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Zeitschriftenartikel zum Thema "Synthetic Amphiphiles"

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Lombardo, Domenico, Mikhail A. Kiselev, Salvatore Magazù und Pietro Calandra. „Amphiphiles Self-Assembly: Basic Concepts and Future Perspectives of Supramolecular Approaches“. Advances in Condensed Matter Physics 2015 (2015): 1–22. http://dx.doi.org/10.1155/2015/151683.

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Amphiphiles are synthetic or natural molecules with the ability to self-assemble into a wide variety of structures including micelles, vesicles, nanotubes, nanofibers, and lamellae. Self-assembly processes of amphiphiles have been widely used to mimic biological systems, such as assembly of lipids and proteins, while their integrated actions allow the performance of highly specific cellular functions which has paved a way for bottom-up bionanotechnology. While amphiphiles self-assembly has attracted considerable attention for decades due to their extensive applications in material science, drug and gene delivery, recent developments in nanoscience stimulated the combination of the simple approaches of amphiphile assembly with the advanced concept of supramolecular self-assembly for the development of more complex, hierarchical nanostructures. Introduction of stimulus responsive supramolecular amphiphile assembly-disassembly processes provides particularly novel approaches for impacting bionanotechnology applications. Leading examples of these novel self-assembly processes can be found, in fact, in biosystems where assemblies of different amphiphilic macrocomponents and their integrated actions allow the performance of highly specific biological functions. In this perspective, we summarize in this tutorial review the basic concept and recent research on self-assembly of traditional amphiphilic molecules (such as surfactants, amphiphile-like polymers, or lipids) and more recent concepts of supramolecular amphiphiles assembly which have become increasingly important in emerging nanotechnology.
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RICO-LATTES, ISABELLE, MURIEL BLANZAT, EMILE PEREZ, ELODIE SOUSSAN und CRISTINA STEFANIU. „CATANIONIC SUGAR DERIVED AMPHIPHILES: FROM MOLECULES TO TARGETED BIOMIMETIC SYSTEMS“. Biophysical Reviews and Letters 01, Nr. 04 (Oktober 2006): 423–31. http://dx.doi.org/10.1142/s179304800600029x.

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In the course of our investigations of routes for general and convenient synthesis of amphiphiles derived from sugars, we reported new synthetic ways to prepare catanionic surfactants, polymers and dendrimers using unprotected lactose or lactobionic acid. Moreover we developed amphiphilic dendrimers bearing sugar polar heads. These compounds are of interest for their biological applications (mimics of natural ligands of proteins (e.g. gp 120 of HIV), encapsulation, vectorisation).
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Yu, Chunsong, Myunggi An, Meng Li, Charles Manke und Haipeng Liu. „Structure-Dependent Stability of Lipid-Based Polymer Amphiphiles Inserted on Erythrocytes“. Membranes 11, Nr. 8 (29.07.2021): 572. http://dx.doi.org/10.3390/membranes11080572.

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Cell-based therapies have the potential to transform the treatment of many diseases. One of the key challenges relating to cell therapies is to modify the cell surface with molecules to modulate cell functions such as targeting, adhesion, migration, and cell–cell interactions, or to deliver drug cargos. Noncovalent insertion of lipid-based amphiphilic molecules on the cell surface is a rapid and nontoxic approach for modifying cells with a variety of bioactive molecules without affecting the cellular functions and viability. A wide variety of lipid amphiphiles, including proteins/peptides, carbohydrates, oligonucleotides, drugs, and synthetic polymers have been designed to spontaneously anchor on the plasma membranes. These molecules typically contain a functional component, a spacer, and a long chain diacyl lipid. Though these molecular constructs appeared to be stably tethered on cell surfaces both in vitro and in vivo under static situations, their stability under mechanical stress (e.g., in the blood flow) remains unclear. Using diacyl lipid-polyethylene glycol (lipo-PEG) conjugates as model amphiphiles, here we report the effect of molecular structures on the amphiphile stability on cell surface under mechanical stress. We analyzed the retention kinetics of lipo-PEGs on erythrocytes in vitro and in vivo and found that under mechanical stress, both the molecular structures of lipid and the PEG spacer have a profound effect on the membrane retention of membrane-anchored amphiphiles. Our findings highlight the importance of molecular design on the dynamic stability of membrane-anchored amphiphiles.
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Engberts, Jan B. F. N., und Dick Hoekstra. „Vesicle-forming synthetic amphiphiles“. Biochimica et Biophysica Acta (BBA) - Reviews on Biomembranes 1241, Nr. 3 (Dezember 1995): 323–40. http://dx.doi.org/10.1016/0304-4157(95)00008-9.

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Gokel, George W., und Saeedeh Negin. „Synthetic membrane active amphiphiles“. Advanced Drug Delivery Reviews 64, Nr. 9 (Juni 2012): 784–96. http://dx.doi.org/10.1016/j.addr.2012.01.011.

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Verboni, Michele, Diego Romano Perinelli, Alessandro Buono, Raffaella Campana, Maurizio Sisti, Andrea Duranti und Simone Lucarini. „Sugar-Based Monoester Surfactants: Synthetic Methodologies, Properties, and Biological Activities“. Antibiotics 12, Nr. 10 (30.09.2023): 1500. http://dx.doi.org/10.3390/antibiotics12101500.

