7-O-(2-Amino-2-deoxy-alpha-D-glucopyranosyl)-L-glycero-D-manno-heptose. A constituent of the endotoxin of Bordetella pertussis.
Hydrolysis of the Bordetella pertussis endotoxin, extracted from both "phase I" and "phase IV" bacteria, with 4 M HCl for 1 h at 100 degrees C, released the disaccharide named in the title; it was isolated by paper electrophoresis or by ion-exchange chromatography in about 1% yield (w/w). The structure of the heptose could be rigorously established by chemical degradation; the facts that the glucosaminidic linkage was hydrolysed by an enzyme preparation containing both, alpha and beta-N-acetylglucosaminidase activities, whereas it was resistant to cleavage by pure beta-N-acetylglucosaminidase strongly support the assumption that the disaccharide contains an alpha-D-glucosaminide linkage.
D001886:Bordetella pertussis; D002849:Chromatography, Gas; D002854:Chromatography, Paper; D004187:Disaccharides / Q000032:analysis*; D004731:Endotoxins; D005947:Glucose / Q000032:analysis; D006539:Heptoses / Q000032:analysis; D013058:Mass Spectrometry
D004187:Disaccharides; D004731:Endotoxins; D006539:Heptoses; D005947:Glucose