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Double affinity amplification of galectin-ligand interactions through arginine-arene interactions: synthetic, thermodynamic, and computational studies with aromatic diamido thiodigalactosides.
A series of aromatic mono- or diamido-thiodigalactoside derivatives were synthesized and studied as ligands for galectin-1, -3, -7, -8N terminal domain, and -9N terminal domain. The affinityExpand
Galectin‐3‐Binding Glycomimetics that Strongly Reduce Bleomycin‐Induced Lung Fibrosis and Modulate Intracellular Glycan Recognition
Discovery of glycan‐competitive galectin‐3‐binding compounds that attenuate lung fibrosis in a murine model and that block intracellular galectin‐3 accumulation at damaged vesicles, hence revealingExpand
Galectin-inhibitory thiodigalactoside ester derivatives have antimigratory effects in cultured lung and prostate cancer cells.
Aromatic 3,3'-diesters of thiodigalactoside were synthesized in a rapid three-step sequence from commercially available thiodigalactoside and evaluated as inhibitors of cancer- and immunity-relatedExpand
Chemical Modification of Polysaccharides.
1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.
Galactose C3-triazole derivatives were synthesized by Cu(I)-catalyzed cycloaddition between acetylenes and galactose C3-azido derivatives. Evaluation against galectin-3, 7, 8N (N-terminal) and 9NExpand
Studies of Arginine–Arene Interactions through Synthesis and Evaluation of a Series of Galectin‐Binding Aromatic Lactose Esters
Aromatic lactose 2‐O‐esters were synthesized and used to probe arene–arginine interactions with the galectin family of proteins. They were found to be low μM inhibitors of galectin‐1, ‐3, andExpand
Total synthesis of the Glc3Man N-glycan tetrasaccharide
Abstract The total synthesis of the tetrasaccharide Glcα(1→2)Glcα(1→3)Glcα(1→3)ManαOMe, which corresponds to the terminal tetrasaccharide portion of the glucose terminated arm of the N-glycanExpand
Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
Abstract 2-Aminobenzamide (2AB) is a common fluorescence label attached to reducing oligosaccharides by a reductive amination procedure. Chemical investigation of the published literature procedureExpand
On the synthesis of vinyl and phenyl C-furanosides by stereospecific debenzylative cycloetherification
On the synthesis of vinyl and phenyl C-furanosides by stereospecific debenzylative cycloetherification