Search results for "glycopeptide"

showing 10 items of 164 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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Water-Soluble Polymers Coupled with Glycopeptide Antigens and T-Cell Epitopes as Potential Antitumor Vaccines

2013

Highly decorated: Tumor-associated MUC1 glycopeptide and tetanus toxoid T-cell epitope P2 can be attached to water-soluble poly(N-(2-hydroxypropyl)methacrylamide) carriers by orthogonal ligation techniques. Fully synthetic vaccine A with additional nanostructure-promoting domains induced antibodies that exhibit high affinity to tumor cells.

Synthetic vaccineMolecular Sequence DataEpitopes T-LymphocyteCancer VaccinesCatalysisEpitopeMicechemistry.chemical_compoundPolymethacrylic AcidsAntigenAnimalsHumansMethacrylamideAmino Acid SequenceMUC1Vaccines SyntheticbiologyMucin-1GlycopeptidesToxoidWaterT-Lymphocytes Helper-InducerGeneral ChemistryMolecular biologyGlycopeptideSolubilityBiochemistrychemistryMCF-7 Cellsbiology.proteinAntibodyAngewandte Chemie International Edition
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A fully synthetic vaccine consisting of a tumor-associated glycopeptide antigen and a T-cell epitope for the induction of a highly specific humoral i…

2005

Synthetic vaccineT cellMolecular Sequence DataEpitopes T-LymphocyteCancer VaccinesCatalysisEpitopeImmune systemAntigenAntibody SpecificityAntigens NeoplasmmedicineCarbohydrate ConformationVaccines SyntheticChemistryMucin-1GlycopeptidesModels ImmunologicalStereoisomerismGeneral ChemistryGlycopeptidemedicine.anatomical_structureCarbohydrate SequenceImmunologyAntibody FormationSynthetic immunologyAngewandte Chemie (International ed. in English)
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A Synthetic Vaccine Consisting of a Tumor-Associated Sialyl-TN-MUC1 Tandem-Repeat Glycopeptide and Tetanus Toxoid: Induction of a Strong and Highly S…

2009

Synthetic vaccineTransgeneMice TransgenicCancer VaccinesCatalysisMiceImmune systemTandem repeatAntigenAntigens NeoplasmTetanus ToxoidmedicineAnimalsHumansVaccines SyntheticMolecular StructureTetanusChemistryMucin-1GlycopeptidesToxoidGeneral Chemistrymedicine.diseaseVirologyPeptide FragmentsGlycopeptideImmune SystemAngewandte Chemie International Edition
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Titelbild: Tumor-Associated MUC1 Tandem-Repeat Glycopeptide Microarrays to Evaluate Serum- and Monoclonal-Antibody Specificity (Angew. Chem. 44/2009)

2009

Tandem repeatBiochemistryChemistrymedicine.drug_classmedicineGeneral MedicineDNA microarrayMonoclonal antibodyMolecular biologyGlycopeptideMUC1Angewandte Chemie
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Towards the Development of Antitumor Vaccines: A Synthetic Conjugate of a Tumor-Associated MUC1 Glycopeptide Antigen and a Tetanus Toxin Epitope.

2000

Proliferation of cytotoxic T-cells, a prerequisite for the development of antitumor vaccines, was induced by 1, but not by its partial structures A and B. The conjugate 1 containing a tumor-associated Sialyl-TN -MUC-1 glycopeptide antigen A and a T-cell epitope B of tetanus toxin was synthesized by fragment condensation on a solid phase.

TetanusChemistryToxinGeneral Chemistrymedicine.diseasemedicine.disease_causeVirologyCatalysisEpitopeGlycopeptideAntigenmedicineCytotoxic T cellMUC1ConjugateAngewandte Chemie (International ed. in English)
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Synthetische Antitumorvakzine aus Tetanus-Toxoid-Konjugaten von MUC1-Glycopeptiden mit Thomsen-Friedenreich-Antigen und dessen fluorsubstituiertem An…

2010

Thomsen-Friedenreich AntigenChemistryGeneral MedicineMolecular biologyGlycopeptideAngewandte Chemie
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Synthesis of tumor-associated glycopeptide antigens for the development of tumor-selective vaccines

2004

In contrast to normal cells, the glycoprotein profile on epithelial tumor cells is distinctly altered. Due to an incomplete formation of the glycan side-chains resulting from a premature sialylation, additional peptide epitopes become accessible to the immune system in mucin-type glycoproteins on tumor cells. These tumor-associated structure alterations constitute the basis for a selective immunological attack on cancer cells. For the construction of immunostimulating antigens, glycopeptide partial structures from the mucins MUC1 and MUC4 carrying the tumor-associated sialyl-T(N), alpha2,6-sialyl-T and alpha2,3-sialyl-T antigens have been synthesized. Employing different linkers such as the…

ThreonineGlycanGeneral Chemical EngineeringT cellAsialoglycoproteinsOligosaccharidesCancer VaccinesBiochemistryEpitopeImmune systemAntigenMaterials ChemistrymedicineHumansCytotoxic T cellAntigens Tumor-Associated CarbohydrateNeoplasms Glandular and EpithelialMUC1biologyChemistryGlycopeptidesMucinsGeneral MedicineGeneral ChemistryGlycopeptidecarbohydrates (lipids)medicine.anatomical_structureBiochemistrySialic Acidsbiology.proteinImmunizationThe Chemical Record
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Biomimetic synthesis of the tumor-associated (2,3)-sialyl-T antigen and its incorporation into glycopeptide antigens from the mucins MUC1 and MUC4.

2004

Glycoproteins on epithelial tumor cells often exhibit aberrant glycosylation profiles. The incomplete formation of the glycan side chains resulting from a down-regulated glucosamine transfer and a premature sialylation results in additional peptide epitopes, which become accessible to the immune system in mucin-type glycoproteins. These cancer-specific structure alterations are considered to be a promising basis for selective immunological attack on tumor cells. Among the tumor-associated saccharide antigens, the (2,3)-sialyl-T antigen has been identified as the most abundant glycan, found in several different carcinoma cell lines. According to a linear biomimetic strategy, the (2,3)-sialyl…

ThreonineGlycanMagnetic Resonance SpectroscopyMolecular Sequence DataCancer VaccinesCatalysisEpitopeMass SpectrometryImmune systemAntigenAntigens NeoplasmBiomimeticsMUC1Chromatography High Pressure LiquidGlycoproteinschemistry.chemical_classificationbiologyMucin-4Organic ChemistryMucinMucin-1GlycopeptidesMucinsGeneral ChemistryGlycopeptidecarbohydrates (lipids)chemistryBiochemistryCarbohydrate SequenceTandem Repeat Sequencesbiology.proteinIndicators and ReagentsGlycoproteinChemistry (Weinheim an der Bergstrasse, Germany)
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Total Synthesis of the Glycopeptide Recognition Domain of the P-Selectin Glycoprotein Ligand 1

2008

ThreonineGlycosylationGlycosylationOligosaccharidesCatalysischemistry.chemical_compoundSolid-phase synthesisProtein structureAcetamidesHumansChloroacetatesTrichloroacetic AcidBinding siteThreonineAntigens Viral TumorSialyl Lewis X AntigenBinding SitesMembrane GlycoproteinsGlycopeptidesTotal synthesisGeneral ChemistryGlycopeptideProtein Structure TertiaryP-SelectinchemistryBiochemistryP-selectin glycoprotein ligand-1Angewandte Chemie International Edition
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