Search results for "Lipopeptide"

showing 10 items of 50 documents

Towards a fully synthetic MUC1-based anticancer vaccine: efficient conjugation of glycopeptides with mono-, di-, and tetravalent lipopeptides using c…

2011

Abstract The membrane-bound tumor-associated glycoprotein MUC1 is aberrantly glycosylated in cancer cells compared with normal cells, and is therefore considered an attractive target for cancer immunotherapy. However, tumor-associated glycopeptides from MUC1 do not elicit a sufficiently robust immune response. Therefore, antitumor vaccines were developed, which consist of MUC1 glycopeptides as the B epitopes and immune-stimulating toll-like receptor 2 (TLR 2) lipopeptide ligands. These fully synthetic vaccine candidates were prepared by solid-phase synthesis of the MUC1 glycopeptides. The Pam(3) Cys lipopeptide, also synthesized on solid-phase, was C-terminally coupled to oligovalent lysine…

Synthetic vaccineMagnetic Resonance SpectroscopyCarbohydrate chemistryMolecular Sequence DataAntineoplastic AgentsCancer VaccinesCatalysisEpitopeCell Linechemistry.chemical_compoundLipopeptidesMiceSolid-phase synthesisAnimalsHumansAntigens Tumor-Associated CarbohydrateVaccines SyntheticMembrane GlycoproteinsMolecular StructureOrganic ChemistryMucin-1GlycopeptidesLipopeptideGeneral ChemistryCombinatorial chemistryGlycopeptidechemistryClick chemistryClick ChemistryConjugateProtein BindingChemistry (Weinheim an der Bergstrasse, Germany)
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Fully synthetic vaccines consisting of tumor-associated MUC1 glycopeptides and a lipopeptide ligand of the Toll-like receptor 2.

2010

Toll-like receptorVaccines SyntheticMolecular StructureMucin-1GlycopeptidesLipopeptideGeneral ChemistryLigand (biochemistry)Combinatorial chemistryCatalysisTumor associated antigenGlycopeptideToll-Like Receptor 2chemistry.chemical_compoundLipopeptidesBiochemistrychemistryMUC1Angewandte Chemie (International ed. in English)
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An endophytic bacillus subtilis strain protects grapevine against downy mildew by direct effect and defense stimulation

2018

National audience; Plasmopara viticola, the causal agent of grapevine downy mildew, is one of the most devastating grape pathogen. Phytochemicals are generally used to control infections, but the appearance of resistant strains and the concern for possible adverse effects on environment and human health are increasing the search for alternative strategies. Biological control has received a great deal of attention as an alternative and promising measure to control different plant diseases. Many antagonistic microorganisms, including Bacillus spp., have been exploited against different pathogens. Bacillus spp. activity results from multiple modes of action including antibiosis, competition, a…

[SDE] Environmental Sciencesdowny mildew[SDV]Life Sciences [q-bio]fungifood and beverageslipopeptidesgrapevine[SDV] Life Sciences [q-bio]Plasmopara viticolabacillus subtilis[SDE]Environmental Sciences[SDV.BV]Life Sciences [q-bio]/Vegetal Biology[SDV.BV] Life Sciences [q-bio]/Vegetal Biologybiocontrol
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Asialofetuin Liposomes for Receptor-Mediated Gene Transfer into Hepatic Cells

2003

Publisher Summary The liver is an excellent organ for gene transfer in treating a wide variety of diseases that affect liver function. It is an ideal organ for a high amount of expression of therapeutic genes and efficient systemic distribution of the resulting therapeutic proteins secreted into the bloodstream. For strategies of liver-destined gene therapy, the liver sinusoid endothelium contains pores with a mean diameter of 100 nm, which allow small vectors to leave the blood circulation and reach the hepatocytes. The preparation of asialofetuin–liposomes targeted to hepatocytes can be made by covalent coupling of asialofetuin glycoprotein (ASF) onto the liposome surface, by the use of h…

chemistry.chemical_classificationLiver sinusoidLiposomeReceptor-mediated endocytosisBiologymedicine.anatomical_structurechemistryBiochemistryBiophysicsmedicineCationic LipopeptidesCationic liposomeLiver functionGlycoproteinNuclear localization sequence
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Partial thioamide scan on the lipopeptaibiotic trichogin GA IV. Effects on folding and bioactivity

2012

Backbone modification is a common chemical tool to control the conformation of linear peptides and to explore potentially useful effects on their biochemical and biophysical properties. The thioamide, ψ[CS-NH], group is a nearly isosteric structural mimic of the amide (peptide) functionality. In this paper, we describe the solution synthesis, chemical characterization, preferred conformation, and membrane and biological activities of three, carefully selected, peptide analogues of the lipopeptaibiotic [Leu11-OMe] trichogin GA IV. In each analogue, a single thioamide replacement was incorporated. Sequence positions near the N-terminus, at the center, and near the C-terminus were investigated…

conformationbioactivity; conformation; peptaibiotic; peptide synthesis; peptides; thiopeptidesSequence (biology)PeptideFull Research Paperlcsh:QD241-441peptaibioticchemistry.chemical_compoundlcsh:Organic chemistryAmidepeptide synthesisPeptide synthesislcsh:ScienceThioamidechemistry.chemical_classificationconformation; peptaibiotic; peptide synthesis; thiopeptides; bioactivityOrganic ChemistryLipopeptideCombinatorial chemistryFolding (chemistry)ChemistryMembranechemistrythiopeptidesbioactivitypeptideslcsh:QBeilstein Journal of Organic Chemistry
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A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E

2017

Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was based on a new strategy which includes an efficient access to the 15-guanidino-3-hydroxypentadecanoyl (GHPD) side chain from erucamide.

