Lipid A and related compounds. XXVII. An efficient synthesis of D-galactosamine-4-phosphate analogs of lipid A via a novel key intermediate.
A new methodology for chemical differentiation of one amino and four hydroxyl groups of D-galactosamine derivatives and its application for the synthesis of D-galactosamine-4-phosphate analogs of lipid A are described. Preliminary examination of biological activity revealed that the synthetic monosaccharides show mitogenic activity.
Sano
T
T
School of Pharmaceutical Sciences, University of Shizuoka, Japan.
Ikeda
K
K
Achiwa
K
K
D005688:Galactosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005695:Galactosephosphates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008050:Lipid A / Q000031:analogs & derivatives* / Q000494:pharmacology; D008934:Mitogens / Q000138:chemical synthesis* / Q000494:pharmacology
D005695:Galactosephosphates; D008050:Lipid A; D008934:Mitogens; C083804:galactosamine-4-phosphate; D005688:Galactosamine