Bibliographies thématiques / DENDRIMERIC PEPTIDES

Littérature scientifique sur le sujet « DENDRIMERIC PEPTIDES »

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Publié le 10 mars 2023

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Articles de revues sur le sujet "DENDRIMERIC PEPTIDES"

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Pini, Alessandro, Andrea Giuliani, Chiara Falciani, Ylenia Runci, Claudia Ricci, Barbara Lelli, Monica Malossi, Paolo Neri, Gian Maria Rossolini et Luisa Bracci. « Antimicrobial Activity of Novel Dendrimeric Peptides Obtained by Phage Display Selection and Rational Modification ». Antimicrobial Agents and Chemotherapy 49, no 7 (juillet 2005) : 2665–72. http://dx.doi.org/10.1128/aac.49.7.2665-2672.2005.

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ABSTRACT A large 10-mer phage peptide library was panned against whole Escherichia coli cells, and an antimicrobial peptide (QEKIRVRLSA) was selected. The peptide was synthesized in monomeric and dendrimeric tetrabranched form (multiple antigen peptide [MAP]), which generally allows a dramatic increase of peptide stability to peptidases and proteases. The antibacterial activity of the dendrimeric peptide against E. coli was much higher than that of the monomeric form. Modification of the original sequence, by residue substitution or sequence shortening, produced three different MAPs, M4 (QAKIRVRLSA), M5 (KIRVRLSA), and M6 (QKKIRVRLSA) with enhanced stability to natural degradation and antimicrobial activity against a large panel of gram-negative bacteria. The MICs of the most potent peptide, M6, were as low as 4 to 8 μg/ml against recent clinical isolates of multidrug-resistant Pseudomonas aeruginosa and members of the Enterobacteriaceae. The same dendrimeric peptides showed high stability to blood proteases, low hemolytic activity, and low cytotoxic effects on eukaryotic cells, making them promising candidates for the development of new antibacterial drugs.
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Tam, James P., Yi-An Lu et Jin-Long Yang. « Antimicrobial dendrimeric peptides ». European Journal of Biochemistry 269, no 3 (1 février 2002) : 923–32. http://dx.doi.org/10.1046/j.0014-2956.2001.02728.x.

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Wan, Jingjing, Mehdi Mobli, Andreas Brust, Markus Muttenthaler, Åsa Andersson, Lotten Ragnarsson, Joel Castro et al. « Synthesis of Multivalent [Lys8]-Oxytocin Dendrimers that Inhibit Visceral Nociceptive Responses ». Australian Journal of Chemistry 70, no 2 (2017) : 162. http://dx.doi.org/10.1071/ch16407.

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Peptide dendrimers are a novel class of precisely defined macromolecules of emerging interest. Here, we describe the synthesis, structure, binding affinity, receptor selectivity, functional activity, and antinociceptive properties of oxytocin-related dendrimers containing up to 16 copies of [Lys8]-oxytocin or LVT. These were generated using a copper(i)-catalyzed azide–alkyne cycloaddition (CuAAc) reaction with azido-pegylated LVT peptides on an alkyne–polylysine scaffold. 2D NMR analysis demonstrated that each attached LVT ligand was freely rotating and maintained identical 3D structures in each dendrimeric macromolecule. The binding affinity Ki at the oxytocin receptor increased approximately 17-, 12-, 3-, and 1.5-fold respectively for the 2-, 4-, 8-, and 16-mer dendrimeric LVT conjugates, compared with monomer azido-pegylated LVT (Ki = 9.5 nM), consistent with a multivalency effect. A similar trend in affinity was also observed at the related human V1a, V1b, and V2 receptors, with no significant selectivity change observed across this family of receptors. All LVT dendrimers were functionally active in vitro on human oxytocin receptors and inhibited colonic nociceptors potently in a mouse model of chronic abdominal pain.
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Donalisio, Manuela, Marco Rusnati, Andrea Civra, Antonella Bugatti, Donatella Allemand, Giovanna Pirri, Andrea Giuliani, Santo Landolfo et David Lembo. « Identification of a Dendrimeric Heparan Sulfate-Binding Peptide That Inhibits Infectivity of Genital Types of Human Papillomaviruses ». Antimicrobial Agents and Chemotherapy 54, no 10 (19 juillet 2010) : 4290–99. http://dx.doi.org/10.1128/aac.00471-10.