cyclodepsipeptidesStereochemistry010402 general chemistryTandem mass spectrometry01 natural sciencesFull Research Paperlcsh:QD241-441Paenibacilluslcsh:Organic chemistrySide chaintotal synthesislcsh:Sciencebiology010405 organic chemistryChemistryFamily structureOrganic Chemistrystructure elucidationTotal synthesisNuclear magnetic resonance spectroscopyfusaricidinsbiology.organism_classificationlipopeptides0104 chemical sciencesChemistryFermentationlcsh:QBeilstein Journal of Organic Chemistry
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Antifungal activity improved by coproduction of cyclodextrins and anabaenolysins in Cyanobacteria

2015

Department of Chemistry, Nanoscience Center, University of Jyväskylä, FI-40014, Jyväskylä, Finland Cyclodextrins are cyclic oligosaccharides widely used in the pharmaceutical industry to improve drug delivery and to increase the solubility of hydrophobic compounds. Anabaenolysins are lipopeptides produced by cyanobacteria with potent lytic activity in cholesterolcontaining membranes. Here, we identified the 23- To 24-kb gene clusters responsible for the production of the lipopeptide anabaenolysin. The hybrid nonribosomal peptide synthetase and polyketide synthase biosynthetic gene cluster is encoded in the genomes of three anabaenolysin-producing strains of Anabaena.We detected previously u…

hydroxyamino fatty acidAntifungal Agentsnatural productsMolecular Sequence DataBiologyCyanobacteriata3111chemistry.chemical_compoundBacterial ProteinsNonribosomal peptidePolyketide synthaseGene clusterSolubilityCandida albicanschemistry.chemical_classificationCyclodextrinsMultidisciplinarybioactive compoundsAnabaenaNRPSta1182LipopeptideBiological SciencesPKSbiology.organism_classificationchemistryBiochemistryGenes Bacterialbiology.proteinPhotosynthetic bacteriaProceedings of the National Academy of Sciences of the United States of America
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Economic evaluation of caspofungin vs liposomal amphotericin B for empirical therapy of suspected systemic fungal infection in the German hospital se…

2007

As antifungal agents are frequently used in hematology and oncology, economic data on the empirical therapy of suspected systemic fungal infection are pivotal. Data were analyzed according to: (1) the rate of nephrotoxicity related to treatment with caspofungin in comparison to liposomal amphotericin B (L-AmB) from a randomized clinical trial, (2) the effect of nephrotoxicity on length of hospital stay from a European observational study, and (3) an example of total bottom-up cost in a department of hematology in Germany. All estimates include 95% confidence intervals (CI) using two-stage Monte Carlo simulation on binominal and Gaussian random variables from separate studies with comparable…

medicine.medical_specialtyAntifungal AgentsLiposomal amphotericin Blaw.inventionNephrotoxicitychemistry.chemical_compoundEchinocandinsLipopeptidesRandomized controlled trialDouble-Blind MethodlawCaspofunginBottom-up studyAmphotericin BInternal medicineAmphotericin BGermanymedicineHumansLongitudinal StudiesProspective StudiesProspective cohort studyIntensive care medicineNephrotoxicitybusiness.industryGeneral MedicineHematologybacterial infections and mycosesConfidence intervalEconomic evaluationchemistryMycosesLiposomesNumber needed to treatCosts and Cost AnalysisObservational studyOriginal ArticleCaspofunginbusinessmedicine.drugAnnals of Hematology
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Synthetic multivalent glycopeptide-lipopeptide antitumor vaccines: impact of the cluster effect on the killing of tumor cells.

2014

Multivalent synthetic vaccines were obtained by solid-phase synthesis of tumor-associated MUC1 glycopeptide antigens and their coupling to a Pam3 Cys lipopeptide through click reactions. These vaccines elicited immune responses in mice without the use of any external adjuvant. The vaccine containing four copies of a MUC1 sialyl-TN antigen showed a significant cluster effect. It induced in mice prevailing IgG2a antibodies, which bind to MCF-7 breast tumor cells and initiate the killing of these tumor cells by activation of the complement-dependent cytotoxicity complex.

medicine.medical_treatmentLipoproteinsEpitopes T-LymphocyteApoptosisCancer VaccinesCatalysisAntibodieschemistry.chemical_compoundMiceImmune systemAntigenmedicineAnimalsHumansAmino Acid Sequenceskin and connective tissue diseasesCytotoxicityMUC1Mice Inbred BALB CbiologyMucin-1GlycopeptidesLipopeptideGeneral ChemistryCombinatorial chemistryGlycopeptidechemistrybiology.proteinCancer researchMCF-7 CellsClick ChemistryRabbitsAntibodyAdjuvantAngewandte Chemie (International ed. in English)
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The LuxR Regulators PcoR and RfiA Co-regulate Antimicrobial Peptide and Alginate Production in

2017

Cyclic lipopeptides (CLPs) are considered as some of the most important secondary metabolites in different plant-associated bacteria, thanks to their antimicrobial, cytotoxic, and surfactant properties. In this study, our aim was to investigate the role of the Quorum Sensing (QS) system, PcoI/PcoR, and the LuxR-type transcriptional regulator RfiA in CLP production in the phytopatogenic bacterium, Pseudomonas corrugata based on our previous work where we reported that the pcoR and rfiA mutants were devoid of the CLPs cormycin and corpeptin production. Due to the close genetic link between the QS system and the RfiA (rfiA is co-transcribed with pcoI), it was difficult to ascertain the specifi…

transcriptional analysiscyclic lipopeptidesexopolysaccaridesnon-ribosomal peptidesRNA-seqMicrobiologyOriginal ResearchFrontiers in microbiology
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