Olefin self-metathesis as a new entry into xenotransplantation antagonists bearing the Galili antigen.
A hexameric disaccharide cluster bearing the terminal Gal alpha related xenotransplantation antigen was constructed using a sequence of ruthenium carbenoid catalyzed olefin self-metathesis of monoallylated tribenzyl pentaerythritol followed, after interconversion of benzyl ethers into para-iodobenzyl ethers, by a single step Sonogashira cross-coupling of six prop-2-ynyl glycosides onto a hexameric aryl iodide scaffold.
Department of Chemistry, Centre for Research in Biopharmaceuticals, University of Ottawa, Ottawa, ON, Canada K1N 6N5.
Bingcan
B
Liu
René
R
Roy
D000475:Alkenes / Q000737:chemistry* / Q000627:therapeutic use; D000915:Antibody Affinity; D015195:Drug Design; D006801:Humans; D007165:Immunosuppression Therapy / Q000379:methods; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000737:chemistry; D014183:Transplantation, Heterologous / Q000276:immunology; D014312:Trisaccharides / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000276:immunology
D000475:Alkenes; D007166:Immunosuppressive Agents; D014312:Trisaccharides; C076569:alpha-galactosyl epitope