
Sébastien PerrierThe University of Sydney · School of Chemistry
Sébastien Perrier
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Publications
Publications (295)
Self-assembling cyclic peptide nanotubes are fascinating supramolecular systems with promising potential for various applications, such as drug delivery, transmembrane ionic channels, and artificial light-harvesting systems. In this study, we present novel pH-responsive nanotubes based on asymmetric cyclic peptide–polymer conjugates. The pH respons...
Recently, we published a study demonstrating the promising structure–activity relationship of 4-arm star polymers toward bacterial cells and biofilms. The aim of this study was to increase the number of arms to determine if this could further enhance activity via the arm-first approach, which enables access to star structures with a higher number o...
Fluorescent organic nanoparticles (NPs) with exceptional brightness hold significant promise for demanding fluorescence bioimaging applications. Although considerable efforts are invested in developing novel organic dyes with enhanced performance, augmenting the brightness of conventional fluorophores is still one of the biggest challenges to overc...
Photo Reversible Deactivation Radical Polymerization, and in particular photoiniferter - Reversible Addition−Fragmentation chain Transfer (PI-RAFT) polymerisation have become popular approaches to polymer synthesis in recent years. There is however a...
The Staphylococcus aureus type VII secretion system (T7SS) plays an important role in bacterial virulence during infection. However, T7SS functions during infection and in bacterial physiology are poorly understood. Here, we demonstrate that S. aureus strains lacking the T7SS transporter EssC or effectors, EsxC and EsxA, were highly sensitive to th...
Fluorescent materials with high brightness play a crucial role in the advancement of various technologies such as bioimaging, photonics, and OLEDs. While significant efforts are dedicated to designing new organic dyes with improved performance, enhancing the brightness of existing dyes holds equal importance. In this study, we present a simple supr...
Fluorescent materials with high brightness play a crucial role in the advancement of various technologies such as bioimaging, photonics, and OLEDs. While significant efforts are dedicated to designing new organic dyes with improved performance, enhancing the brightness of existing dyes holds equal importance. In this study, we present a simple supr...
Surface-tethered polymers have been shown to be an efficient lubrication strategy for boundary and mixed lubrication by providing a solvated film between solid surfaces. We have assessed the performance of various graft copolymers as friction modifier additives in oil and revealed important structure–property relationships for this application. The...
Peptide-based artificial enzymes are attracting significant interest because of their remarkable resemblance in both composition and structure to native enzymes. Herein, we report the construction of histidine-containing cyclic peptide-based supramolecular polymeric nanotubes to function as artificial enzymes for ester hydrolysis. The optimized cat...
Antimicrobial‐resistant pathogens have reached alarming levels, becoming one of the most pressing global health issues. Hence, new treatments are necessary for the fight against antimicrobial resistance. Synthetic nanoengineered antimicrobial polymers (SNAPs) have emerged as a promising alternative to antimicrobial peptides, overcoming some of thei...
The present study examines the behavior of cyclic peptide polymer conjugates that have been designed to combine their self-assembling ability via H-bonding with the properties of amphiphilic diblock copolymers. Using a combination of asymmetric flow-field flow fractionation (AF4) and small-angle neutron scattering (SANS), we have uncovered unique i...
Antimicrobial resistance has become a worldwide issue, with multiresistant bacterial strains emerging at an alarming rate. Multivalent antimicrobial polymer architectures such as bottle brush or star polymers have shown great potential, as they could lead to enhanced binding and interaction with the bacterial cell membrane. In this study, a library...
Biofilm infections are associated with a high mortality risk for patients. Antibiotics perform poorly against biofilm communities, so high doses and prolonged treatments are often used in clinical settings. We investigated the pairwise interactions of two synthetic nano-engineered antimicrobial polymers (SNAPs). The g-D50 copolymer was synergistic...
A multiblock copolymer is a polymer of a specific structure that consists of multiple covalently linked segments, each comprising a different monomer type. The control of the monomer sequence has often been described as the "holy grail" of synthetic polymer chemistry, with the ultimate goal being synthetic access to polymers of a "perfect" structur...
Cationic polymers can be used as vectors to transport and efficiently protect nucleic acids. In this work we describe the synthesis of dense star-like polymers of 2-dimethylaminoethyl acrylate (DMAEA) and...
Photoiniferter Reversible Addition Fragmentation chain Transfer polymerization (PI-RAFT) has gained significant attention, however scalable methodologies are still lacking. Here, we investigate the use of a RAFT agent precursor – butyltrithiocarbonate...
We report the polymerisation‐induced self‐assembly of poly(lauryl methacrylate)‐graft‐poly(benzyl methacrylate) copolymers during reversible addition‐fragmentation chain transfer (RAFT) grafting from polymerisation in a backbone‐selective solvent. Electron microscopy images suggest the phase separation of grafts to result in a network of spherical...
