title: Analysis of density-dependent binding of glycans by lectins using carbohydrate microarrays.
abstract: To investigate the density-dependent binding of glycans by lectins using carbohydrate microarrays, a number of C-terminal hydrazide-conjugated neoglycopeptides with various valences and different spatial arrangements of the sugar ligands were prepared on a solid support. The synthetic strategy includes (1) assembly of alkyne-linked peptides possessing C-terminal hydrazide on a solid support, (2) coupling of azide-linked, unprotected sugars to the alkyne-linked peptides on the solid support utilizing click chemistry, and (3) release of the neoglycopeptides from the solid support. By using this synthetic methodology, sixty five neoglycopeptides with a valency ranging from 1 to 4 and different spatial arrangements of the carbohydrate ligands were generated. Carbohydrate microarrays were constructed by immobilizing the prepared neoglycopeptides on epoxide-derivatized glass slides and were used to analyze the density-dependent binding of glycans by lectins. The results of binding property determinations show that lectin binding is highly dependent on the surface glycan density.
authors.affiliation: Center for Biofunctional Molecules, Department of Chemistry, Yonsei University, Seoul 120-749, Korea.
authors.forename: Xizhe
authors.initials: X
authors.lastname: Tian
authors.forename: Jaeyoung
authors.initials: J
authors.lastname: Pai
authors.forename: Injae
authors.initials: I
authors.lastname: Shin
mesh_terms: D001665:Binding Sites; D057930:Click Chemistry; D037102:Lectins / Q000032:analysis / Q000378:metabolism*; D046228:Microarray Analysis; D011134:Polysaccharides / Q000032:analysis / Q000378:metabolism*; D011485:Protein Binding; D017434:Protein Structure, Tertiary
chemical_list: D037102:Lectins; D011134:Polysaccharides