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Glycolipids are biocompatible and biodegradable amphiphilic compounds characterized by a great scientific interest for their potential applications in various technological areas, including pharmaceuticals, cosmetics, agriculture, and food production. This report summarizes the available synthetic methodologies, physicochemical properties, and biological activity of sugar fatty acid ester surfactants, with a particular focus on 6-O-glucose, 6-O-mannose, 6-O-sucrose, and 6′-O-lactose ones. In detail, the synthetic approaches to this class of compounds, such as enzymatic lipase-catalyzed and traditional chemical (e.g., acyl chloride, Steglich, Mitsunobu) esterifications, are reported. Moreover, aspects related to the surface activity of these amphiphiles, such as their ability to decrease surface tension, critical micelle concentration, and emulsifying and foaming ability, are described. Biological applications with a focus on the permeability-enhancing effect across the skin or mucosa, antimicrobial and antifungal activities, as well as antibiofilm properties, are also presented. The information reported here on sugar-based ester surfactants is helpful to broaden the interest and the possible innovative applications of this class of amphiphiles in different technological fields in the future.
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Barthélémy, Philippe, und Michel Camplo. „Functional Amphiphiles for Gene Delivery“. MRS Bulletin 30, Nr. 9 (September 2005): 647–53. http://dx.doi.org/10.1557/mrs2005.191.

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AbstractThe design of safe and efficient gene transfer vectors remains one of the key challenges in gene therapy. Despite their remarkable transfection efficiency, viral vectors suffer from known safety issues. Consequently, significant research activity has been undertaken to develop nonviral approaches to gene transfer during the last decade. Numerous academic and industrial research groups are investigating synthetic cationic vectors, such as cationic amphiphiles, with the objective of increasing the gene transfection activity. Within this area, the development of functional synthetic vectors that respond to local environmental effects have met with success. These synthetic vectors are based on mechanistic principles and represent a significant departure from earlier systems. Many of these systems for gene delivery in vitro and in vivo are discussed in this article.
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Shimizu, Toshimi, und Masakatsu Hato. „Aggregation morphology of synthetic peptidic amphiphiles“. Thin Solid Films 180, Nr. 1-2 (November 1989): 179–83. http://dx.doi.org/10.1016/0040-6090(89)90070-9.

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Bellairs, Joseph, Ravand Samaeekia, Handan Acar, Matthew Tirrell und James LaBelle. „Cathepsin-Cleavable BIM BH3 Peptide Amphiphiles Are Potent Inducers of Cellular Apoptosis“. Blood 126, Nr. 23 (03.12.2015): 4438. http://dx.doi.org/10.1182/blood.v126.23.4438.4438.

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Abstract The BCL-2 family of proteins forms a complex interaction network that regulates cellular life and death decisions and contributes to cancer development, maintenance, and chemoresistance. BH3 only member proteins (e.g. BIM) serve as cellular stress sentinels and, when triggered, signal irreversible activation of apoptosis through their α-helical BH3 death domains. These pro-apoptotic signals are normally held in check by the multidomain anti-apoptotic proteins (e.g. BCL-XL, MCL-1) but when they are unable to do so the multidomain pro-apoptotic proteins BAX and BAK induce cell death through pore formation in the mitochondrial outer membrane. Therapeutic manipulation of the BCL-2 family with BH3 mimetics (including small molecules and synthetic peptides) is an emerging paradigm in cancer treatment and immune modulation. The design of next-generation therapeutics based on the BIM BH3 helix offers the unique advantage of recapitulating BIM's natural capacity to directly target the full complement of anti- and pro-apoptotic BCL-2 proteins. Here, we utilize the highly active BH3 domain of BIM as part of a peptide amphiphile nanostructure designed to overcome malignant cell death blockade. Peptide amphiphiles consist of bioactive peptides linked to hydrophobic lipid-like tail groups. In aqueous solutions, amphiphiles spontaneously assemble into micelles. Micelle-based peptide delivery provides several advantages: single micelles deliver high concentration of peptides into cells, they stabilize peptide secondary structure(s), and they have the potential for combinatorial synthesis using multiple bioactive moieties targeting non-redundant cell death escape pathways. While the exact mechanism behind cellular uptake of peptide amphiphiles remains controversial, recent work has shown that peptide amphiphiles intracellularly traffic through lysosomes and endosomes. In order to prevent the bioactive peptides from being sequestered within these structures, a system of escape is needed. Lysosomes contain many well-characterized proteases, and cathepsin B has previously been utilized to release chemotherapeutics in the context of targetable antibody-based treatments. Here, we generate peptide amphiphiles with BIM BH3 peptides and show that these nanostructures are able to specifically bind recombinant BCL-2 proteins, are stable at physiologic temperatures and pH, quickly enter into cells, and induce dose-responsive apoptosis in malignant hematologic cancers as measured by viability and caspase 3/7 activation. We further demonstrate that incorporating a cathepsin B-cleavable linker between the BIM BH3 peptide and the hydrophobic tail within individual amphiphiles results in increased binding to recombinant BCL-2 proteins while also allowing for increased cellular uptake and mitochondrial localization leading to faster and more potent dose-dependent cytotoxicity and caspase activation in malignant cells. Thus, we have developed a modular and potentially targetable nanostructure that represents a new promising strategy for BCL-2 family modulation and apoptosis induction in cancer. Disclosures No relevant conflicts of interest to declare.
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Akhmedov, Alan A., Dmitriy N. Shurpik, Pavel L. Padnya, Alena I. Khadieva, Rustem R. Gamirov, Yulia V. Panina, Asiya F. Gazizova, Denis Yu Grishaev, Vitaliy V. Plemenkov und Ivan I. Stoikov. „Supramolecular Amphiphiles Based on Pillar[5]arene and Meroterpenoids: Synthesis, Self-Association and Interaction with Floxuridine“. International Journal of Molecular Sciences 22, Nr. 15 (26.07.2021): 7950. http://dx.doi.org/10.3390/ijms22157950.

