Primary structure of twenty three neutral and monosialylated oligosaccharides O‐glycosidically linked to the human secretory immunoglobulin A hinge region determined by a combinationof permethylation analysis and 400‐MHz 1H‐NMR spectroscopy

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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(β1–3)[GlcNAc(β1–6)]GalNAc‐ol. The elongation of this core arises by chain lengthening only on the GlcNAc(β1–6) 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 Lea, Leb and X blood group determinants.

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