NMR study on the hydroxy protons of the Lewis X and Lewis Y oligosaccharides.
The 1H 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 tetrasaccharide, 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)2CO solutions. The OH-4 signal of Galp in Lewis X and OH-3, OH-4 signals of Galp, 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 Galp residues in Lewis X and Lewis Y.
Bekiroglu
Somer
S
Department of Chemistry, Swedish University of Agricultural Sciences, PO Box 7015, SE-750 07 Uppsala, Sweden.
Kenne
Lennart
L
Sandström
Corine
C
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D007983:Lewis Blood Group Antigens / Q000737:chemistry; D016256:Lewis X Antigen / Q000737:chemistry / Q000031:analogs & derivatives; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009844:Oligosaccharides / Q000737:chemistry*; D011522:Protons; D014312:Trisaccharides / Q000737:chemistry*
D007983:Lewis Blood Group Antigens; D016256:Lewis X Antigen; C094162:Lewis Y antigen; D009844:Oligosaccharides; D011522:Protons; D014312:Trisaccharides; C110530:galactosyl-(1,4)-fucopyranosyl-(1,3)-N-acetylglucosamine