Chemical characterization of milk oligosaccharides of the polar bear, Ursus maritimus |
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Authors: | Tadasu Urashima Tatsuhiko Yamashita Tadashi Nakamura Ikichi Arai Tadao Saito Andrew E Derocher Øystein Wiig |
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Institution: | 1. Department of Bio Resource Science, Obihiro University of Agriculture and Veterinary Medicine, Inada cho, Obihiro, Hokkaido 080-8555, Japan;2. Department of Bio Production, Graduate School of Agriculture, Tohoku University, Tsutsumidori-Amamiya machi 1-1, Aoba-Ku, Sendai 981-8555, Japan;3. Norwegian Polar Institute, N-9296 Tromsø, Norway;4. Zoological Museum, University of Oslo, Sars gate 1, N-0562 Oslo, Norway |
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Abstract: | Two trisaccharides, three tetrasaccharides, two pentasaccharides, one hexasaccharide, one heptasaccharide, one octasaccharide and one decasaccharide were isolated from polar bear milk samples by chloroform/methanol extraction, gel filtration, ion exchange chromatography and preparative thin-layer chromatography. The oligosaccharides were characterized by 1H-NMR as follows: the saccharides from one animal: Gal(α1-3)Gal(β1-4)Glc (α3′-galactosyllactose), Fuc(α1-2)Gal(β1-4)Glc (2′-fucosyllactose), Gal(α1-3)Fuc(α1-2)]Gal(β1-4)Glc (B-tetrasaccharide), GalNAc(α1-3)Fuc(α1-2)]Gal(β1-4)Glc (A-tetrasaccharide), Gal(α1-3)Gal(β1-4)GlcNAc(β1-3)Gal(β1-4)Glc, Gal(α1-3)Fuc(α1-2)]Gal(β1-4)GlcNAc(β1-3)Gal(β1-4)Glc, Gal(α1-3)Gal(β1-4)GlcNAc(β1-3)Gal(α1-3)Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc; the saccharides from another animal: α3′-galactosyllactose, Gal(α1-3)Gal(β1-4)Fuc(α1-3)]Glc, A-tetrasaccharide, GalNAc(α1-3)Fuc(α1-2)]Gal(β1-4)Fuc(α1-3)]Glc (A-pentasaccharide), Gal(α1-3)Gal(β1-4)Fuc(α1-3)]GlcNAc(β1-3)Gal(β1-4)Glc, Gal(α1-3)Gal(β1-4)Fuc(α1-3)]GlcNAc(β1-3)Gal(β1-4)Fuc(α1-3)]Glc (difucosylheptasaccharide) and Gal(α1-3)Gal(β1-4)Fuc(α1-3)]GlcNAc(β1-3){Gal(α1-3)Gal(β1-4)Fuc(α1-3)]GlcNAc(β1-6)}Gal(β1-4)Glc (difucosyldecasaccharide). Lactose was present only in small amounts. Some of the milk oligosaccharides of the polar bear had α-Gal epitopes similar to some oligosaccharides in milk from the Ezo brown bear and the Japanese black bear. Some milk oligosaccharides had human blood group A antigens as well as B antigens; these were different from the oligosaccharides in Ezo brown and Japanese black bears. |
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Keywords: | Milk Oligosaccharide Chemical structure A-tetrasaccharide B-tetrasaccharide A-pentasaccharide Nuclear magnetic resonance Polar bear Gal galactose Glc glucose Fuc fucose |
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