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J. Biol. Chem., Vol. 265, Issue 9, 4859-4862, 03, 1990

Occurrence of tetra- and pentasaccharides with the sialyl-Le(a) structure in human milk

H Kitagawa, H Nakada, Y Numata, A Kurosaka, S Fukui, I Funakoshi, T Kawasaki, I Shimada, F Inagaki and I Yamashina
Department of Biological Chemistry, Faculty of Pharmaceutical Sciences, Kyoto University, Japan.

The occurrence of two novel oligosaccharides in human milk was investigated. These oligosaccharides were purified by affinity chromatography on a column of an immobilized monoclonal antibody, MSW 113. Structural studies, involving 500-MHz 1H NMR spectroscopy and fast atom bombardment-mass spectrometry, indicated the structures of these compounds to be NeuAc alpha 2----3Gal beta 1----3(Fuc alpha 1----4) GlcNAc and NeuAc alpha 2----3Gal beta 1----3(Fuc alpha 1----4) GlcNac beta 1----3Gal. This constitutes the first evidence for the occurrence of N-acetylglucosamine or galactose as the reducing-end residue of human milk oligosaccharides. These two oligosaccharides bound MSW 113 to nearly the same extent as sialyl-Lea hexasaccharide but to another sialyl-Le(a) structure-directed monoclonal antibody, NS-19-9, only weakly.
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