title: Analysis of the interaction between lectins and tetra- and tri-saccharide mimics of the Sd(a) determinant by surface plasmon resonance detection.
abstract: The binding properties of a spacer-linked synthetic Sd(a) tetrasaccharide beta-D-GalpNAc-(1-->4)-alpha-Neu5Ac-(2-->3)]-beta-D-Galp-(1-->4)-beta-D-GlcpNAc-(1-->O)-(CH(2))(5)-NH(2) (1), two tetrasaccharide mimics beta-D-Galp-(1-->4)-alpha-Neu5Ac-(2-->3)]-beta-D-Galp-(1-->4)-beta-D-GlcpNAc-(1-->O)-(CH(2))(5)-NH(2) (2) and beta-D-GlcpNAc-(1-->4)-alpha-Neu5Ac-(2-->3)]-beta-D-Galp-(1-->4)-beta-D-GlcpNAc-(1-->O)-(CH(2))(5)-NH(2) (3), and two trisaccharide mimics beta-D-GalpNAc-(1-->4)-3-O-(SO(3)H)-beta-D-Galp-(1-->4)-beta-D-GlcpNAc-(1-->O)-(CH(2))(5)-NH(2) (4) and beta-D-GalpNAc-(1-->4)-3-O-(CH(2)COOH)-beta-D-Galp-(1-->4)-beta-D-GlcpNAc-(1-->O)-(CH(2))(5)-NH(2) (5) with lectins from Dolichos biflorus (DBL), Maackia amurensis (MAL), Phaseolus limensis (PLL), Ptilota plumosa (PPL), Ricinus communis 120 (RCL120) and Triticum vulgaris (wheat germ agglutinin, WGA) have been investigated by surface plasmon resonance (SPR) detection. MAL, PPL, RCL120 and WGA did not display any binding activity with compounds 1-5. However, DBL and PLL, both exhibiting GalNAc-specificity, showed strong binding activity with compounds 1, 4 and 5, and 1, 3, 4 and 5, respectively. The results demonstrate that SPR is a very useful analysis system for identifying biologically relevant oligosaccharide mimics of the Sd(a) determinant.
authors.affiliation: Bijvoet Center, Department of Bio-Organic Chemistry, Utrecht University, P.O. Box 80075, 3508 TB Utrecht, The Netherlands.
authors.forename: J L
authors.initials: JL
authors.lastname: Jiménez Blanco
authors.forename: S R
authors.initials: SR
authors.lastname: Haseley
authors.forename: J P
authors.initials: JP
authors.lastname: Kamerling
authors.forename: J F
authors.initials: JF
authors.lastname: Vliegenthart
mesh_terms: D002240:Carbohydrate Sequence; D006649:Histocompatibility Antigens / Q000737:chemistry; D007700:Kinetics; D037102:Lectins / Q000737:chemistry*; D008954:Models, Biological; D009844:Oligosaccharides / Q000737:chemistry*; D037121:Plant Lectins; D010944:Plants; D020349:Surface Plasmon Resonance / Q000379:methods*; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006649:Histocompatibility Antigens; D037102:Lectins; D009844:Oligosaccharides; D037121:Plant Lectins; C106678:Sd(a) determinant; D014312:Trisaccharides