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In recent years, meroterpenoids have found wide biomedical application due to their synthetic availability, low toxicity, and biocompatibility. However, these compounds are not used in targeted drug delivery systems due to their high affinity for cell membranes, both healthy and in cancer cells. Using the approach of creating supramolecular amphiphiles, we have developed self-assembling systems based on water-soluble pillar[5]arene and synthetic meroterpenoids containing geraniol, myrtenol, farnesol, and phytol fragments. The resulting systems can be used as universal drug delivery systems. It was shown by turbidimetry that the obtained pillar[5]arene/synthetic meroterpenoid systems do not interact with the model cell membrane at pH = 7.4, but the associates are destroyed at pH = 4.1. In this case, the synthetic meroterpenoid is incorporated into the lipid bilayer of the model membrane. The characteristics of supramolecular self-assembly, association constants and stoichiometry of the most stable pillar[5]arene/synthetic meroterpenoid complexes were established by UV-vis spectroscopy and dynamic light scattering (DLS). It was shown that supramolecular amphiphiles based on pillar[5]arene/synthetic meroterpenoid systems form monodisperse associates in a wide range of concentrations. The inclusion of the antitumor drug 5-fluoro-2′-deoxyuridine (floxuridine) into the structure of the supramolecular associate was demonstrated by DLS, 19F, 2D DOSY NMR spectroscopy.
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Dissertationen zum Thema "Synthetic Amphiphiles"

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Yan, Linglong. „Self-assembly of sulfonated amphiphiles for channel-like synthetic membranes“. [S.l.] : [s.n.], 2006. http://deposit.ddb.de/cgi-bin/dokserv?idn=984365605.

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Parg, Roland Peter. „Synthesis of novel bis- and tris- tetrathiafulvalene amphiphiles for use in Langmuir-Blodgett film deposition“. Thesis, University of Southampton, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.259972.

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Guha, Pritam. „Physicochemical studies on liposome mimetic systems and their complexes with biologically relevant polymers“. Thesis, University of North Bengal, 2018. http://ir.nbu.ac.in/handle/123456789/2799.

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Satyal, Uttam. „Efficient Drug and Nucleic Acid Delivery Systems based on Synthetic Amphiphiles with Tuned Oil/Water Interfaces“. Diss., Temple University Libraries, 2018. http://cdm16002.contentdm.oclc.org/cdm/ref/collection/p245801coll10/id/531985.

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Pharmaceutical Sciences
Ph.D.
Today, drugs are an integral part of healthy human life, with new drug entities being introduced every year in clinic. The advancement of drug development brings complexity and variation, in terms of both physical and chemical properties. Some of these physicochemical characteristics are many times suboptimal, eventually requiring robust delivery systems that can precisely deliver the drugs to the desired tissues. Although many materials have been studied for the generation of drug delivery systems, there is always a need for biomaterials with better properties that can translate into superior delivery systems. In this context, new drug delivery systems that are interface-engineered at materials level for better stability and delivery efficiency in vitro and in vivo are introduced in this dissertation. In the first part of the dissertation, novel oil/water interface-engineered amphiphilic block copolymer micelles that were previously introduced by our lab were assessed for their stability in the presence of various esterase enzymes present in serum and on blood vessel walls, normally encountered by drug delivery systems on route to the targeted tissues. I also assessed the vulnerability of the polymeric micelles in presence of enzymes typically present either inside the tumor cells or secreted in the tumor microenvironment. I revealed the selective stability of empty- and docetaxel-loaded polymeric micelles to enzymatic degradation en route/in tumors and I have correlated this selective stability with polymer structure and interfacial engineering mentioned above. The unique delivery capabilities of interfacial-engineered polymeric micelles were tested in vivo using a mouse model of triple negative breast cancer. We proved that our novel engineered triblock copolymer-based drug delivery systems are superior to similar delivery systems made out of standard diblock copolymer micelles and also to the clinically used Taxotere® formulation towards cancer cell killing and tumor treatment, without displaying any significant toxicity in experimental animals. The second part of the dissertation focuses on the development and assessment of a pyridinium-based pseudo-gemini surfactant that combined the high nucleic acid packaging capacity of pyridinium lipids with the high transfection efficiency of gemini surfactants while displaying a reduced associated cytotoxic effect. I have analyzed the temperature treatment on compaction of nucleic acids into lipoplexes and I have established a high temperature annealing method for this purpose. This novel formulation technique allowed a substantial reduction of the amount of amphiphiles required to compact a specific amount of nucleic acids. This in turn also reduced the cytotoxic effect associated with the use of pyridinium amphiphiles. The effect of inclusion of colipids to lipoplex compaction, the robustness and the transfection efficiency of the lipid/nucleic acid lipoplex systems were assessed in detail, and correlations between formulation composition and biological activity were established. I was also able to show for the first time that pyridinium pseudo-gemini surfactants were able to compact different types of nucleic acids, including pDNA, mRNA and siRNA at lower charge ratios than standard, state-of-the art formulations used for this purposes. I also showed that irrespective to the nucleic acid compacted within the lipoplexes, the novel amphiphiles can efficiently deliver the cargo into the targeted cells even in the presence of very high concentration of serum, a premise for future use of these amphiphiles and formulations in vivo.
Temple University--Theses
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Sharma, Vishnu Dutt. „INTERFACIAL ENGINEERING OF SYNTHETIC AMPHIPHILES AND ITS IMPACT IN THE DESIGN OF EFFICIENT GENE AND DRUG DELIVERY SYSTEMS“. Diss., Temple University Libraries, 2014. http://cdm16002.contentdm.oclc.org/cdm/ref/collection/p245801coll10/id/280244.

