubois, Alberto Palazzolo, Robert Thai, Isabelle Correia, Ki Baek Lee, Sebastien Garcia-Argote, Olivier Lequin, Mathilde Keck, Herve Nozach, Sophie Feuillastre, Xin Ge, Gregory Pieters, Davide Audisio, Laurent Devel

Summary: This article presents a bioanalytical strategy based on dual radiolabeling and ex vivo digital imaging for accurate determination of the plasma and tissue profiles of protein-drug conjugates. The strategy involves enzymatic and chemical reactions to obtain dual-labeled anti-MMP-14 Fabs conjugated to monomethyl auristatin E, allowing for simultaneous monitoring and accurate quantification of the components during circulation phase and accumulation in different organs.

JOURNAL OF MEDICINAL CHEMISTRY (2022)

Article Chemistry, Multidisciplinary

Easy-to-Implement Hydrogen Isotope Exchange for the Labeling of N-Heterocycles, Alkylkamines, Benzylic Scaffolds, and Pharmaceuticals

Etienne Levernier, Kevin Tatoueix, Sebastien Garcia-Argote, Viktor Pfeifer, Ralf Kiesling, Edmond Gravel, Sophie Feuillastre, Gregory Pieters

Summary: This report describes a simple labeling process using in situ generated Rh nanopartides to label common substructures in drugs. The size of the observed nanopartides is independent of the substrate used and is consistently distributed. The method has been successfully applied to the one-step synthesis of deuterated pharmaceuticals and tritiated drug analogues with high molar activities.

JACS AU (2022)

Article Chemistry, Multidisciplinary

Heterohelicenes through 1,3-Dipolar Cycloaddition of Sydnones with Arynes: Synthesis, Origins of Selectivity, and Application to pH-Triggered Chiroptical Switch with CPL Sign Reversal

Expedite Yen-Pon, Floris Buttard, Lucas Frederic, Pierre Thuery, Frederic Taran, Gregory Pieters, Pier Alexandre Champagne, Davide Audisio

Summary: A regioselective access to heterohelicenes through 1,3-dipolar cycloaddition of sydnones with arynes has been described. The origins of the unconventional regioselectivity were systematically investigated using density functional theory calculations, unveiling the key features that control this reactivity and leading to the discovery of a derivative with reversible CPL sign inversion properties.

JACS AU (2021)

Article Chemistry, Multidisciplinary

Enantiopure nanohoops through racemic resolution of diketo[n]CPPs by chiral derivatization as precursors to DBP[n]CPPs

Daniel Wassy, Mathias Hermann, Jan S. Wossner, Lucas Frederic, Gregory Pieters, Birgit Esser

Summary: This study presents a strategy for the synthesis of enantiopure nanohoops with high fluorescence quantum yields and circularly polarized luminescence properties through chiral derivatization. Due to their strained structures, the DBP[n]CPPs do not racemize at room temperature, as supported by high calculated isomerization barriers. X-ray crystallographic investigations and DFT calculations provide insights into the build-up of strain energy during the synthetic transformations.

CHEMICAL SCIENCE (2021)

Article Chemistry, Multidisciplinary

Achieving high circularly polarized luminescence with push-pull helicenic systems: from rationalized design to top-emission CP-OLED applications

Kais Dhbaibi, Laura Abella, Sylvia Meunier-Della-Gatta, Thierry Roisnel, Nicolas Vanthuyne, Bassem Jamoussi, Gregory Pieters, Benoit Racine, Etienne Quesnel, Jochen Autschbach, Jeanne Crassous, Ludovic Favereau

Summary: The study reports the synthesis and chiroptical properties of a new family of pi-helical push-pull systems based on carbo[6]helicene, showing that the magnitude and relative orientation of the electric and magnetic dipole transition moments can efficiently tune the molecular chiroptical properties for enhanced CPL intensity. By optimizing the orientation of the electric and magnetic dipoles in the excited state, intense helicene-mediated exciton coupling was achieved, leading to strong CPL. The fabrication of top-emission CP-OLEDs through vapor deposition resulted in promising g(El) values, contributing to further molecular design guidelines and providing insights into innovative CP-OLED architectures.

CHEMICAL SCIENCE (2021)

Article Chemistry, Multidisciplinary

Diastereoselective synthesis of [1]rotaxanes via an active metal template strategy

Noel Pairault, Adrien Bessaguet, Romain Barat, Lucas Frederic, Gregory Pieters, Jeanne Crassous, Isabelle Opalinski, Sebastien Papot

Summary: This study presents the first diastereoselective synthesis of mechanically planar chiral [1]rotaxanes using the active template Cu-mediated alkyne-azide cycloaddition reaction. This synthetic method allows for the preparation of a variety of mechanically planar chiral [1]rotaxanes, paving the way for the study of their properties and potential applications.

CHEMICAL SCIENCE (2021)

Review Chemistry, Multidisciplinary

Trap suppression in ordered organic photovoltaic heterojunctions

Dan He, Yawen Li, Fuwen Zhao, Yuze Lin

Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.

CHEMICAL COMMUNICATIONS (2024)

Review Chemistry, Multidisciplinary

Controversial mechanism of simultaneous photocatalysis and Fenton-based processes: additional effect or synergy?

Olivier Monfort, Arshitha Madhusudhan, Martin Motola

Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Polymerization of monomer aggregates for tailoring and patterning water wettability

Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna

Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Pd/Brønsted acid catalysed intramolecular N-allylation of indoles and pyrroles with alkynes for the synthesis of N-fused heterocycles

Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi

Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Rh(III)-catalyzed selective mono- and dual-functionalization/cyclization of 1-aryl-5-aminopyrazoles with iodonium ylides

Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang

Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Modified minimal-size fragments of heparan sulfate as inhibitors of endosulfatase-2 (Sulf-2)

Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell

Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Reductive cyclodimerization of chalcones: exploring the self-adaptability of galvanostatic electrosynthesis

Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini

Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Rh(III)-catalyzed oxidative [4+2] annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols

Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar

Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

PbTeB4O9: a lead tellurium borate with unprecedented fundamental building block [B4O10] and large birefringence

Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan

Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Wafer-scale synthesis of two-dimensional ultrathin films

Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal

Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.

CHEMICAL COMMUNICATIONS (2024)

Article Chemistry, Multidisciplinary

Precise design of copolymer-conjugated nanocatalysts for active electron transfer

Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi

Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.

CHEMICAL COMMUNICATIONS (2024)