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ABSTRACT Peptide dendrimers consist of a peptidyl branching core and/or covalently attached surface functional units. They show a variety of biological properties, including antiviral activity. In this study, a minilibrary of linear, dimeric, and dendrimeric peptides containing clusters of basic amino acids was evaluated for in vitro activity against human papillomaviruses (HPVs). The peptide dendrimer SB105-A10 was found to be a potent inhibitor of genital HPV types (i.e., types 16, 18, and 6) in pseudovirus-based neutralization assays. The 50% inhibitory concentration was between 2.8 and 4.2 μg/ml (0.59 and 0.88 μM), and no evidence of cytotoxicity was observed. SB105-A10 interacts with immobilized heparin and with heparan sulfates exposed on the cell surface, most likely preventing virus attachment. The findings from this study indicate SB105-A10 to be a leading candidate compound for further development as an active ingredient of a topical microbicide against HPV and other sexually transmitted viral infections.
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Bober, Zuzanna, Dorota Bartusik-Aebisher et David Aebisher. « Application of Dendrimers in Anticancer Diagnostics and Therapy ». Molecules 27, no 10 (18 mai 2022) : 3237. http://dx.doi.org/10.3390/molecules27103237.

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The application of dendrimeric constructs in medical diagnostics and therapeutics is increasing. Dendrimers have attracted attention due to their compact, spherical three-dimensional structures with surfaces that can be modified by the attachment of various drugs, hydrophilic or hydrophobic groups, or reporter molecules. In the literature, many modified dendrimer systems with various applications have been reported, including drug and gene delivery systems, biosensors, bioimaging contrast agents, tissue engineering, and therapeutic agents. Dendrimers are used for the delivery of macromolecules, miRNAs, siRNAs, and many other various biomedical applications, and they are ideal carriers for bioactive molecules. In addition, the conjugation of dendrimers with antibodies, proteins, and peptides allows for the design of vaccines with highly specific and predictable properties, and the role of dendrimers as carrier systems for vaccine antigens is increasing. In this work, we will focus on a review of the use of dendrimers in cancer diagnostics and therapy. Dendrimer-based nanosystems for drug delivery are commonly based on polyamidoamine dendrimers (PAMAM) that can be modified with drugs and contrast agents. Moreover, dendrimers can be successfully used as conjugates that deliver several substances simultaneously. The potential to develop dendrimers with multifunctional abilities has served as an impetus for the design of new molecular platforms for medical diagnostics and therapeutics.
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Soria, I., V. Quattrocchi, C. Langellotti, M. Pérez-Filgueira, J. Pega, V. Gnazzo, S. Romera et al. « Immune Response and Partial Protection against Heterologous Foot-and-Mouth Disease Virus Induced by Dendrimer Peptides in Cattle ». Journal of Immunology Research 2018 (2018) : 1–12. http://dx.doi.org/10.1155/2018/3497401.

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Synthetic peptides mimicking protective B- and T-cell epitopes are good candidates for safer, more effective FMD vaccines. Nevertheless, previous studies of immunization with linear peptides showed that they failed to induce solid protection in cattle. Dendrimeric peptides displaying two or four copies of a peptide corresponding to the B-cell epitope VP1 [136–154] of type O FMDV (O/UKG/11/2001) linked through thioether bonds to a single copy of the T-cell epitope 3A [21–35] (termed B2T and B4T, resp.) afforded protection in vaccinated pigs. In this work, we show that dendrimeric peptides B2T and B4T can elicit specific humoral responses in cattle and confer partial protection against the challenge with a heterologous type O virus (O1/Campos/Bra/58). This protective response correlated with the induction of specific T-cells as well as with an anamnestic antibody response upon virus challenge, as shown by the detection of virus-specific antibody-secreting cells (ASC) in lymphoid tissues distal from the inoculation point.
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Chen, Xi, Mi Zhang, Chunhui Zhou, Neville R. Kallenbach et Dacheng Ren. « Control of Bacterial Persister Cells by Trp/Arg-Containing Antimicrobial Peptides ». Applied and Environmental Microbiology 77, no 14 (27 mai 2011) : 4878–85. http://dx.doi.org/10.1128/aem.02440-10.