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Pharmaceutical Sciences
Ph.D.
Cancer is currently the second most common cause of death in the world. Despite tremendous progress in the treatment of different forms of cancer, the five year survival rates for lung, colorectal, breast, prostate, pancreatic and ovarian cancers remain quite low. New therapies are urgently needed for the better management of these diseases. In this context, both therapeutic gene and drug delivery constitute promising approaches for cancer treatment and are addressed in this thesis. Focusing on gene delivery, we are proposing the use new pyridinium amphiphiles for obtaining gene delivery systems with improved stability and efficiency and low toxicity (Chapters 2 and 3). The main focus was on pyridinium gemini surfactants (GSs), which possess a soft charge, a high charge/mass ratio and a high molecular flexibility - all key parameters that recommend their use in synthetic gene delivery systems with in vitro and in vivo efficiency. In Chapter 2, we optimized a novel DNA delivery systems through interfacial engineering of pyridinium GS at the level of linker, hydrophobic chains and counterions. In Chapter 3, we tested the effects of blending pyridinium cationic GS into pyridinium cationic lipid bilayers and we have evaluated these blends towards plasmid DNA compaction and delivery process. We have also correlated the cationic bilayer composition with the dynamics of the DNA compaction process, and with transfection efficiency, cytotoxicity and internalization mechanism of resulted nucleic acid complexes. Toward improved drug delivery systems, we introduced new amphiphilic block copolymers synthesized from biocompatible and biodegradable segments. Although their capabilites for loading, transport and release of lipophilic substances stored in their hydrophobic cores are widely known, their stability in vivo is limited due to rapid degradation by esterases present in the body. In Chapter 4, we examined the possibility to increase the enzymatic stability of PEG-PCL macromolecular amphiphiles through interfacial engineering, in a process which separates the hydrophilic/hydrophobic interface from the degradable/non-degradable block interface. We evaluated the stability, toxicity, drug loading and release properties of these new polymers using docetaxel as a model chemotherapeutic drug. The results revealed how hydrophilic/ hydrophobic interface tuning can be used to adjust key properties of polymeric drug delivery systems of this type.
Temple University--Theses
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Silioc, Christelle. „Synthèse et étude des propriétés d’auto-association de molécules amphiphiles dérivées de D-glucose“. Thesis, Lyon 1, 2012. http://www.theses.fr/2012LYO10083/document.

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Cette thèse s’inscrit dans une thématique de recherche visant à synthétiser des moléculesamphiphiles présentant des propriétés bioactives, pouvant être mises à profit dans diversesapplications biomédicales ou encore dans le domaine de l’agrochimie. Les molécules amphiphilessont alors les propres actrices de leur formulation de par leurs propriétés d’auto-association et debioactivité (concept dit « d’économie moléculaire »). Dans ce contexte, la première partie de cetravail a été consacrée à la synthèse de molécules amphiphiles modèles dérivées de D-glucose etde N-acétyl-D-glucosamine. La voie de synthèse choisie pour les obtenir a été une aminationréductrice régiosélective à partir de chaînes alkylamine de différentes longueurs (6, 12 et 16atomes de carbone). Leur caractérisation a été réalisée par RMN et spectrométrie de masse. Ladeuxième partie de ce travail a été orientée vers l’étude du comportement auto-associatif desmolécules à base de D-glucose en solution aqueuse, seules, ou en mélange avec un phospholipidemodèle. Une organisation à différentes échelles de taille a été mise en évidence par les techniquesde diffusion de la lumière, microscopie électronique en transmission et grâce à la modélisation dedonnées expérimentales obtenues en diffusion des rayons X aux petits angles
This work is part of a research program on the synthesis of amphiphilic molecules havingbioactive properties, which could be used in biomedical applications or in agrochemistry.Amphiphilic molecules could be the own actor of their formulation because of the dual propertyof bioactivity and self-assembly. In this context, the first part of this work concerns the synthesisof model amphiphilic molecules derived from D-glucose and N-acetyl-D-glucosamine. The chosenway to synthesize these molecules was a regioselective reductive amination from alkylaminechains of different lengths (6, 12 and 16 carbon atoms). Compounds were characterized by NMRand Mass Spectrometry. The second part of this work was oriented towards the study of the selfassemblyproperties of molecules derived from D-glucose in an aqueous solution, alone, or mixedwith a model phospholipid. An organization with different sizes was shown with severaltechniques: light diffusion, transmission electronic microscopy, and thanks to the establishment ofa model from experimental small-angle X-ray scattering data. When the amphiphilic moleculewith 12 atoms of carbon on this hydrocarbonated chain is studied alone in a solution, ellipsoidalmicelles seem to be present, mixed with bigger aggregates (~100 nm). However, when this sameamphiphilic molecule is used in a mix with a model phospholipid, a size diminution of theassembly was observed with the increase of amphiphilic molecules in the formulations
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Redmond, Adrian Patrick. „Synthesis of steroidal facial amphiphiles“. Thesis, University of Bristol, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.396678.

