Chemical synthesis of a biosynthetic precursor of lipid A with a phosphorylated tetraacyl disaccharide structure.

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概要

• 論文の詳細を見る

• 2,2′-<I>N</I>:3,3′-<I>O</I>-Tetrakis[(<I>R</I>)-3-hydroxytetradecanoyl]-β(1-6)-D-glucosamine disaccharide 1,4′-bis(phosphate) and its dephospho derivatives were synthesized. The bisphosphate prepared was shown to be identical with a natural biosynthetic precursor of lipid A which corresponds to the lipophilic part of lipopolysaccharide (LPS) in bacterial cell wall. The synthetic bis- and monophosphates exhibited many of typical endotoxic activities of LPS. Consequently, this work established the chemical structure of the biosynthetic precursor of lipid A and elucidated the fundamental structure required for the expression of these activities.

• 公益社団法人 日本化学会の論文

著者

• Kusumoto Shoichi

  Department Of Chemistry Faculty Of Science Osaka University

• Shiba Tetsuo

  Department Of Chemistry Faculty Of Science Osaka University

• IMOTO Masahiro

  Department of Chemistry, Faculty of Science, Osaka University

• Yoshimura Hiroyuki

  Department of Applied Chemistry, Faculty of Engineering, Kagoshima University

• Shimamoto Tetsuo

  Department of Chemistry, Faculty of Science, Osaka University

• Yamamoto Michiharu

  Department of Chemistry, Faculty of Science, Osaka University

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