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ABSTRACTPersister cells are dormant phenotypic variants inherent in a bacterial population. They play important roles in chronic infections and present great challenges to therapy due to extremely enhanced tolerance to antibiotics compared to that of normal cells of the same genotype. In this study, we report that cationic membrane-penetrating peptides containing various numbers of arginine and tryptophan repeats are effective in killing persister cells ofEscherichia coliHM22, a hyper-persister producer. The activities of three linear peptides [(RW)n-NH2, wherenis 2, 3, or 4] and a dendrimeric peptide, (RW)4D, in killing bacterial persisters were compared. Although the dendrimeric peptide (RW)4Drequires a lower threshold to kill planktonic persisters, octameric peptide (RW)4-NH2is the most effective against planktonic persister cells at high concentrations. For example, treatment with 80 μM (RW)4-NH2for 60 min led to a 99.7% reduction in the number of viable persister cells. The viability of persister cells residing in surface-attached biofilms was also significantly reduced by (RW)4-NH2and (RW)4D. These two peptides were also found to significantly enhance the susceptibility of biofilm cells to ofloxacin. The potency of (RW)4-NH2was further marked by its ability to disperse and kill preformed biofilms harboring high percentages of persister cells. Interestingly, approximately 70% of the dispersed cells were found to have lost their intrinsic tolerance and become susceptible to ampicillin if not killed directly by this peptide. These results are helpful for better understanding the activities of these peptides and may aid in future development of more effective therapies of chronic infections.
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Blanco, Esther, Carolina Cubillos, Noelia Moreno, Juan Bárcena, Beatriz G. de la Torre, David Andreu et Francisco Sobrino. « B Epitope Multiplicity and B/T Epitope Orientation Influence Immunogenicity of Foot-and-Mouth Disease Peptide Vaccines ». Clinical and Developmental Immunology 2013 (2013) : 1–9. http://dx.doi.org/10.1155/2013/475960.

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Synthetic peptides incorporating protective B- and T-cell epitopes are candidates for new safer foot-and-mouth disease (FMD) vaccines. We have reported that dendrimeric peptides including four copies of a B-cell epitope (VP1 136 to 154) linked to a T-cell epitope (3A 21 to 35) of FMD virus (FMDV) elicit potent B- and T-cell specific responses and confer protection to viral challenge, while juxtaposition of these epitopes in a linear peptide induces less efficient responses. To assess the relevance of B-cell epitope multivalency, dendrimers bearing two (B2T) or four (B4T) copies of the B-cell epitope from type O FMDV (a widespread circulating serotype) were tested in CD1 mice and showed that multivalency is advantageous over simple B-T-epitope juxtaposition, resulting in efficient induction of neutralizing antibodies and optimal release of IFNγ. Interestingly, the bivalent B2T construction elicited similar or even better B- and T-cell specific responses than tetravalent B4T. In addition, the presence of the T-cell epitope and its orientation were shown to be critical for the immunogenicity of the linear juxtaposed monovalent peptides analyzed in parallel. Taken together, our results provide useful insights for a more accurate design of FMD subunit vaccines.
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Khan, Arif Iftikhar, Shahzad Nazir, Aaqib Ullah, Muhammad Nadeem ul Haque, Rukesh Maharjan, Shabana U. Simjee, Hamza Olleik, Elise Courvoisier-Dezord, Marc Maresca et Farzana Shaheen. « Design, Synthesis and Characterization of [G10a]-Temporin SHa Dendrimers as Dual Inhibitors of Cancer and Pathogenic Microbes ». Biomolecules 12, no 6 (31 mai 2022) : 770. http://dx.doi.org/10.3390/biom12060770.

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As the technologies for peptide synthesis and development continue to mature, antimicrobial peptides (AMPs) are being widely studied as significant contributors in medicinal chemistry research. Furthermore, the advancement in the synthesis of dendrimers’ design makes dendrimers wonderful nanostructures with distinguishing properties. This study foregrounds a temporin SHa analog, [G10a]-SHa, and its dendrimers as globular macromolecules possessing anticancer and antibacterial activities. These architectures of temporin SHa, named as [G10a]-SHa, its dendrimeric analogs [G10a]2-SHa and [G10a]3-SHa, and [G10a]2-SHa conjugated with a polymer molecule, i.e., Jeff-[G10a]2-SHa, were synthesized, purified on RP-HPLC and UPLC and fully characterized by mass, NMR spectroscopic techniques, circular dichroism, ultraviolet, infrared, dynamic light scattering, and atomic force microscopic studies. In pH- and temperature-dependent studies, all of the peptide dendrimers were found to be stable in the temperature range up to 40–60 °C and pH values in the range of 6–12. Biological-activity studies showed these peptide dendrimers possessed improved antibacterial activity against different strains of both Gram-positive and Gram-negative strains. Together, these dendrimers also possessed potent selective antiproliferative activity against human cancer cells originating from different organs (breast, lung, prostate, pancreas, and liver). The high hemolytic activity of [G10a]2-SHa and [G10a]3-SHa dendrimers, however, limits their use for topical treatment, such as in the case of skin infection. On the contrary, the antibacterial and anticancer activities of Jeff-[G10a]2-SHa, associated with its low hemolytic action, make it potentially suitable for systemic treatment.
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Scorciapino, Mariano, Ilaria Serra, Giorgia Manzo et Andrea Rinaldi. « Antimicrobial Dendrimeric Peptides : Structure, Activity and New Therapeutic Applications ». International Journal of Molecular Sciences 18, no 3 (3 mars 2017) : 542. http://dx.doi.org/10.3390/ijms18030542.