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Coumes, Fanny. „Synthèse et caractérisation de copolymères amphiphiles à base de poly(acide lactique) et de poly(éthylène glycol) pour la délivrance de principes actifs“. Thesis, Montpellier 1, 2014. http://www.theses.fr/2014MON13522/document.

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Ce travail avait pour but de synthétiser et caractériser des copolymères amphiphiles à base de poly(éthylène glycol) (PEG) et de poly(acide lactique) (PLA) pour la confection de systèmes de délivrance de principes actifs (PA). Les polymères ont été choisis pour leur biocompatibilité et de leur biorésorbabilité. Plusieurs architectures de copolymères amphiphiles ont été créées et leur comportement auto-associatif en milieu aqueux ainsi que leur capacité à encapsuler des principes actifs ont été étudiés. Tout d'abord, un copolymère greffé a été synthétisé par copolymérisation d'un monomère fonctionnel, le glycolide monopropargylé, avec du L-lactide pour obtenir un squelette polyester fonctionnel sur lequel des branches hydrophiles de PEG ont été greffés avec plusieurs degrés de substitution. Ensuite, un copolymère peigne tribloc a été synthétisé à partir d'un bloc central PLA dont les extrémités de chaînes ont été modifiées pour permettre l'amorçage de la polymérisation de méthacrylate d'oligo(éthylène glycol) avec des taux de substitution variables. L'étude de l'auto-assemblage et de la capacité à encapsuler des PA a révélé que l'architecture et la balance hydrophile/hydrophobe sont des facteurs déterminants pour la nature des objets formés et leur potentiel d'encapsulation. Enfin, des stratégies de fonctionnalisation ont été mises en place afin d'augmenter et de moduler l'efficacité des PA encapsulés. Ceci est illustré par le couplage d'une molécule fluorescente modèle et, dans le cadre d'une collaboration, par la conjugaison d'un peptide immunostimulateur sur un système dibloc amphiphile. La comparaison à d'autres formulations a montré que le conjugué permettait de moduler et renforcer l'efficacité du PA utilisé
The objective of this work was to synthesize and characterize amphiphilic copolymers based on poly(ethylene glycol) (PEG) and poly(lactic acid) (PLA) intended for drug delivery applications. The polymers were chosen regarding to their biocompatibility and bioresorbability. Different architectures of amphiphilic copolymers were prepared, and their behavior in aqueous media, as well as their abilities to encapsulate drugs were studied. First, a graft copolymer was synthesized through copolymerization of a functional monomer, monopropargylated glycolide, with L-lactide to yield a functionalized polyester backbone. The latter was then grafted with different densities of hydrophilic branches of PEG. Then, a brush-like triblock copolymer was synthesized through ROP and ATRP. To this end, chain ends of a telechelic block of PLA were modified to yield a macroinitiator able to initiate oligo(ethylene glycol) methacrylate polymerization with variable substitution degrees. Self-assembly and drug loading studies revealed that architecture and hydrophobic/hydrophilic balance played a major role on the nature of the formed objects and on their encapsulation potential. Finally, to modulate and increase the efficacy of encapsulated drugs, functionalization strategies were realized. This is illustrated by the linking of a fluorescent model molecule on a triblock brush-like copolymer and, in a collaboration project, the linking of an immunostimulant peptide on an amphiphilic diblock system. Comparison with other formulations revealed that the conjugate allowed modulating and reinforcing the drug's efficacy
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Jose, Robin. „Synthesis and characterization of novel amphiphiles“. Laramie, Wyo. : University of Wyoming, 2006. http://proquest.umi.com/pqdweb?did=1296090121&sid=1&Fmt=2&clientId=18949&RQT=309&VName=PQD.

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Findlay, Brandon. „Design and synthesis of cationic amphiphiles“. American Society for Microbiology, 2010. http://hdl.handle.net/1993/21708.

