Search results for "Lectin"

showing 10 items of 495 documents

Synthetic Inhibitors of Cell Adhesion: A Glycopeptide from E-Selectin Ligand 1 (ESL-1) with the Arabino Sialyl Lewisx Structure

2001

Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid-labile β-arabinopyranoside bond. It is important for the inhibition of cell adhesion that the arabino sialyl Lewisx glycopeptide 1, which contains the Gly 672 -Asp 681 sequence of the E-selectin Ligand 1 (ESL-1), binds ten times more strongly than sialyl Lewisx to E-selectin, although it is monovalent and does not contain L-fucose, which is considered essential.

carbohydrates (lipids)Solid-phase synthesisBiochemistryChemistryembryonic structuresGeneral ChemistryE-selectin ligand-1Cell adhesionLigand (biochemistry)CatalysisGlycopeptideAngewandte Chemie International Edition
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Clicked and long spaced galactosyl- and lactosylcalix[4]arenes: New multivalent galectin-3 ligands

2014

Four novel calix[4]arene-based glycoclusters were synthesized by conjugating the saccharide units to the macrocyclic scaffold using the CuAAC reaction and using long and hydrophilic ethylene glycol spacers. Initially, two galactosylcalix[4]arenes were prepared starting from saccharide units and calixarene cores which differ in the relative dispositions of the alkyne and azido groups. Once the most convenient synthetic pathway was selected, two further lactosylcalix[4]arenes were obtained, one in the cone, the other one in the 1,3-alternate structure. Preliminary studies of the interactions of these novel glycocalixarenes with galectin-3 were carried out by using a lectin-functionalized chip…

chemistry.chemical_classificationChemistrySpecific lectinStereochemistryClick chemistryOrganic ChemistryAlkyneglycocalixarenesFull Research Paperlcsh:QD241-441Chemistrychemistry.chemical_compoundlcsh:Organic chemistrySurface plasmon resonanceCalixareneClick chemistryMultivalencyCluster glycoside effectlcsh:QSurface plasmon resonancelcsh:ScienceEthylene glycolGlycocalixarene
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Oligosaccharide recognition by selectins: Synthesis and biological activity of multivalent sialyl lewis-X ligands

1995

Abstract Trivalent sialyl Lewis-X ligands 6–8 anchored onto flexible templates have been synthesized and evaluated as inhibitors of E-selectin and P-selectin mediated cell adhesion in cell culture assays and in vivo. Biological activities in vitro correlated with spacer length and lead to ligands with 3-fold (E-selectin) and 5-fold (P-selectin) improved receptor binding avidity per single tetrasaccharide moiety.

chemistry.chemical_classificationChemistryStereochemistryOrganic ChemistryBiological activityOligosaccharideBiochemistrychemistry.chemical_compoundSialyl-Lewis XBiochemistryDrug DiscoveryMoietyTetrasaccharideAvidityCell adhesionSelectinTetrahedron
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(p-Sulfomethyl)phenylalanine as a mimic of O-sulfatyl-tyrosine in synthetic partial sequences of P-Selectin glycoprotein ligand 1 (PSGL-1)

2007

Abstract Fmoc- l -( p -sulfomethyl)phenylalanine, a bioisosteric mimic of acid-sensitive O -sulfatyl tyrosine, was synthesized from l -tyrosine according to a novel route. Partial sequences of the recognition site of P-Selectin glycoprotein ligand 1 (PSGL-1), which contain (sulfomethyl)phenylalanine were synthesized on solid-phase. By fragment condensation, a sialyl Lewis x peptide conjugate containing a (sulfomethyl)phenylalanine mimic of O -sulfatyl tyrosine was prepared without destruction of the acid-sensitive fucoside bond within the saccharide side chain. Compounds of this type are of interest as sufficiently acid-stable potential inhibitors of P-Selectin in inflammatory processes.

chemistry.chemical_classificationChemistryStereochemistryOrganic ChemistryPhenylalanineLigand (biochemistry)Peptide conjugateBiochemistrychemistry.chemical_compoundSialyl-Lewis XDrug DiscoverySide chainP-selectin glycoprotein ligand-1TyrosineGlycoproteinTetrahedron
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Sulfated and Non-Sulfated Glycopeptide Recognition Domains of P-Selectin Glycoprotein Ligand 1 and their Binding to P- and E-Selectin

