Isolation and structural characterization of an 8-O-(4-amino-4-deoxy-beta-L-arabinopyranosyl)-3-deoxy-D-manno- octulosonic acid disaccharide in the lipopolysaccharide of a Proteus mirabilis deep rough mutant.
On short treatment of the lipopolysaccharide of a deep rough mutant of Proteus mirabilis (strain R45) with hydrochloric acid (0.01 M, 10 min, 100 degrees C) a compound was released which, on high-voltage paper electrophoresis, migrated slightly to the cathode (MGlcN = 0.19) and which stained with ninhydrin, alkaline silver nitrate and in the thiobarbituric acid assay. After purification and derivatization, its chemical structure was identified by combined gas-liquid chromatography/mass spectrometry and two-dimensional shift-correlated proton nuclear magnetic resonance spectroscopy as 8-O-(4-amino-4-deoxy-beta-L-arabinopyranosyl)-3-deoxy-D-manno-octu losonic acid. This disaccharide was also present in a wild-type strain of P. mirabilis.
Sidorczyk
Z
Z
Forschungsinstitut Borstel, Institut für Experimentelle Biologie und Medizin, Federal Republic of Germany.
Kaca
W
W
Brade
H
H
Rietschel
E T
ET
Sinnwell
V
V
Zähringer
U
U
D000606:Amino Sugars; D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000302:isolation & purification*; D004590:Electrophoresis, Paper; D008401:Gas Chromatography-Mass Spectrometry; D008070:Lipopolysaccharides / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D011513:Proteus mirabilis / Q000032:analysis*; D011522:Protons; D013400:Sugar Acids / Q000302:isolation & purification*
D000606:Amino Sugars; D004187:Disaccharides; D008070:Lipopolysaccharides; D011522:Protons; D013400:Sugar Acids; C053978:8-O-(4-amino-4-deoxyarabinopyranosyl)-3-deoxyoctulosonic acid; C040134:4-amino-4-deoxyarabinose