Open AccessThe lipopolysaccharide of a chloridazon‐degrading bacterium
Author(s) -
WEISSHAAR Rüdiger,
LINGENS Franz
Publication year - 1983
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1983.tb07809.x
Subject(s) - hydrolysis , amide , heptose , fatty acid , chemistry , moiety , acid hydrolysis , bacteria , acetic acid , yield (engineering) , phenol , lipid a , molar ratio , organic chemistry , stereochemistry , biochemistry , mutant , biology , catalysis , genetics , materials science , metallurgy , gene
Lipopolysaccharide of a chloridazon‐degrading bacterium was obtained by a two‐stage extraction procedure with phenol/EDTA in a yield of 0.3% of dried bacteria. The carbohydrate moiety consisted of heptose, 3‐deoxyoctulosonic acid and d ‐glucose in a molar ratio of 1:2:2 · 3. Lipid A was composed of 1 mol 2,3‐diamino‐2,3‐dideoxy‐ d ‐glucose, 2 mol amide‐bound and 2.6 mol ester‐bound fatty acids/mol. Amide‐bound fatty acids were 3‐hydroxydodecanoic acid and 3‐hydroxyhexadecanoic acid; dodecanoic acid and R ‐(‐)‐3‐hydroxydodec‐5‐ cis ‐enoic acid were found to be present in ester linkage. Under conditions of acidic hydrolysis, the latter was converted into the cis and trans isomers of 5‐hexyltetrahydrofuran‐2‐acetic acid. Dodecanoic acid was demonstrated to be linked with the hydroxy groups of the amide‐bound fatty acids. The taxonomic significance of these results, especially the demonstration of 2,3‐diamino‐2,3‐dideoxy‐ d ‐glucose, is discussed.