2009

Total synthesis through block glycosylation and selective chemical O-sulfation of tyrosine residues yielded the glycopeptide recognition domain A (X=SO(3) (-)) of the P-selectin glycoprotein ligand 1, in which the terminal sialic acid of the complex hexasaccharide side chain was replaced by (S)-cyclohexyl lactic acid. In binding assays the O-sulfated structure A showed high affinity towards P-selectin, the non-sulfated towards E-selectin.

chemistry.chemical_classificationGlycosylationMembrane GlycoproteinsGlycosylationSulfatesStereochemistryGlycopeptidesGeneral ChemistryLigand (biochemistry)CatalysisGlycopeptideProtein Structure TertiarySialic acidMiceP-Selectinchemistry.chemical_compoundProtein structurechemistryBiochemistryAnimalsHumansP-selectin glycoprotein ligand-1TyrosineE-SelectinGlycoproteinAngewandte Chemie International Edition
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Glycoconjugate expression and cartilage development of the cranial skeleton.

1998

Only few detailed investigations have focused on the glycobiology of cranial development. The functional elements in most inductive and morphogenetic processes are not individual cells, but rather collectives of interacting populations and extracellular matrix components that give rise to specific tissues and organs. Experimental evidence strongly suggests that sugar chains not only confer morphological characteristics. Complex carbohydrate molecules and their corresponding receptors are involved in recognition processes decoding biological information during cranial morphogenesis. The distribution patterns of glycoconjugates are highly dynamic and show a clear correlation with characterist…

chemistry.chemical_classificationHistologyGlycobiologyGlycoconjugateHistocytochemistryCartilageSkullMorphogenesisCell DifferentiationBiologyEpitopeCell biologyExtracellular matrixmedicine.anatomical_structureCartilageBiochemistrychemistryIn vivoLectinsmedicineAnimalsHumansAnatomyReceptorGlycoconjugatesActa anatomica
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The Role of Lectins in Finfish: A Review

2019

The immune system of vertebrates involves both innate and acquired immune responses. The innate immunity is more generalized with robust response whereas the other has a highly specific response to infectious pathogens. Because of the lack of specialized lymphatic organs, innate immunity is an important mode of defense in fishes. The less specific innate immune system acts mainly through complement pathway which depends on pattern-based recognition of “self” and “non-self” targets by host lectins and associated proteins. This ultimately results in the clearance of target cells. Lectins are glycoproteins which possess at least one carbohydrate recognition domain (CRD) that specifically and r…

chemistry.chemical_classificationInnate immune systemPathogen-associated molecular patternPhagocytosischemical and pharmacologic phenomenabiochemical phenomena metabolism and nutritionManagement Monitoring Policy and LawAquatic ScienceBiologyLectins carbohydrate recognition domain innate immune response bacterial agglutination pathogen-associated molecular patternsComplement systemCell biologyImmune systemLymphatic systemchemistrybacteriaCell adhesionGlycoproteinEcology Evolution Behavior and Systematics
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Analysis of Subcellular Components by Fluorescent-Lectin Binding and Flow Cytometry

2003

Because of their extensive availability and the wide spectrum of carbohydrates that may be specifically bound, lectins have become essential reagents for detection and quantitation of glycoconjugates in solution and in cell surfaces, identification and separation of cells, and functional studies based on membrane properties (1,2).

chemistry.chemical_classificationMembranechemistryBiochemistrymedicine.diagnostic_testGlycoconjugateLectin bindingmedicineFunctional studiesFluorescenceFlow cytometry
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ChemInform Abstract: Synthetic Inhibitors of Cell Adhesion: A Glycopeptide from E-Selectin Ligand 1 (ESL-1) with the Arabino Sialyl Lewisx Structure.

2010

chemistry.chemical_classificationchemistryStereochemistryGeneral MedicineE-selectin ligand-1Cell adhesionGlycopeptideAmino acidChemInform
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ChemInform Abstract: Chemical and Chemoenzymatic Synthesis of Glycopeptide Selectin Ligands Containing Sialyl Lewis X Structures

2010

chemistry.chemical_compoundSialyl-Lewis XChemistryStereochemistryGeneral MedicineSelectinGlycopeptideChemInform
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