We report the polymerisation‐induced self‐assembly of poly(lauryl methacrylate)‐graft‐poly(benzyl methacrylate) copolymers during reversible addition‐fragmentation chain transfer (RAFT) grafting from polymerisation in a backbone‐selective solvent. Electron microscopy images suggest the phase separation of grafts to result in a network of spherical...
Nanoparticles are well established vectors for the delivery of a wide range of biomedically relevant cargoes. Numerous studies have investigated the impact of size, shape, charge, and surface functionality of nanoparticles on mammalian cellular uptake. Rigidity has been studied to a far lesser extent, and its effects are still unclear. Here, the im...
Activity tests for synthetic antimicrobial compounds are often limited to the minimal inhibitory concentration assay using standard media and bacterial strains. In this study, a family of acrylamide copolymers that act as synthetic mimics of antimicrobial peptides were synthesized and shown to have a disruptive effect on bacterial membranes and str...
Understanding modification of synthetic polymer structures is necessary for their accurate synthesis and potential applications. In this contribution, a series of partially hydrolyzed poly(2-oxazoline) species were produced forming poly[(2-polyoxazoline)-co-(ethylenimine)] (P(EtOx-co-EI)) copolymers; EI being the hydrolyzed product of Ox. Bulk mass...
Rod-shaped nanoparticles have been identified as promising drug delivery candidates. In this report, the in vitro cell uptake and in vivo pharmacokinetic/bio-distribution behavior of molecular bottle-brush (BB) and cyclic peptide self-assembled nanotubes were studied in the size range of 36-41 nm in length. It was found that BB possessed the longes...
The influence of polymer architecture of polycations on their ability to transfect mammalian cells is probed. Polymer bottle brushes with grafts made from partially hydrolysed poly(2-ethyl-2-oxazoline) are used while varying the length of the polymer backbone as well as the degree of hydrolysis (cationic charge content). Polyplex formation is inves...
Polymeric cylinders, a fascinating type of nanostructures with high surface area, internal volume and rigidity, have been exploited as novel drug delivery vehicles over the past decade. However, it's still an open challenge to afford cylindrical nanostructures using polymeric building blocks via traditional self‐assembly processes. Herein, we repor...
Supramolecular polymeric nanotubes self-assembled by cyclic peptide−polymer conjugates are employed as a general scaffold to fabricate supramolecular FRET systems. The monomer-to-excimer emission ratio of the FRET donor, PYR-CP-PEG, can be...
Polymeric cylinders, a fascinating type of nanostructures with high surface area, internal volume and rigidity, have been exploited as novel drug delivery vehicles over the past decade. However, it’s still an open challenge to afford cylindrical nanostructures using polymeric building blocks via traditional self-assembly processes. Herein, we repor...
RAFT polymerization has developed as one of the most versatile techniques to generate polymeric architectures. Its popularity among chemists not only comes from its versatility in the materials it generates but also from the simplicity of the process. This chapter explores the use of RAFT polymerisation to control the synthesis of polymeric archite...
Synthesis of multicompositional polymeric nanoparticles of diameters 100–150 nm comprising well‐defined multiblock copolymers reaching from the particle surface to the particle core was conducted using surfactant‐free aqueous macroRAFT emulsion polymerization. The imposed constraints on chain mobility as well as chemical incompatibility between the...
Synthesis of multicompositional polymeric nanoparticles of diameters in the range 100–150 nm comprising well-defined multiblock copolymers reaching from the particle surface to the particle core has been conducted using surfactant-free aqueous macroRAFT emulsion polymerization. The imposed constraints on chain mobility as well as chemical incompati...
Due to the natural dispersity that is present in synthetic polymers, an added complexity is always present in the analysis of polymeric species. Tandem mass spectrometry analysis requires the isolation of individual precursors before a fragmentation event to allow the unambiguous characterization of these species and is not viable at certain levels...
The synthesis of cyclic peptide-poly(vinylidene fluoride) (CP-PVDF) conjugates comprising (d-alt-l)-cyclopeptides as building blocks and their self-assembly into tube-like structures is described. By growing two PVDF polymeric chains from opposite sides of a preassembled cyclic-peptide macro-chain transfer agent, a PVDF-CP-PVDF conjugate was prepar...
Supramolecular copolymers are an emerging class of materials, which bring together different properties and functionalities of multiple components via noncovalent interactions. While it is widely acknowledged that the repeating unit sequence plays an essential role on the performance of these materials, mastering and tuning the supramolecular copol...
