title: Occurrence of tetra- and pentasaccharides with the sialyl-Le(a) structure in human milk.
abstract: 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.
authors.affiliation: Department of Biological Chemistry, Faculty of Pharmaceutical Sciences, Kyoto University, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Kitagawa
authors.forename: H
authors.initials: H
authors.lastname: Nakada
authors.forename: Y
authors.initials: Y
authors.lastname: Numata
authors.forename: A
authors.initials: A
authors.lastname: Kurosaka
authors.forename: S
authors.initials: S
authors.lastname: Fukui
authors.forename: I
authors.initials: I
authors.lastname: Funakoshi
authors.forename: T
authors.initials: T
authors.lastname: Kawasaki
authors.forename: I
authors.initials: I
authors.lastname: Shimada
authors.forename: F
authors.initials: F
authors.lastname: Inagaki
authors.forename: I
authors.initials: I
authors.lastname: Yamashina
mesh_terms: D015295:Antigens, Tumor-Associated, Carbohydrate; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005260:Female; D006801:Humans; D013058:Mass Spectrometry; D008895:Milk, Human / Q000032:analysis*; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000032:analysis; D012689:Sequence Homology, Nucleic Acid
chemical_list: D015295:Antigens, Tumor-Associated, Carbohydrate; D009844:Oligosaccharides; C058981:sialyl-Le(a) oligosaccharide