NMR analysis of novel ganglioside GM4 analogues containing de-N-acetyl and lactamized sialic acid: probes for searching new ligand structures for human L-selectin

Autor:	Akiko Kanamori, Nobumasa Otsubo, Shigeyuki Yokoyama, Toshiyuki Hamada, Makoto Kiso, Hideharu Ishida, Hiroshi Hirota, Reiji Kannagi
Rok vydání:	2002
Předmět:	chemistry.chemical_classification Ganglioside biology Stereochemistry Glycosidic bond General Chemistry Carbon-13 NMR Ligand (biochemistry) Nmr data Sialic acid chemistry.chemical_compound chemistry Proton NMR biology.protein General Materials Science L-selectin
Zdroj:	Magnetic Resonance in Chemistry. 40:517-523
ISSN:	1097-458X 0749-1581
DOI:	10.1002/mrc.1048
Popis:	Detailed analysis of the 1H and 13C NMR spectra of two novel ganglioside GM4 analogues de-N-acetyl sialyl GM4 (1) and cyclic sialyl GM4 (2), which contain de-N-acetyl and lactamized sialic acid, respectively, instead of the usual N-acetylneuraminic acid, was carried out. The combination of NMR data, such as cyclization shifts, coupling pattern, intraresidual NOEs and the appearance of NH proton, provided the 5, 2B conformation for 2. Moreover, the conformation of a glycosidic bond connecting the Neu and Gal residues was determined by some interresidual NOEs in both 1 and 2. Copyright © 2002 John Wiley & Sons, Ltd.
Databáze:	OpenAIRE
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