Author: Claudine Schlemmer

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AUTHOR

Claudine Schlemmer

showing 11 related works from this author

ChemInform Abstract: Sweet (Hetero)aromatics: Glycosylated Templated for the Construction of Saccharide Mimetics.

2011

Several general strategies for the construction of mono- and diglycosylated (hetero)aromatics as potential metabolically stable oligosaccharides are described.

Chemistryhealth occupationsOrganic chemistrymacromolecular substancesGeneral Medicineenvironment and public healthChemInform

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Sweet (hetero)aromatics: glycosylated templates for the construction of saccharide mimetics

2011

Mono- and diglycosylated aromatics and heteroaromatics may serve as building blocks for the construction of metabolically stable mimetics of oligosaccharides. Methods for their preparation from monosaccharidic precursors by direct C-glycosylation, dipolar cycloaddition or Larock cyclization are described.

GlycosylationChemistryMetals and AlloysOligosaccharidesmacromolecular substancesGeneral ChemistryHydrocarbons AromaticCombinatorial chemistryCatalysisCycloadditionSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsTemplateCyclizationMaterials ChemistryCeramics and CompositesOrganic chemistrylipids (amino acids peptides and proteins)Chemical Communications

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N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide [(S,S)-TsDPEN]

2010

The crystal structure of the title compound, C21H22N2O2S, shows a network of N&#8212;H...N and N&#8212;H...O hydrogen bonds. The tolyl and 1-phenyl rings are almost mutually coplanar [7.89&#8197;(9)&#176;], while the 2-phenyl ring makes a dihedral angle of 50.8&#8197;(1) &#176; with the 1-phenyl ring. An intramolecular N&#8212;H...N hydrogen bond stabilizes the molecular conformation.

chemistry.chemical_classificationHydrogen bondGeneral ChemistryCrystal structureDihedral angleCondensed Matter PhysicsRing (chemistry)BioinformaticsMedicinal chemistryOrganic PapersSulfonamidelcsh:Chemistrylcsh:QD1-999chemistryMethyl benzeneGeneral Materials ScienceActa Crystallographica Section E: Structure Reports Online

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ChemInform Abstract: Iodocyclization of o-Alkynylbenzamides Revisited: Formation of Isobenzofuran-1(3H)-imines and 1H-Isochromen-1-imines Instead of …

2013

Remarkably, isobenzofuran and benzopyran derivatives are obtained by the title reaction and not as described in earlier publications five- or six-membered lactams.

chemistry.chemical_compoundIsobenzofuranchemistryHalogenationGeneral MedicineMedicinal chemistryBenzopyranChemInform

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Iodocyclization of o-Alkynylbenzamides Revisited: Formation of Isobenzofuran-1(3H)-imines and 1H-Isochromen-1-imines Instead of Lactams

2012

The iodocyclization of o-alkynylbenzamides with various electrophiles has been reported to yield five- or six-membered lactams by nucleophilic attack of the amide nitrogen onto the triple bond. While the formation of an isobenzofuran-1(3H)-imine with two bulky substituents under Larock conditions was initially attributed to steric hindrance, we found out that cyclization via the amide oxygen is the rule rather than the exception. Thus, the structures of the products reported in the literature need to be revised.

Steric effectschemistry.chemical_compoundchemistryIsobenzofuranNucleophileStereochemistryAmideYield (chemistry)Organic ChemistryElectrophileTriple bondThe Journal of Organic Chemistry

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Chemoenzymatic Synthesis of Functional Sialyl LewisX Mimetics with a Heteroaromatic Core

2014

Functional mimetics of the sialyl Lewis(X) tetrasaccharide were prepared by the enzymatic sialylation of a 1,3-diglycosylated indole and a glycosyl azide, which was subsequently transformed into a 1,4-diglycosylated 1,2,3-triazole, by using the trans-sialidase of Trypanosoma cruzi. These compounds inhibited the binding of E-, L-, and P-selectin-coated nanoparticles to polyacrylamide-bound sialyl-Lewis(X) -containing neighboring sulfated tyrosine residues (sTyr/sLe(X) -PAA) at low or sub-millimolar concentrations. Except for E-selectin, the mimetics showed higher activities than the natural tetrasaccharide.

Spectrometry Mass Electrospray IonizationStereochemistryProton Magnetic Resonance SpectroscopyTrypanosoma cruziMolecular Sequence DataNeuraminidaseOligosaccharidessaccharide mimeticsBiochemistryenzyme catalysisEnzyme catalysischemistry.chemical_compoundSulfationTetrasaccharideAnimalsGlycosylTyrosineCarbon-13 Magnetic Resonance SpectroscopySialyl Lewis X AntigenGlycoproteinsIndole testheterocyclesOrganic ChemistryMolecular Mimicrycell adhesionGeneral ChemistryFull Paperscarbohydrates (lipids)Sialyl-Lewis XchemistryCarbohydrate SequenceSelectinsAzideChemistry, an Asian Journal

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