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Recent Developments in the Organic Synthesis of Lipid A in Relation to Biologic Activities
Tetsuo Shiba, Shoichi Kusumoto, Masaru Inage, Masahiro Imoto, Haruyuki Chaki and Tetsuo Shimamoto
Reviews of Infectious Diseases
Vol. 6, No. 4, Molecular Concepts of Lipid A (Jul. - Aug., 1984), pp. 478-482
Published by: Oxford University Press
Stable URL: http://www.jstor.org/stable/4453444
Page Count: 5
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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.
Reviews of Infectious Diseases © 1984 Oxford University Press