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Thèses sur le sujet "DENDRIMERIC PEPTIDES"

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Javor, Sacha. « Peptide dendrimers as enzyme mimics / ». [S.l.] : [s.n.], 2008. http://opac.nebis.ch/cgi-bin/showAbstract.pl?sys=000277027.

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Tewari, Kunal Mahesh. « Targeted dendrimeric prodrugs for 5-Aminolaevulinic acid photodynamic therapy ». Thesis, University of Bath, 2016. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.715275.

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Photodynamic therapy (PDT) is an emerging therapy for the treatment of cancer and various other human disorders. 5-Aminolaevulinic acid (ALA) is a simple natural product that is of great interest for PDT because it can be converted within cells via the haem biosynthetic pathway to the photosensitiser, protoporphyrin IX (PpIX). ALA-PDT has become a first line clinical approach for the treatment of cancerous and precancerous skin lesions (e.g Bowen’s disease, basal skin carcinomas, and actinic keratosis) that would otherwise require significant conventional surgery. However, ALA being a zwitterion suffers from poor lipid solubility and at the same time has stability issues at physiological or alkaline pH. The work herein describes some novel strategies to enhance the delivery of ALA to specific cell types using targeted ALA dendrimeric prodrugs. Specifically, it describes the synthesis of molecules consisting of branched units with 3 or more copies of ALA attached to a central core structure (e.g. gallic acid) using copper-catalysed azide-alkyne click chemistry (CuAAC). Selective delivery of the dendrimeric ALA cargo was achieved by attachment of a homing peptide to an independently addressable functional group on the prodrug core. As proof of concept of this approach, systems were prepared containing a peptide that allows selective targeting of the epidermal growth factor receptor (EGFR) which is overexpressed in a variety of tumours. Targeted ALA delivery and PpIX production was studied with these prodrugs in EGFR-expressing breast adenocarcinoma cells (MDA-MB-231 cells) and a peptide-targeted derivative with 9 ALA units was found to have enhanced PDT efficacy compared to an equimolar dose of ALA. Other targeting units that have been attached to these dendrimeric ALA prodrugs include biomolecules such as vitamin E, thymidine (a nucleoside) and a glucose derivative. Additionally, strain-promoted azide-alkyne cycloadditions (SPAAC) of the same EGFR-targeting peptide with some classical photosensitisers were also investigated and biological studies in EGFR-overexpressing cell lines were carried out. Lastly, a group of cell penetrating peptide-ALA conjugates have been synthesised via CuAAC as a novel approach for targeted ALA delivery.
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Zhou, Mingjun. « Elastin-Like Peptide Dendrimers : Design, Synthesis, and Applications ». Diss., Virginia Tech, 2019. http://hdl.handle.net/10919/101661.

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Elastin like peptides (ELPs)—derived from the protein elastin—are widely used as thermoresponsive components in biomaterials due to their LCST (lower critical solution temperature) behavior at a characteristic transition temperature (Tt). While linear ELPs have been well investigated, few reports focused on branched ELPs. Using lysine (Lys, with an additional side-chain amine) as branching units, ELP dendrimers were synthesized by solid-phase peptide synthesis (SPPS) with up to 155 amino acid residues. A secondary structure change with decreasing ratio of random coil and increasing ratio of β-turn upon heating, which is typical of linear ELPs, was confirmed by circular dichroism spectroscopy for all peptides. Conformational change did not show evident dependence on topology, while a higher Tt was observed for dendritic peptides than for their linear control peptides with the same number of GLPGL repeats. Variable-temperature small-angle X-ray scattering (SAXS) measurements showed a size increase and fractal dimension upon heating, even below the Tt. These results were further confirmed by cryogenic transmission electron microscopy (cryo-TEM), and micro differential scanning calorimetry (micro-DSC), revealing the presence of aggregates below the Tt. These results indicated the presence of a pre-coacervation step in the LCST phase transition of the ELP dendrimers. We further prepared hydrogels by crosslinking hyaluronic acid (HA) with ELP dendrimers. We invesigated their physical properties with scanning electron microscopy (SEM), swelling tests, SAXS, and model drug loading/release experiments. Most of the HA_denELP hydrogels retained transparent upon gelation, but after lyophilization and reswelling remained opaque for days. This reswelling process was carefully investigated with time-course SAXS studies, and was attributed to forming pre-coacervates in the gelation step, which slowly reswelled during rehydration. We then prepared hydrogels with H2S-releasing aroylthiooxime (SATO) groups and showed human neutrophil elastase-responsive H2S-releasing properties with potential applications in treating chronic diseases with recurring inflammation. Furthermore, we prepared a series of wedge-shaped triblock polyethylene glycol (PEG)-ELP dendrimer-C16 (palmitic acid) conjugate amphiphiles with adjustable Tts. Various techniques were used to investigate their hierarchical structures. The triblock PEG-peptide-C16 conjugate amphiphiles were thermoresponsive and showed a morphology change from small micelles to large aggregates. However, the hydrophilic shell and strong tendency for micelle formation limited the thermoresponsive assembly, leading to slow turbidity change in the LCST transition. The secondary structure was twisted from conventional β-sheet, and the thermoresponsive trend observed in typical ELP systems was not observed, either. Variable temperature NMR showed evidence for coherent dehydration of the PEG and ELP segments, probably due to the relatively short blocks. Utilizing the micelles with hydrophobic cavity, we were able to encapsulate hydrophobic drugs, with promising applications for localized drug release in hyperthermia.
Doctor of Philosophy
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Nimmagadda, Alekhya. « Design, Synthesis, Applications of Polymers and Dendrimers ». Scholar Commons, 2017. https://scholarcommons.usf.edu/etd/7430.

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WHO has reported that antibiotic resistance is the third major cause of human death all over the globe. Recent study, has focused on the development of new antibacterial resistance drugs. Herein, we tried to synthesis a series of polymers that can mimic the HDPs. HDPs can target the bacterial cell membrane and they have less chances to develop bacterial resistance. We synthesized the amphiphilic polycarbonates that are highly selective to Gram-positive bacteria, including multidrug resistant pathogens. The membrane disruption activity of these polymers was proved by fluorescence and TEM studies and the drug resistance study showed that the polymers don’t develop bacterial resistance. In order to further design the molecules that can target a broad spectrum of bacteria, we have designed a series of lipidated dendrimers that can target the Gram-positive and Gram-negative bacteria. These dendrimers mimic the HDPs and target the bacterial cell membrane. Dendrimers are reported to inhibit the formation of bacterial biofilm which makes them promising for their future development of antibiotic agents. Apart from the synthesis of polymers and dendrimers as antibacterial agents, we have designed a series of small molecular antibacterial agents that are based on the acylated reduced amide scaffold and small dimeric cyclic guanidine derivatives. These molecules display good potency against a panel of multidrug-resistant Gram-positive and Gram-negative bacterial strains. Meanwhile, they also effectively inhibit the biofilm formation. Mechanistic studies suggest that these compounds kill bacteria by compromising bacterial membranes, a mechanism analogous to that of host-defense peptides (HDPs). Lastly, we also demonstrate that these molecules have excellent in vivo activity against MRSA in a rat model. This class of compounds could lead to an appealing class of antibiotic agents combating drug-resistant bacterial strains.
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Cai, Weibo. « The design, synthesis and characterization of scaffold-assembled collagen mimetics and peptide dendrimers / ». Diss., Connect to a 24 p. preview or request complete full text in PDF format. Access restricted to UC campuses, 2004. http://wwwlib.umi.com/cr/ucsd/fullcit?p3153692.

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Klementieva, Oxana. « Influence of Cu(II) and Glycodendrimers on Amyloid-beta-Peptide Aggregation ». Doctoral thesis, Universitat Internacional de Catalunya, 2012. http://hdl.handle.net/10803/78910.

