title: Primary structure of twenty three neutral and monosialylated oligosaccharides O-glycosidically linked to the human secretory immunoglobulin A hinge region determined by a combination of permethylation analysis and 400-MHz 1H-NMR spectroscopy.
abstract: Sialooligosaccharide and asialooligosaccharide alditols, derived from the human milk secretory immunoglobulin A hinge region, have been purified by HPLC using, successively, an amino-bonded silica column and an octadecyl-bonded silica column. Their primary structures were completely resolved by applying a combination of sugar analysis, methylation mass spectrometry and 400-MHz 1H-NMR spectroscopy. In the present report, twenty three oligosaccharide alditols are described and all possess a type two core consisting of the branched trisaccharide: Gal(beta 1-3)[GlcNAc(beta 1-6)]GalNAc-ol. The elongation of this core arises by chain lengthening only on the GlcNAc(beta 1-6) branch for the sialylated compounds, leading to a dodecasaccharide, and on both branches for the neutral compounds leading to a nonasaccharide. Sixteen of the described oligosaccharide structures are original. Moreover, some of the fucosylated structures were found to support Le(a), Le(b) and X blood group determinants.
authors.affiliation: Laboratoire de Chimie Biologique, Université des Sciences et Techniques de Lille Flandres-Artois, Villeneuve d'Ascq, France.
authors.forename: A
authors.initials: A
authors.lastname: Pierce-Crétel
authors.forename: J P
authors.initials: JP
authors.lastname: Decottignies
authors.forename: J M
authors.initials: JM
authors.lastname: Wieruszeski
authors.forename: G
authors.initials: G
authors.lastname: Strecker
authors.forename: J
authors.initials: J
authors.lastname: Montreuil
authors.forename: G
authors.initials: G
authors.lastname: Spik
mesh_terms: D002851:Chromatography, High Pressure Liquid; D006027:Glycosides / Q000032:analysis*; D006801:Humans; D007070:Immunoglobulin A / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D013058:Mass Spectrometry / Q000379:methods; D008745:Methylation; D008895:Milk, Human / Q000032:analysis* / Q000276:immunology; D015394:Molecular Structure; D009844:Oligosaccharides / Q000032:analysis*; D013402:Sugar Alcohols / Q000032:analysis
chemical_list: D006027:Glycosides; D007070:Immunoglobulin A; D009844:Oligosaccharides; D013402:Sugar Alcohols; C025469:asialooligosaccharides; C016735:sialooligosaccharides