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Cationic antimicrobial peptides (CAMPs) are produced by plants, animals and bacteria to protect their host against antagonistic microbes. The antitheses of selective antibiotics, these peptides are drawn by electrostatic and hydrophobic interactions to targets as diverse as the bacterial membrane, nucleic acids and serum proteins. This lack of specificity is their greatest strength, as mutations to single genes rarely lead to bacterial resistance. Resistance may be conferred by large scale alterations in cell envelope composition, which generally reduces bacterial fitness in the absence of peptide. Clinical applications of natural CAMPs are limited, as the peptides are toxic to mammalian cells and rapidly inactivated in vivo by serum albumin and proteases. Faced with these challenges we have prepared a number of CAMP analogues, with the goal of creating lead compounds for further development of antibacterial therapeutics. Much of our work has focused on ultrashort lipopeptides and lipopeptoids, which have properties similar to natural CAMPs and extremely abbreviated sequences. The simple structure of these scaffolds allows rapid creation of CAMP analogues in a brief period of time, allowing us to rapidly explore the structural requirements for CAMP activity. The balance of this work focuses on imparting CAMP-like behaviour to known antibiotics, in order to expand their spectrum of susceptible bacteria and combat the development of drug-resistant bacteria. In particular, the aminoglycosides neomycin and tobramycin have been fused to phenolic disinfectants such as triclosan and biclotymol, in order to improve their diffusion across the bacterial envelope and activity against Gram-negative bacteria.
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Bücher zum Thema "Synthetic Amphiphiles"

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Moody, K. Synthesis and structure of amphiphilic benzylic amide (2)catenanes. Manchester: UMIST, 1996.

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Chambrier, Isabelle. The synthesis and study of some novel amphiphilic phthalocyanines. Norwich: University of East Anglia, 1991.

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Osterman, David G. Design, synthesis, and characterization of amphiphilic [beta]-strand peptides. 1985.

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Patrickios, Costas S. Amphiphilic Polymer Co-Networks: Synthesis, Properties, Modelling and Applications. Royal Society of Chemistry, The, 2020.

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Patrickios, Costas S. Amphiphilic Polymer Co-Networks: Synthesis, Properties, Modelling and Applications. Royal Society of Chemistry, The, 2020.

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Patrickios, Costas S. Amphiphilic Polymer Co-Networks: Synthesis, Properties, Modelling and Applications. Royal Society of Chemistry, The, 2020.

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Azov, Vladimir. On Amphiphiles, Membranes, and Vesicles: Reactions Within and Between Bilayer Membranes. Synthesis and Properties of Water-Soluble Molecular Asterisks. VDM Verlag, 2009.

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Buchteile zum Thema "Synthetic Amphiphiles"

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Chan, Peggy P. Y., und Lishan Wang. „DNA-Lipid Amphiphiles for Drug and Gene Therapy“. In Ionic Interactions in Natural and Synthetic Macromolecules, 551–80. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2012. http://dx.doi.org/10.1002/9781118165850.ch14.

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Ilies, Marc A., Uttam Satyal und Vishnu D. Sharma. „Synthetic Delivery Systems for DNA, siRNA, and mRNA Based on Pyridinium Amphiphiles“. In ACS Symposium Series, 1–34. Washington, DC: American Chemical Society, 2017. http://dx.doi.org/10.1021/bk-2017-1271.ch001.

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Barni, E., P. Savarino und G. Viscardi. „Amphiphilic dyes“. In Modern Colorants: Synthesis and Structure, 177–212. Dordrecht: Springer Netherlands, 1995. http://dx.doi.org/10.1007/978-94-011-1356-4_7.

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Perret, Florent, und Hélène Parrot-Lopez. „Amphiphilic Cyclodextrins: Synthesis and Characterization“. In Cyclodextrins in Pharmaceutics, Cosmetics, and Biomedicine, 197–233. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2011. http://dx.doi.org/10.1002/9780470926819.ch11.

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Bütün, V., und S. P. Armes. „Synthesis of Novel Shell Cross-Linked Micelles with Hydrophilic Cores“. In Stimuli-Responsive Water Soluble and Amphiphilic Polymers, 115–39. Washington, DC: American Chemical Society, 2000. http://dx.doi.org/10.1021/bk-2001-0780.ch007.

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Sukegawa, Takeshi, Masao Matsuda, Shin-Ichiro Nishimura, Masatsugu Shimomura, Kunihiro Ijiro und Oraf Karthaus. „Synthesis and Self-Organisation of New Cyclodextrin Amphiphile“. In Molecular Recognition and Inclusion, 519–22. Dordrecht: Springer Netherlands, 1998. http://dx.doi.org/10.1007/978-94-011-5288-4_98.

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Thomas, David B., R. Scott Armentrout und Charles L. McCormick. „Synthesis and Aqueous Solution Behavior of Novel pH Responsive, Zwitterionic Cyclocopolymers“. In Stimuli-Responsive Water Soluble and Amphiphilic Polymers, 101–14. Washington, DC: American Chemical Society, 2000. http://dx.doi.org/10.1021/bk-2001-0780.ch006.

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Nonaka, T., K. Makinose und S. Kurihara. „Synthesis and Properties of Water-Soluble Thermosensitive Copolymers Having Phosphonium Groups“. In Stimuli-Responsive Water Soluble and Amphiphilic Polymers, 255–66. Washington, DC: American Chemical Society, 2000. http://dx.doi.org/10.1021/bk-2001-0780.ch015.

