Synthesis of immunogenic oligosaccharide-protein conjugates from the lipopolysaccharide of Neisseria gonorrhoeae P9.
Oligosaccharide was isolated from the lipopolysaccharide of Neisseria gonorrhoeae P9 following partial acid hydrolysis. The exposed terminal keto-deoxyoctonic acid group of the oligosaccharide was convert into the reactive phenylisothiocyanato derivative by reaction with 2-(4-aminophenyl)-ethylamine followed by reduction with sodium cyanoborohydride and treatment with thiophosgene. This intermediate was used to prepare an oligosaccharide-protein conjugate with either bovine serum albumin or purified gonococcal pili. Immunisation of rabbits with protein conjugates produced antibodies reactive with both pure protein and intact lipopolysaccharide.
D000818:Animals; D001426:Bacterial Proteins / Q000276:immunology*; D002417:Cattle; D004797:Enzyme-Linked Immunosorbent Assay; D010861:Fimbriae, Bacterial / Q000276:immunology / Q000378:metabolism; D006868:Hydrolysis; D007114:Immunization; D017879:Isothiocyanates; D008070:Lipopolysaccharides / Q000276:immunology*; D009344:Neisseria gonorrhoeae / Q000276:immunology*; D009844:Oligosaccharides / Q000276:immunology*; D011817:Rabbits; D012710:Serum Albumin, Bovine / Q000378:metabolism; D013400:Sugar Acids; D013861:Thiocyanates
D001426:Bacterial Proteins; D017879:Isothiocyanates; D008070:Lipopolysaccharides; D009844:Oligosaccharides; D013400:Sugar Acids; D013861:Thiocyanates; C005441:phenylisothiocyanate; C002532:2-keto-3-deoxyoctonate; D012710:Serum Albumin, Bovine