Synthesis of a divalent glycoside of an alpha-galactosyl disaccharide epitope involved in the hyperacute rejection of xenotransplantation.
3,6-dioxaoct-1,8-diyl di-(3-O-alpha-D-galactopyranosyl-beta-D-galactopyranoside) was synthesized for use in research on hyperacute rejection of xenotransplantation. The trichloroacetate method was successfully applied to form stereoselectively the alpha-D-galactosyl linkage under mild reaction conditions and a simple procedure. The divalent O-glycoside was formed from the corresponding trichloroacetimidate in one step with reasonable yield.
Lu
Y P
YP
Department of Bioorganic Chemistry, School of Pharmaceutical Sciences, National Research Laboratory of Natural and Biomimetic Drugs, Peking University, 100083, Beijing, China.
Li
H
H
Cai
M S
MS
Li
Z J
ZJ
D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis* / Q000276:immunology; D000939:Epitopes / Q000737:chemistry* / Q000276:immunology*; D005690:Galactose / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D006027:Glycosides / Q000138:chemical synthesis* / Q000276:immunology; D006084:Graft Rejection / Q000276:immunology; D008969:Molecular Sequence Data; D014183:Transplantation, Heterologous / Q000276:immunology*
C438445:3,6-dioxaoct-1,8-diyl di-(3-O-galactopyranosyl-galactopyranoside); D004187:Disaccharides; D000939:Epitopes; D006027:Glycosides; D005690:Galactose