We present a robust manganese-catalyzed cationic reversible addition-fragmentation chain transfer (RAFT) polymerization induced by visible light. Well-defined poly(vinyl ether)s with controlled molecular weight and molecular weight distributions (MWDs) can be conveniently prepared at room temperature without monomer purification. The commercially a...
Correction for ‘Polymerization-induced self-assembly via RAFT in emulsion: effect of Z-group on the nucleation step’ by Thiago R. Guimarães et al. , Polym. Chem. , 2021, 12 , 122–133, DOI: 10.1039/D0PY01311K.
Steve Armes, Sébastien Perrier and Per Zetterlund introduce the Polymer Chemistry themed collection on polymerisation-induced self assembly.
Fluorescent spectroscopy is a convenient method for monitoring the progression of polymerization-induced self-assembly (PISA).
A versatile synthetic methodology is presented for the preparation of graft copolymers with mixed graft distributions using reversible addition-fragmentation chain transfer (RAFT). The approach harnesses the ability of Z-group-tethered grafts...
Particle shape has been described as a key factor in improving cell internalization and biodistribution among the different properties investigated for drug-delivery systems. In particular, tubular structures have been identified as promising candidates for improving drug delivery. Here, we investigate the influence of different design elements of...
Artificial light-harvesting systems in aqueous media which mimic nature are of significant importance; however, they are often restrained by the solubility and the undesired aggregation-caused quenching effect of the hydrophobic chromophores. Here, we report a generalized strategy toward the construction of efficient artificial light-harvesting sys...
Polymerization-induced self-assembly (PISA) has emerged as one of the most powerful and widely employed techniques for preparation of block copolymer and polymeric nanoparticles in dispersed systems. Its success relies on a rapid, easily scalable and straightforward process, associated with the ability to readily control nanoparticle morphology. In...
The structure and sequence elucidation of complex homo- and copolymers is key for further understanding polymers, polymer synthesis, and polymer interactions in biological processes. In this contribution, poly(dimethylacrylamide) homo- and dimethylacrylamide/4-acryloylmorpholine block copolymers were synthesized and analyzed by electron capture dis...
The Staphylococcus aureus type VII secretion system (T7SS) exports several proteins that are pivotal for bacterial virulence. The mechanisms underlying T7SS-mediated staphylococcal survival during infection nevertheless remain unclear. Here we report that S. aureus lacking T7SS components are more susceptible to host-derived antimicrobial fatty aci...
The use of bio-polymers as stabilising agents for iron oxide-based negative magnetic resonance imaging (MRI) contrast agents has become popular in recent years, however the wide polydispersity of biologically-derived and commercially available polymers limits the ability to produce truly tuneable and reproducible behaviour, a major challenge in thi...
Typically, the morphologies of the self‐assembled nanostructures from block copolymers are limited to spherical micelles, wormlike micelles and vesicles. Now, a new generation of materials with unique shape and structures, cylindrical soft matter particles (tubisomes), are obtained from the hierarchical self‐assembly of cyclic peptide‐bridged amphi...
An orthogonal combination of cationic and radical RAFT polymerizations is used to synthesize bottlebrush polymers using two distinct RAFT agents. Selective consumption of the first RAFT agent is used to control the cationic RAFT polymerization of a vinyl ether monomer bearing a secondary dormant RAFT agent, which subsequently allows side‐chain poly...
Polymeric nanoparticles show great promise in a range of biomedical applications, improving pharmacokinetic properties, dose requirements and immune response in drug delivery and bioimaging. Common synthesis techniques such as self-assembly, while prevalent, are unscalable and require the use of organic solvents, or extensive purification. In contr...
The manganese carbonyl induced cationic reversible addition-fragmentation chain transfer (C-RAFT) polymerization under mild conditions such as visible light, room temperature and even in the presence of small quantities of water is reported. In this method, halide abstraction reaction between organic halide and manganese carbonyl is used to generat...
Selektiver Kettentransfer zwischen zwei RAFT-Agenzien ermöglicht orthogonale kationische und radikalische RAFT-Polymerisationen zur Synthese von Bottlebrush-Polymeren. Die hohe Effizienz und Selektivität der Polymerisationen erlaubt es, beide in einem Reaktionsgefäß hintereinander ohne Zwischenaufreinigung durchzuführen.
Abstract
An orthogonal com...
Hierarchische supramolekulare Selbstassemblierung eines über ein cyclisches Peptid verbrückten, funktionellen amphiphilen Diblock‐Copolymers führt zu photoresponsiven Tubisomen in Wasser. Die Tubisomen werden als photokontrollierte Wirkstofftransportvehikel für den Krebswirkstoff Doxorubicin eingesetzt und erreichen eine erhöhte intrazelluläre DOX‐...
