Synthesis of three 3-C-hydroxymethylpentoses with the D-ribo-, D-xylo- and L-lyxo-configurations. Identification of the latter with a monosaccharide isolated from phase I Coxiella burnetii lipopolysaccharide.
Three 3-C-hydroxymethylpentoses with the D-ribo-, D-xylo and L-lyxo-configurations, were synthesised via nitromethane addition for the first two and 1,3-dithiane addition for the last one, to appropriate 3-ulose derivatives. 3-C-Hydroxy-methyl-L-lyxose is identical with a monosaccharide component previously isolated from hydrolysates of the phase I Coxiella burnetii lipopolysaccharide.
D002849:Chromatography, Gas; D003381:Coxiella / Q000032:analysis*; D008070:Lipopolysaccharides / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010429:Pentoses / Q000032:analysis / Q000138:chemical synthesis*; D013402:Sugar Alcohols / Q000032:analysis / Q000138:chemical synthesis*
D008070:Lipopolysaccharides; D010429:Pentoses; D013402:Sugar Alcohols; C048447:3-C-hydroxymethylpentose