Chemical characterization of sialyl oligosaccharides in milk of the Japanese black bear, Ursus thibetanus japonicus

Sialyl oligosaccharides were separated from two samples of Japanese black bear milk by extraction with chloroform/methanol, gel filtration on Bio Gel P-2, ion exchange chromatography on DEAE-Sephadex A-50 and high-performance liquid chromatography (HPLC) on a TSK gel Amido-80 column. They were characterized by 1H-NMR spectroscopy. The structures of four sialyl oligosaccharides separated from the milk were the following:Neu5Ac(?2-3)Gal(?1-4) GlcNeu5Ac(?2-6)Gal(?1-4)GlcNAc(?1-3){Gal(?1-3) Gal(?1-4)[Fuc(?1-3)]GlcNAc(?1-6)}Gal(?1-4) GlcNeu5Ac(?2-6)Gal(?1-4)GlcNAc(?1-3){Gal(?1-3) [Fuc(?1-2)]Gal(?1-4)[Fuc(?1-3)]GlcNAc(?1-6)}Gal(?1-4) GlcNeu5Ac(?2-6)Gal(?1-4)GlcNAc(?1-3)[Neu5Ac(?2-6) Gal(?1-4)GlcNAc(?1-6)]Gal(?1-4)Glc ¨© 2004 Elsevier Inc. All rights reserved.