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La malaltia d’Alzheimer es caracteritza per l’acumulació de plaques extracel.lulars amiloides, formades pels anomenats pèptids amiloides (Aβ40). L’homeòstasi del coure (Cu) es veu afectada en l’etiologia de la malaltia d’Alzheimer, encara que el seu rol és un fet controvertit. Per a l’estudi de la influència del Cu(II) en l’agregació del pèptid amiloide, la morfologia i l’estructura secundària dels agregats amiloides formats en presència de Cu(II) s’han utilitzat AFM, TEM, SEM, SAXS, FTIR i espectrometria de fluorescència. A més, els efectes tòxics d’aquests agregats s’han estudiat en cèl.lules neuronals. Els resultats obtinguts mostren que aquests agregats són amorfos i presenten una toxicitat més alta que les fibres. Per a l’estudi dels dendrímers de maltosa com a possibles moduladors de l’agregació i de la toxicitat del pèptide amiloide. S’ha confirmat que aquests dendrimers no són tòxics en cèl.lules neuronals i que són capaços de modular l’agregació i toxicitat del pèptid amiloide. Aquests resultats permeten considerar als dendrimers de maltosa com a possibles eines per a reduir la toxicitat dels pèptids amilodies.
Senile plaques of Alzheimer’s disease patients are composed primarily of the amyloid-β-peptide (Aβ). Recent studies implicate Cu(II) in the aetiology of AD. The role of Cu(II) in ADis currently highly disputed. Influence of Cu(II) on Aβ aggregation and amyloidogenic properties of glycodendrimers were investigated in this thesis. AFM, TEM, SEM, SAXS, FTIR and fluorescence spectroscopy were used to study a morphology and a secondary structure of Aβ-Cu(II) aggregates. The toxic effects of Aβ40-Cu(II) amorphous aggregates was confirmed for neuronal cell lines. It was shown that maltose glycodendrimers can be efficiently used to modulate Alzheimer’s amyloid peptide aggregation and inhibit cell toxicity by facilitating the clustering of amyloid fibrils. These results show that glycodendrimers are promising non-toxic agents in the search for anti-amyloidogenic compounds. It was also suggested that fibril clumping may be anti-amyloid toxicity strategy.
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Zhang, Weihai [Verfasser], et V. Prasad [Akademischer Betreuer] Shastri. « Peptide, polyamidoamine dendrimers and protein functionalized polycaprolactone nanoparticles and their mechanism of cellular uptake ». Freiburg : Universität, 2019. http://d-nb.info/1200352688/34.

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Pai, Sandesh [Verfasser], et Ulrich [Gutachter] Schatzschneider. « Synthesis of manganese tricarbonyl PhotoCORM conjugates - from small molecules to peptides and dendrimers / Sandesh Pai. Gutachter : Ulrich Schatzschneider ». Würzburg : Universität Würzburg, 2014. http://d-nb.info/1109750137/34.

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Spassova, Christina [Verfasser], et Dirk-Peter [Akademischer Betreuer] Herten. « Characterization of peptide dendrimers for DNA delivery in living cells / Christina Spassova ; Betreuer : Dirk-Peter Herten ». Heidelberg : Universitätsbibliothek Heidelberg, 2014. http://d-nb.info/1177809095/34.

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Hartwig, Sebastian. « New peptid-mimicking scaffolds ». Doctoral thesis, Humboldt-Universität zu Berlin, Mathematisch-Naturwissenschaftliche Fakultät I, 2009. http://dx.doi.org/10.18452/15936.