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Kohut, Ananiy M., Ivan O. Hevus, Stanislav A. Voronov und Andriy S. Voronov. „Synthesis of Amphiphilic Invertible Polymers for Biomedical Applications“. In Polymers for Biomedicine, 525–58. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2017. http://dx.doi.org/10.1002/9781118967904.ch17.

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Dore, Michael D., und Hanadi F. Sleiman. „Sequence-Defined DNA Amphiphiles for Drug Delivery: Synthesis and Self-Assembly“. In Methods in Molecular Biology, 87–100. New York, NY: Springer US, 2019. http://dx.doi.org/10.1007/978-1-0716-0138-9_8.

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Konferenzberichte zum Thema "Synthetic Amphiphiles"

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Dodero, Verónica, Zulma Quirolo und Alejandra Sequeira. „Synthesis and Characterization of Photomodulable Amphiphiles“. In The 14th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2010. http://dx.doi.org/10.3390/ecsoc-14-00428.

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Dodero, Veronica, und María Sequeira. „The Liquid Crystal Behavior of New Non-ionic Azobenzene-Amphiphiles“. In The 16th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2012. http://dx.doi.org/10.3390/ecsoc-16-01030.

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Malinák, David, M. Walko und J. Gonda. „Synthesis and Properties of New Nucleobase Containing Amphiphiles and bola-amphiphilesclick to see Communication“. In The 11th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2007. http://dx.doi.org/10.3390/ecsoc-11-01339.

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Parg, R. P., J. D. Kilburn, M. C. Petty, C. Pearson und T. G. Ryan. „Synthesis of novel BIS- and tris-tetrathiafulvalene amphiphiles for use in Langmuir-Blodgett film deposition“. In International Conference on Science and Technology of Synthetic Metals. IEEE, 1994. http://dx.doi.org/10.1109/stsm.1994.835774.

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John, George, Jose James, Malick Samateh, Siddharth Marwaha und Vikas Nanda. „Sucralose Hydrogels: Peering into the Reactivity of Sucralose versus Sucrose Using Lipase Catalyzed Trans-Esterification“. In 2022 AOCS Annual Meeting & Expo. American Oil Chemists' Society (AOCS), 2022. http://dx.doi.org/10.21748/xkza4963.

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Sucralose differs from sucrose only by virtue of having three Cl groups instead of OH groups. Its intriguing features include being noncaloric, noncariogenic, 600 times sweeter than sucrose, stable at high temperatures/acidic pH's, and void of disagreeable aftertastes. These properties are attractive as food additive, one of which is as hydrogel obtainable via the technique of molecular gelation using a sucralose-derived low-molecular weight gelator (LMWG). The process of molecular gelation entails using specially designed lipid-like amphiphilic molecules capable of self-assembling in a liquid solvent to form a 3D-network. A rational molecular design would involve appending lipophilic alkyl chain to sucralose to afford sucralose-based amphiphiles. Our preliminary study has shown that sucralose, unlike sucrose, is unreactive under biocatalytic conditions using lipase enzyme, which is consistent with its reported lack of reactivity by hydrolytic enzymes in the body. Hence, the aim of this work was (i) to use computation and simulations to further understand sucralose's lack of enzymatic reactivity and (ii) to synthesize the sucralose-based amphiphiles using conventional chemical synthesis and systematically study their tendency towards hydrogelation. Three of the sucralose-based amphiphiles (SL-5, SL-6 and SL-7) proved to be successful hydrogelators. The gelators also showed the ability to gel selected beverages. The LMWGs gelled quantities of water and beverage up to 71 and 55 times their weight, respectively, and remain thermally stable up to 144 °C.
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Garifullin, Ruslan, Rezeda Ishkaeva und Diana Salakhieva. „Synthesis and characterization of multi-functional histidine-containing peptide amphiphiles“. In 6th International Electronic Conference on Medicinal Chemistry. Basel, Switzerland: MDPI, 2020. http://dx.doi.org/10.3390/ecmc2020-08538.

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Han, Sang-Cheol, Kwang-Min Choi und Sang-Eon Park. „Facile Synthesis of Mesoporous Silica Nanotubes With Amide Type Surfactant“. In ASME 2008 2nd Multifunctional Nanocomposites and Nanomaterials International Conference. ASMEDC, 2008. http://dx.doi.org/10.1115/mn2008-47070.

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Novel synthetic method for the formation of mesoporous silica nanotubes was proposed using glycyldodecylamide (GDA) as an amino acid surfactant, which enabled to control the tube diameter, wall structure and morphology with the diverse structures of amphiphile due to the capability of H-bonds by forming amide bond. Moreover, this sol-gel transcription process could be elucidated at neutral condition that enabled the recyclable use of surfactant and resulted in unique structures depending on the temperatures of self-assembly.
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Santos, Fabiane A. B. dos, Ana F. Pizzol, Timothy J. Brocksom und Kleber T. de Oliveira. „Synthesis of amphiphilic and non-agreggating chlorins from hematoporphyrin using the Diels-Alder reaction“. In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0191-1.

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Shah, Mohsin, Mun Hwan Choi und Sung Chul Yoon. „Amphiphilic polymeric nanoparticles for drug delivery: Synthesis and characterization“. In 2010 International Conference on Nanoscience and Nanotechnology (ICONN). IEEE, 2010. http://dx.doi.org/10.1109/iconn.2010.6045181.

