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
- 11 June 2002
- journal article
- research article
- Published by Wiley in Magnetic Resonance in Chemistry
- Vol. 40 (8) , 517-523
- https://doi.org/10.1002/mrc.1048
Abstract
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.Keywords
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