Total synthesis of the natural antigen involved in the hyperacute rejection response to xenotransplants.
The major glycosphingolipid in pig vascular endothelium is the ceramide pentasaccharide Gal alpha(1 --> 3)Gal beta(1 --> 4)GlcNAc beta(1 --> 3)Gal beta(1 --> 4)Glc beta(1 --> 0)Cer (1), which binds specifically to human anti-Gal antibody and is involved in the hyperacute rejection response in xenotransplantation from pig to man. The synthesis of 1 and its methyl glycoside 2 is described.
Gege
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Faculty of Chemistry, University of Konstanz, Germany.
Kinzy
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W
Schmidt
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RR
D000818:Animals; D000910:Antibodies, Heterophile / Q000276:immunology; D015478:Antigens, Heterophile / Q000009:adverse effects / Q000096:biosynthesis* / Q000737:chemistry; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004730:Endothelium, Vascular / Q000737:chemistry; D005690:Galactose / Q000276:immunology; D006028:Glycosphingolipids / Q000138:chemical synthesis* / Q000276:immunology; D006084:Graft Rejection / Q000276:immunology*; D006801:Humans; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013552:Swine; D014183:Transplantation, Heterologous / Q000009:adverse effects / Q000276:immunology*
D000910:Antibodies, Heterophile; D015478:Antigens, Heterophile; C424822:Gal(1-3)Gal(1 -4)GlcNAc(1 -3)Gal(1 -4)Glc(1-0)Cer; D006028:Glycosphingolipids; D009844:Oligosaccharides; C006949:ceramide pentasaccharide; D005690:Galactose