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Inspiriert von den natürlich vorkommenden Antibiotika der Gramicidin Familie und ihrer d-(alt)-l Aminosäuresequenz, die es diesen Oligopeptiden ermöglicht, eine beta–helikale Sekundärstruktur einzunehmen, war das Hauptziel dieser Arbeit die Synthese und Charakterisierung von Peptiden und diversen Pseudopeptiden mit regulärer all-l und d-(alt)-l Sequenz und die Untersuchung des Einflusses dieser stereochemischen Variation auf die Strukturen und Eigenschaften dieser Verbindungen. Zusätzlich ergab der Austausch von Amid-Bindungen im Peptid-Rückgrat durch verschiedene Isostere diverse, teils einzigartige Pseudopeptid-Strukturen, wohingegen Verzweigung des linearen Peptid-Rückgrates zu sphärischen Molekülen führte. Alle Projekte zielten auf die Entwicklung und Synthese diskreter Oligomere für Strukturuntersuchungen, sowie auf die Einbindung der jeweiligen Strukturelemente in Polymere. Die Polymerization geeigneter Monomere zu Polymeren soll zu makro- und supramolekularen Nano-Objekten führen. Die divergent/konvergente Synthese einer Serie von Oligo-d-(alt)-l-lysinen zielte auf die Generierung hydrophiler, pH-sensitiver nanotubularer Strukturen. Schrittweiser Austausch von Amid-Bindungen des Peptid-Rückgrates durch Ester-(alt)-Urea-Einheiten führte zu all-l und d-(alt)-l Oligopseudoleucinen mit 50% und 0% Amid-Bindungs-Anteil. Design, Synthese und Polymerisation von AB-“Click”-Monomeren, basierend auf all-l and l-(alt)-d lysin Dipeptiden, ergaben hochmolekulare, Triazol-enthaltende Polypseudopeptide, deren Seitenketten mit Pyrenbuttersäure quantitativ postfunktionalisiert werden konnten. Die Einführung von Verzweigung in Glutamat-Peptide ergab chirale Dendrimere mit adressierbaren fokalen und periphären Funktionalitäten, sowie variabler Ladungsdichte. Design, Synthese und Polymerisation eines Glutamat basierenden AB2-“Click”-Monomers lieferte verwandte chirale hyperverzweigte Polypseudopeptide.
Inspired by the naturally occurring antibiotics of the Gramicidin family and their d-(alt)-l amino acid sequence, enabling these oligopeptides to adopt a beta–helical secondary structure, the work presented in this thesis targeted the syn-thesis and characterization of peptides and diverse pseudopeptides with regular all-l and d-(alt)-l sequences and the influence of this stereochemical variation on the compounds’ structures and properties. Further diversification of the struc-tures as obtained by replacing amide bonds in the peptide backbone with differ-ent isosteres, affording unique pseudopeptide structures. In addition spherical molecules were generated by introducing branching into the linear peptide scaf-fold. Throughout all projects, the aim was the design and synthesis of discrete oligomers for structural investigations and the incorporation of the respective structural elements into polymers via the polymerization of suitable monomers, in order to generate nanoscale macromolecular and supramolecular objects. The divergent/convergent synthesis of a series of oligo-d-(alt)-l-lysines targeted the generation of hydrophilic, pH-sensitive nanotubular structures. The stepwise replacement of peptide backbone amide bonds with ester-(alt)-urea moieties afforded all-l and d-(alt)-l oligopseudoleucines with 50% and 0% amide content. The design, synthesis, and polymerization of an AB-“Click”-monomer, based on all-l and l-(alt)-d lysine dipeptides afforded high molecular weight, triazole con-taining polypseudopeptides. Quantitative coupling to pyrene butyric acid afforded the respective side chain labeled polymers. The introduction of branching into glutamate peptides afforded fully chiral den-drimers with addressable focal and peripheral functionalities and variable charge density. The design, synthesis, and polymerization of a glutamate based AB2-“Click”-monomer led to related chiral hyperbranched polypseudopeptides.
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Sebestik, Jaroslav, Milan Reinis et Jan Jezek. Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9.

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Jezek, Jan, Jaroslav Sebestik et Milan Reinis. Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures. Springer, 2015.

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Jezek, Jan, Jaroslav Sebestik et Milan Reinis. Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures. Springer, 2012.

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Jezek, Jan, Jaroslav Sebestik et Milan Reinis. Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures. Springer, 2012.

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Jezek, Jan, Jaroslav Sebestik et Milan Reinis. Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures. Springer London, Limited, 2012.

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Chapitres de livres sur le sujet "DENDRIMERIC PEPTIDES"

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Yu, Qitao, Ling Li et James P. Tam. « Anti-HIV dendrimeric peptides ». Dans Advances in Experimental Medicine and Biology, 539–40. New York, NY : Springer New York, 2009. http://dx.doi.org/10.1007/978-0-387-73657-0_236.

