Immunobiologically active lipid A analogs synthesized according to a revised structural model of natural lipid A.
Synthetic lipid A analogs which have two amide-bound and two ester-bound (R)-3-hydroxytetradecanoyl groups at the C-2 and -2' and C-3 and -3' positions of beta(1-6)glucosamine disaccharide mono- or diphosphates showed high activities in most in vitro assays, and the lethality of a diphosphate derivative to galactosamine-treated mice was almost comparable to that of natural lipid A. The pyrogenicity and Shwartzman induction activity of the synthetic analogs, however, were much less than those of natural lipid A.
D000328:Adult; D000818:Animals; D003165:Complement System Proteins / Q000276:immunology; D006168:Guinea Pigs; D006737:Horseshoe Crabs; D006801:Humans; D008050:Lipid A / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000633:toxicity*; D008213:Lymphocyte Activation; D008214:Lymphocytes / Q000187:drug effects / Q000276:immunology*; D008262:Macrophage Activation; D008264:Macrophages / Q000187:drug effects / Q000276:immunology*; D051379:Mice; D013329:Structure-Activity Relationship
D008050:Lipid A; D003165:Complement System Proteins