Some of the main applications for synthetic polymers are found within the medical field (drug delivery, diagnostics, medical imaging). However, preparation of these macromolecules has been limited to those with access to chemistry facilities, potentially delaying biological evaluation. In this work, we aim to address this issue by utilising equipme...
Self-assembling peptides have the ability to spontaneously aggregate into large ordered structures. The reversibility of the peptide hydrogen bonded supramolecular assembly make them tunable to a host of different applications, although it leaves them highly dynamic and prone to disassembly at the low concentration needed for biological application...
Cyclic peptide-polymer conjugates are capable of self-assembling into supramolecular polymeric nanotubes driven by the strong multiple hydrogen bonding interactions between the cyclic peptides. In this study, we have engineered responsive nanotubes by introducing a cleavable bond that responds to a reductant utilizing pyridyl disulfide reaction che...
Multiblock copolymers are a class of polymeric materials with a range of potential applications. We report here a strategy for the synthesis of multiblock copolymers based on methacrylates. Reversible addition-fragmentation chain transfer (RAFT) polymerization is implemented as an emulsion polymerization to generate seed particles as nanoreactors,...
A series of well-defined poly(styrene-co-maleic anhydride) copolymers (PSMA) allowing controlled grafting density and distribution of long alkyl side chains (C12 and C22) was synthesized and investigated as viscosity modifiers for two mineral base oils (API Group II and III). The PSMA copolymer backbones (multisite, multiblock, diblock, alternating...
Intracellular persistence of bacteria represents a clinical challenge as bacteria can thrive in an environment protected from antibiotics and immune responses. Novel targeting strategies are critical in tackling antibiotic resistant infections. Synthetic antimicrobial peptides (SAMPs) are interesting candidates as they exhibit a very high antimicro...
Cyclic peptide nanotubes (CPNT) consisting of an even number of amino acids with an alternating chirality are highly interesting materials in a biomedical context due to their ability to insert themselves into cellular membranes. However, unwanted unspecific interactions between CPNT and non-targeted cell membranes are a major drawback. To solve th...
Amphiphilic block copolymers in water usually self-assemble into spherical objects such as micelles or vesicles. Wormlike micelles are only formed in a small range of the block ratios. In all other cases an additional driving force is required to compel these materials into an anisotropic shape. To date crystallization processes have been the major...
Barriers to therapeutic transport in biological systems can prevent accumulation of drugs at the intended site, thus limiting the therapeutic effect against various diseases. Advances in synthetic chemistry techniques have recently increased the accessibility of complex polymer architectures for drug delivery systems, including branched polymer arc...
A supramolecular strategy of switching the self-assembly of cyclic peptide–polymer conjugate using host−guest chemistry is proposed. The formation of tubular supramolecular polymers based on cyclic peptide–polymer conjugates can be controlled...
The Staphylococcus aureus type VII secretion system (T7SS) exports several proteins that are pivotal for bacterial virulence. The mechanisms underlying T7SS-mediated staphylococcal survival during infection nevertheless remain unclear. Here we show that EsxC, a small secreted effector implicated in bacterial persistence, contributes to S. aureus me...
The multivalent presentation of functional groups on nanoparticle surfaces has long been exploited to attach biologically active moieties. The conventional chemistries typically used (amide, ester, disulfide) however, these are non-selective and inefficient. The Huisgen azide alkyne [1,4] cycloaddition (CuAAC) ‘click’ reaction has paved the way for...
Poly(styrene-co-maleic anhydride) copolymers (PSMA) with controlled number and distribution of maleic anhydride (MAnh) units were synthesized by reversible addition-fragmentation chain transfer polymerization using chain-transfer agents (CTA) suitable for industrial scale processes. Linear-and star-shaped alternating PSMA polymers were prepared in...
Cationic polymers have been widely employed as gene delivery vectors to help circumvent extracellular and intracellular delivery barriers. Among them, polyethylenimine (PEI) is the most commonly used despite its associated high cytotoxicity. PEI is typically obtained by uncontrolled ring opening polymerisation of aziridine, leading to either linear...
A synthetic cell mimic in the form of giant glycosylated polymersomes (GGPs) comprised of a novel amphiphilic diblock copolymer is reported. A synthetic approach involving a poly(dimethylsiloxane) (PDMS) macro-chain transfer agent (macroCTA) and post-polymerization modification was used to marry the hydrophobic and highly flexible properties of PDM...
The use of organic arsenicals in polymer chemistry and biomaterials science is limited despite the distinctive and versatile chemistry of arsenic. The interchangeable oxidation states of arsenic and the subsequent changes in chemical properties make it a promising candidate for redox-responsive materials. Thus, reversible addition