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Rijkers, Dirk T. S., G. Wilma van Esse, Remco Merkx, Arwin J. Brouwer, Hans J. F. Jacobs, Roland J. Pieters et Rob M. J. Liskamp. « Microwave-Assisted Synthesis of Multivalent Dendrimeric Peptides using Cycloaddition Reaction (‘Click’) Chemistry ». Dans Understanding Biology Using Peptides, 152–53. New York, NY : Springer New York, 2006. http://dx.doi.org/10.1007/978-0-387-26575-9_60.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Classes of Peptide-, Glyco-, and Glycopeptide Dendrimers ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 29–44. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_4.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Dendrimeric Libraries ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 93–98. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_8.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Introduction ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 1–5. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_1.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Dendrimers and Solubility ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 105–9. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_10.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Biocompatibility and Toxicity of Dendrimers ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 111–14. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_11.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Dendrimers in Nanoscience and Nanotechnology ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 115–29. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_12.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Dendrimers in Drug Delivery ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 131–40. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_13.

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Šebestík, Jaroslav, Milan Reiniš et Jan Ježek. « Dendrimers in Gene Delivery ». Dans Biomedical Applications of Peptide-, Glyco- and Glycopeptide Dendrimers, and Analogous Dendrimeric Structures, 141–47. Vienna : Springer Vienna, 2012. http://dx.doi.org/10.1007/978-3-7091-1206-9_14.

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Actes de conférences sur le sujet "DENDRIMERIC PEPTIDES"

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Zielińska, Paulina, Marta Bochyńska, Andrzej W. Lipkowski et Zofia Urbanczyk-Lipkowska. « Tryptophan-rich dendrimeric peptides – synthesis and biological activity ». Dans XIIth Conference Biologically Active Peptides. Prague : Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2011. http://dx.doi.org/10.1135/css201113166.

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Coulup, Sara K., Jonel P. Saludes et Hang Yin. « Abstract 4745 : Multivalent dendrimeric peptides as new biomarker probes for the detection of cancer metastasis ». Dans Proceedings : AACR 103rd Annual Meeting 2012‐‐ Mar 31‐Apr 4, 2012 ; Chicago, IL. American Association for Cancer Research, 2012. http://dx.doi.org/10.1158/1538-7445.am2012-4745.

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REYMOND, JEAN-LOUIS. « PEPTIDE DENDRIMERS AND POLYCYCLIC PEPTIDES ». Dans 23rd International Solvay Conference on Chemistry. WORLD SCIENTIFIC, 2014. http://dx.doi.org/10.1142/9789814603836_0003.

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Vepřek, Pavel, Kateřina Knytlová, Miroslav Ledvina, Tomáš Trnka et Jan Ježek. « The preparation of multivalent peptide and glycopeptide dendrimers bearing Tn tumour antigens ». Dans VIIth Conference Biologically Active Peptides. Prague : Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2001. http://dx.doi.org/10.1135/css200104017.

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Sowińska, Marta, Przemysław Kalicki, Marta Bochyńska, Andrzej W. Lipkowski, Jolanta Solecka, Aleksandra Rajnisz, Stefan A. Wieczorek et Zofia Urbanczyk-Lipkowska. « New dendrimers exploring lysine and 3,5-dihydroxybenzoic acid as branching elements – synthesis and biological evaluation ». Dans XIIth Conference Biologically Active Peptides. Prague : Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2011. http://dx.doi.org/10.1135/css201113142.

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Neelov, Igor, et Elena Popova. « Molecular Dynamics Simulation of Lysine Dendrimer and Oppositely Charged Semax Peptides ». Dans 2016 Third International Conference on Mathematics and Computers in Sciences and in Industry (MCSI). IEEE, 2016. http://dx.doi.org/10.1109/mcsi.2016.023.

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Neelov, Igor, Dilorom Khamidova, Elena Popova et Fizali Komilov. « Computer Simulation of Interaction of Lysine Dendrimer with Stack of Amyloid Peptides ». Dans 2017 Fourth International Conference on Mathematics and Computers in Sciences and in Industry (MCSI). IEEE, 2017. http://dx.doi.org/10.1109/mcsi.2017.39.

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Metildi, Cristina A., Quyen T. Nguyen, Sharmeela Kaushal, Hop S. Tran Cao, Cynthia S. Snyder, Robert M. Hoffman, Roger Y. Tsien et Michael Bouvet. « Abstract 5279 : Imaging of pancreatic cancer with activated cell penetrating peptide dendrimers ». Dans Proceedings : AACR 102nd Annual Meeting 2011‐‐ Apr 2‐6, 2011 ; Orlando, FL. American Association for Cancer Research, 2011. http://dx.doi.org/10.1158/1538-7445.am2011-5279.

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