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Tajuddin, Hairul Anuar, Tarmezee Idris, Nurul Faiezin Zul, Ahmad Bayhaki Sadidarto, Zanariah Abdullah und Noraini Ahmad. „Self-aggregation behavior of synthetic amphiphile derived from triazolylbenzoic acid: CMC and phase transition“. In ADVANCED MATERIALS FOR SUSTAINABILITY AND GROWTH: Proceedings of the 3rd Advanced Materials Conference 2016 (3rd AMC 2016). Author(s), 2017. http://dx.doi.org/10.1063/1.5010517.

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Berichte der Organisationen zum Thema "Synthetic Amphiphiles"

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Altstein, Miriam, und Ronald Nachman. Rationally designed insect neuropeptide agonists and antagonists: application for the characterization of the pyrokinin/Pban mechanisms of action in insects. United States Department of Agriculture, Oktober 2006. http://dx.doi.org/10.32747/2006.7587235.bard.

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The general objective of this BARD project focused on rationally designed insect neuropeptide (NP) agonists and antagonists, their application for the characterization of the mechanisms of action of the pyrokinin/PBAN (PK-PBAN) family and the development of biostable, bioavailable versions that can provide the basis for development of novel, environmentally-friendly pest insect control agents. The specific objectives of the study, as originally proposed, were to: (i) Test stimulatory potencies of rationally designed backbone cyclic (BBC) peptides on pheromonotropic, melanotropic, myotropic and pupariation activities; (ii) Test the inhibitory potencies of the BBC compounds on the above activities evoked either by synthetic peptides (PBAN, LPK, myotropin and pheromonotropin) or by the natural endogenous mechanism; (iii) Determine the bioavailability of the most potent BBC compounds that will be found in (ii); (iv) Design, synthesize and examine novel PK/PBAN analogs with enhanced bioavailability and receptor binding; (v) Design and synthesize ‘magic bullet’ analogs and examine their ability to selectively kill cells expressing the PK/PBAN receptor. To achieve these goals the agonistic and antagonistic activities/properties of rationally designed linear and BBC neuropeptide (NP) were thoroughly studied and the information obtained was further used for the design and synthesis of improved compounds toward the design of an insecticide prototype. The study revealed important information on the structure activity relationship (SAR) of agonistic/antagonistic peptides, including definitive identification of the orientation of the Pro residue as trans for agonist activity in 4 PK/PBANbioassays (pheromonotropic, pupariation, melanotropic, & hindgut contractile) and a PK-related CAP₂b bioassay (diuretic); indications that led to the identification of a novel scaffold to develop biostbiostable, bioavailable peptidomimetic PK/PBANagonists/antagonists. The work led to the development of an arsenal of PK/PBAN antagonists with a variety of selectivity profiles; whether between different PKbioassays, or within the same bioassay between different natural elicitors. Examples include selective and non-selective BBC and novel amphiphilic PK pheromonotropic and melanotropic antagonists some of which are capable of penetrating the moth cuticle in efficacious quantities. One of the latter analog group demonstrated unprecedented versatility in its ability to antagonize a broad spectrum of pheromonotropic elicitors. A novel, transPro mimetic motif was proposed & used to develop a strong, selective PK agonist of the melanotropic bioassay in moths. The first antagonist (pure) of PK-related CAP₂b diuresis in flies was developed using a cisPro mimetic motif; an indication that while a transPro orientation is associated with receptor agonism, a cisPro orientation is linked with an antagonist interaction. A novel, biostablePK analog, incorporating β-amino acids at key peptidase-susceptible sites, exhibited in vivo pheromonotropic activity that by far exceeded that of PBAN when applied topically. Direct analysis of neural tissue by state-of-the-art MALDI-TOF/TOF mass spectrometry was used to identify specific PK/PK-related peptides native to eight arthropod pest species [house (M. domestica), stable (S. calcitrans), horn (H. irritans) & flesh (N. bullata) flies; Southern cattle fever tick (B. microplus), European tick (I. ricinus), yellow fever mosquito (A. aegypti), & Southern Green Stink Bug (N. viridula)]; including the unprecedented identification of mass-identical Leu/Ile residues and the first identification of NPs from a tick or the CNS of Hemiptera. Evidence was obtained for the selection of Neb-PK-2 as the primary pupariation factor of the flesh fly (N. bullata) among native PK/PK-related candidates. The peptidomic techniques were also used to map the location of PK/PK-related NP in the nervous system of the model fly D. melanogaster. Knowledge of specific PK sequences can aid in the future design of species specific (or non-specific) NP agonists/antagonists. In addition, the study led to the first cloning of a PK/PBAN receptor from insect larvae (S. littoralis), providing the basis for SAR analysis for the future design of 2ⁿᵈgeneration selective and/or nonselective agonists/antagonists. Development of a microplate ligand binding assay using the PK/PBAN pheromone gland receptor was also carried out. The assay will enable screening, including high throughput, of various libraries (chemical, molecular & natural product) for the discovery of receptor specific agonists/antagonists. In summary, the body of work achieves several key milestones and brings us significantly closer to the development of novel, environmentally friendly pest insect management agents based on insect PK/PBANNPs capable of disrupting critical NP-regulated functions.
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