Abstract
The carbohydrate chains linked to human κ-casein from mature milk were released by alkaline borohydride treatment as reduced oligosaccharides. The neutral oligosaccharides of lower molecular weight were fractionated and purified by gel filtration and preparative thin layer chromatographies. Seven neutral oligosaccharides (a di- (0.5%), two tetra- (30.5%), two penta- (5.4%) and teo hexasaccharide alditols (10.9%)) were obtained in homogeneity, and followed by methylation analysis with gas-liquid chromatography-mass spectrometry and by anomer analysis with 13C nuclear magnetic resonance. Their chemical structures were identified to be Gal β1 → 3GalNAc-ol (I), Gal β1 → 3[Gal β1 → 4GlcNAc β1 → 6]GalNAc-ol (II), Gal β1 → 3 [Fuc α1 → 4GlcNAc β1 → 6]GalNAc-ol (III), GlcNAc β1 → 3 / 6Gal β1 → 3[Gal β1 → 4GlcNAc β1 → 6] GalNAc-ol (IV), GlcNAc β1 → 3 / 6Gal β1 → 3[Fuc α1 → 4GlcNAc β1 → 6]GalNAc-ol (V), Fuc α1 → 4GlcNAc β1 → 3 / 6Gal β1 → 3[Gal β1 → 4GlcNAc β1 → 6]GalNAc-ol (VI) and Fuc α1 → 4GlcNAc β1 → 3 / 6Gal β1 → 3[Fuc α1 → 4GlcNAc β1 → 6]GalNAc-ol (VII). Five oligosaccharide alditols (III–VII) were the novel carbohydrate chains of κ-casein from mammalian milk.
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