Isolation and structural characterization of low-molecular-mass monosialyl oligosaccharides derived from respiratory-mucus glycoproteins of a patient suffering from bronchiectasis.
The carbohydrate chains of the respiratory-mucus glycoproteins of a patient suffering from bronchiectasis due to Kartagener's syndrome were released by alkaline borohydride treatment. Low-molecular-mass, monosialyl oligosaccharide-alditols were isolated by anion-exchange chromatography and fractionated by consecutive straight-phase high-performance liquid chromatography (HPLC) on a silica-based alkylamine column, and reverse-phase HPLC on a silica-based octadecyl column, respectively. The structures of the oligosaccharidealditols were determined by 500-MHz 1H-NMR spectroscopy in combination with sugar composition analysis. The 24 structures established range in size from disaccharides to heptasaccharides. Novel oligosaccharides obtained from the bronchiectasis mucus glycoproteins are: (formula; see text) 23 of the 24 monosialyl oligosaccharides characterized can be conceived of as extensions of neutral oligosaccharides purified from the bronchial mucus of this patient [Klein, A. et al. (1988) Eur. J. Biochem. 171, 631-642; Breg, J. et al. (1988) Eur. J Biochem. 171, 643-654]. The sialic acid residue was found to occur either in alpha (2----3)- or alpha (2----6)-linkage to a galactosyl residue or in alpha (2----6)-linkage to GalNAc-ol.
Van Halbeek
H
H
Complex Carbohydrate Research Center, University of Georgia.
Breg
J
J
Vliegenthart
J F
JF
Klein
A
A
Lamblin
G
G
Roussel
P
P
D000596:Amino Acids / Q000032:analysis; D001894:Borohydrides; D001987:Bronchiectasis / Q000378:metabolism*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002241:Carbohydrates / Q000032:analysis; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D006023:Glycoproteins / Q000032:analysis*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D008970:Molecular Weight; D009093:Mucus / Q000032:analysis*; D009844:Oligosaccharides / Q000302:isolation & purification*; D012137:Respiratory System / Q000378:metabolism*; D013402:Sugar Alcohols / Q000302:isolation & purification
D000596:Amino Acids; D001894:Borohydrides; D002241:Carbohydrates; D006023:Glycoproteins; D009844:Oligosaccharides; D013402:Sugar Alcohols; C016735:sialooligosaccharides