Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy

A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exo...

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Veröffentlicht in:Biochemistry (Easton) 1989-09, Vol.28 (19), p.7772-7781
Hauptverfasser: LEVERY, S. B, NUDELMAN, E. D, SALYAN, M. E. K, HAKOMORI, S
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Sprache:eng
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Zusammenfassung:A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exoglycosidase treatments. Their structures have been identified as being of the repeating N-acetyllactosamine type, multiply branched through GlcNAc beta 1---6/3 linkages, with every nonreducing Gal terminal alpha 2---3-sialosylated, as shown below. These are among the highest molecular weight glycosphingolipids whose detailed oligosaccharide structures are presently known. (formula; see text).
ISSN:0006-2960
1520-4995
DOI:10.1021/bi00445a037