Isolation and structural characterization of novel neutral oligosaccharide‐alditols from respiratory‐mucus glycoproteins of a patient suffering from bronchiectasis

The carbohydrate chains of the respiratory‐mucus glycoproteins of a patient (blood group O) suffering from bronchiectasis due to Kartagener's syndrome, were released by alkaline borohydride treatment of a pronase digest. Neutral oligosaccharides were obtained after ion‐exchange chromatography and were subsequently separated utilizing gel filtration, HPLC on normal‐phase alkylamine‐bonded silica and reverse‐phase HPLC, into 46 fractions. From these fractions oligosaccharide‐alditols have been characterized by employing 500‐MHz 1H‐NMR spectroscopy, in conjunction with fast‐atom‐bombardment mass spectroscopy, methylation analysis and sugar analysis. Here 11 novel oligosaccharide structures are described. Five of them have the common element Fucα(1 → 2)Galβ(1 → 3)GlcNAcβ(1 → 3)Galβ(1 → 4)GlcNAcβ(1 → 6)GalNAc‐ol, they are: image Another six possess Galβ(1→4)GlcNAcβ(1→3)Galβ(1→4)GlcNAcβ(1→6)GalNAc‐ol as common element, they are: image