Chemical characterization of milk oligosaccharides

Authors: Tadasu Urashima Epi Taufik Rino Fukuda Tadashi Nakamura Kenji Fukuda Tadao Saito Michael Messer

Publish Date: 2013/07/04

Volume: 30, Issue: 8, Pages: 801-811

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Abstract

Previous structural characterizations of marsupial milk oligosaccharides had been performed in only two macropod species the tammar wallaby and the red kangaroo To clarify the homology and heterogeneity of milk oligosaccharides among marsupial species which could provide information on their evolution the oligosaccharides of the koala milk carbohydrate fraction were characterized in this study Neutral and acidic oligosaccharides were separated from the carbohydrate fraction of milk of the koala a nonmacropod marsupial and characterized by 1Hnuclear magnetic resonance spectroscopy The structures of the neutral saccharides were found to be Galβ14Glc lactose Galβ13Galβ14Glc 3′galactosyllactose Galβ13Galβ13Galβ14Glc 3′3″digalactosyllactose Galβ13Galβ14GlcNAcβ16Galβ14Glc lactoNnovopentaose I and Galβ13Galβ14Fucα13GlcNAcβ16Galβ14Glc fucosyl lactoNnovopentaose I while those of the acidic saccharides were Neu5Acα23Galβ14Glc 3′SL Neu5Acα23Galβ13Galβ14Gal sialyl 3′galactosyllactose Neu5Acα23Galβ13Galβ14GlcNAcβ16Galβ14Glc sialyl lactoNnovopentaose a Galβ13Neu5Acα26Galβ14GlcNAcβ16Galβ14Glc sialyl lactoNnovopentaose b Galβ13Neu5Acα23Galβ14GlcNAcβ16Galβ14Glc sialyl lactoNnovopentaose c and Neu5Acα23Galβ13Galβ14Fucα13GlcNAcβ16Galβ14Glc fucosyl sialyl lactoNnovopentaose a The neutral oligosaccharides other than fucosyl lactoNnovopentaose I a novel hexasaccharide had been found in milk of the tammar wallaby a macropod marsupial while the acidic oligosaccharides other than fucosyl sialyl lactoNnovopentaose a had been identified in milk carbohydrate of the red kangaroo The presence of fucosyl oligosaccharides is a significant feature of koala milk in which it differs from milk of the tammar wallaby and the red kangaroo

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