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Research article2004Peer reviewed

NMR study on the hydroxy protons of the Lewis X and Lewis Y oligosaccharides

Bekiroglu S, Kenne L, Sandstrom C

Abstract

The H-1 NMR chemical shifts and NOEs of hydroxy protons in Lewis X trisaccharide, beta-D-Galp-(1 --> 4)[alpha-L-Fucp-(1 -->3) ]-beta-D-GlcpNAc, and Lewis Y tetra sacch aride, alpha-L-Fucp-(1 --> 2)-beta-D-Galp-(1 --> 4)[alpha-L-Fucp-(1 --> 3)]-beta-D-GlcpNAc, were obtained for 85% H2O/15% (CD3)(2)CO solutions. The OH-4 signal of Galp in Lewis X and OH-3, OH-4 signals of Gall), and OH-2 signal of Fucp linked to Galp in Lewis Y had chemical shifts which indicate reduced hydration due to their proximity to the hydrophobic face of the Fucp unit linked to GlcpNAc. The inter-residue NOEs involving the exchangeable NH and OH protons confirmed the stacking interaction between the Fucp linked to the GlcpNAc and the Gall) residues in Lewis X and Lewis Y. (C) 2004 Elsevier Ltd. All rights reserved

Published in

Carbohydrate Research
2004, Volume: 339, number: 14, pages: 2465-2468
Publisher: ELSEVIER SCI LTD