Novel gangliosides containing the sialyl-Le(a) structure from a human rectal adenocarcinoma.
Oligosaccharides were released from the gangliosides of a human rectal adenocarcinoma with endoglycoceramidase (Rhodococcus sp. G-74-2) and then purified by affinity chromatography on a column of an immobilized monoclonal antibody, MSW 113. Structural studies, involving 600-MHz 1H NMR spectrometry, indicated the structures of these compounds to be as follows. [formula: see text] Three of these oligosaccharides, 2, 3, and 4, are novel as to ganglioside sugar chains and contain both lacto series types 1 and 2 chains. Oligosaccharides 3 and 4 are unique in that they contain the sialyl-Le(a)-X structure in linear and branched structures. Gangliosides with the oligosaccharide structures presented above might be new potential tumor markers.
Kitagawa
H
H
Department of Biological Chemistry, Faculty of Pharmaceutical Sciences, Kyoto University, Japan.
Nakada
H
H
Fukui
S
S
Funakoshi
I
I
Kawasaki
T
T
Tate
S
S
Inagaki
F
F
Yamashina
I
I
D000230:Adenocarcinoma / Q000737:chemistry*; D015295:Antigens, Tumor-Associated, Carbohydrate / Q000737:chemistry / Q000302:isolation & purification*; D018395:CA-19-9 Antigen; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002846:Chromatography, Affinity; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D005732:Gangliosides / Q000302:isolation & purification*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D012004:Rectal Neoplasms / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D015295:Antigens, Tumor-Associated, Carbohydrate; D018395:CA-19-9 Antigen; D005732:Gangliosides; C064564:sialyl Le(a) ganglioside