Recent Developments in the Organic Synthesis of Lipid A in Relation to Biologic Activities

Publisher Website
Google Scholar
Abstract
For elucidation of a relationship between chemical structure and biologic activity of lipid A, syntheses of 13 derivatives of glucosamine β(1–6) disaccharide, which were acylated at 3, 4, and 6′-hydroxyl groups and/or phosphorylated at positions 1 and 4′, were carried out. The results showed the importance of the presence of the phosphate group at either position 1 or 4′ and of the β-hydroxyl group in acyl function, particularly in N-linked fatty acids, for the exhibition of biologic activities characteristic of lipid A. New evidence on the positions of fatty acids in natural lipid A of Escherichia coli species obtained by means of 2D-H nuclear magnetic resonance was also demonstrated; the findings indicate that the 3′-hydroxyl group is acylated and the 6′-hydroxyl group in the molecule must be free.

This publication has 0 references indexed in Scilit: