Oligosaccharide binding

Scheme 3.19 Oligosaccharide binding to Bauhinia purpurea lectin leading to a colorimetric response.

The on-bead assay was conducted according to Scheme 3.19, which shows the chain of events, which leads to a colorimetric response, when an oligosaccharide binds effectively to the B. purpurea lectin. The lectin was covalently linked to biotin, a small molecule with an extremely high affinity for streptavidin. The bead-lectin-biotin conjugates were then exposed to streptavidin, linked to the enzyme alkaline phosphatase. Alkaline phosphatase hydrolyses phosphate esters [e.g., 5-bromo-4-chloro-3-indolyl phosphate (BCIP), 110]. When the 5-bromo-4-chloro-3-hydroxyindole (111) is released, in the presence of nitro blue tetrazolium (NBT), it forms a dark purple, insoluble dye, thus staining beads where there was a favorable binding interaction. 

Murzin, A. G. (1993). OB(oligonucleotide/oligosaccharide binding)-fold common structural and functional solution for non-homologous sequences. EMBO J. 12, 861-867. 

Alpha-glucosidase inhibitors are competitive inhibitors of la-glucosidases, enzymes that are located in the brush border of epithelial cells, mainly in the upper half of the small intestine. The enzymes degrade complex carbohydrates into monosaccharides, which are absorbed. The alpha-glucosidase inhibitors bind reversibly in a dose-dependent manner to the oligosaccharide binding site of... 

Fishman, P.H. Moss, J. Osborne, J.C. Interaction of cholera-gen with the oligosaccharide of ganglioside GM1 Evidence for multiple oligosaccharide binding sites. Biochemistry, 1978,... 

List of saccharides used to determine the effects of mono-and oligosaccharide binding to Ca2+-Mn +-Con A on the NMRD profile of the protein. 

Nicolaou, K C, Hummel, C W, Bockovich, N J, Wong, C H, StereocontroUed synthesis of sialyl Le, the oligosaccharide binding ligand to ELAM-1 (sialyl = A-acetylneuramin), J. Chem. Soc. Chem. Commun., 870-872, 1991. 

Vassilakos, A., Michalak, M., Lehrman, M. A., and Williams, D. B. (1998). Oligosaccharide binding characteristics of the molecular chaperones calnexin and calreticulin. Biochemistry 37, 3480-3490. 

Abbreviations used Ig, immunoglobulin-like sss, supersecondary structures OB, oligonucleotide/oligosaccharide binding UB, ubiquitin-like ap-roll. 

Yamamoto, M. Takeuehi. M. Shinaki, S. Oligosaccharide binding to a boroiiic-acid-appended phenanthroline.Cu(I) complex which creates superstructural helicatcs and catenates Tetrahedron 2002. 58 (36), 7251-7258, and cited references therein. 

Nicolaou KC, Hummel CW, Bockovich NJ, Wong C-H (1991) Stereoctuitrolled synthesis of sialyl lex, the oligosaccharide binding ligand to ELAM-1 (Sialyl = JV-acetylneuramin). J Chem Soc Chem Commun 1991 870-872... 

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