title: Immobilized sialyloligo-macroligand and its protein binding specificity.
abstract: We report a chemoenzymatic synthesis of chain-end functionalized sialyllactose-containing glycopolymers with different linkages and their oriented immobilization for glycoarray and SPR-based glyco-biosensor applications. Specifically, O-cyanate chain-end functionalized sialyllactose-containing glycopolymers were synthesized by enzymatic α2,3- and α2,6-sialylation of a lactose-containing glycopolymer that was synthesized by cyanoxyl-mediated free radical polymerization. (1)H NMR showed almost quantitative α2,3- and α2,6-sialylation. The O-cyanate chain-end functionalized sialyllactose-containing glycopolymers were printed onto amine-functionalized glass slides via isourea bond formation for glycoarray formation. Specific protein binding activity of the arrays was confirmed with α2,3- and α2,6-sialyl specific binding lectins together with inhibition assays. Further, immobilizing O-cyanate chain-end functionalized sialyllactose-containing glycopolymers onto amine-modified SPR chip via isourea bond formation afforded SPR-based glyco-biosensor, which showed specific binding activity for lectins and influenza viral hemagglutinins (HA). These sialyloligo-macroligand derived glycoarray and SPR-based glyco-biosensor are closely to mimic 3D nature presentation of sialyloligosaccharides and will provide important high-throughput tools for virus diagnosis and potential antiviral drug candidates screening applications.
authors.affiliation: Department of Chemistry, Cleveland State University, Cleveland, Ohio 44115, USA.
authors.forename: Satya Nandana
authors.initials: SN
authors.lastname: Narla
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Sun
mesh_terms: D001665:Binding Sites; D015374:Biosensing Techniques; D004800:Enzymes, Immobilized / Q000737:chemistry / Q000378:metabolism*; D019267:Hemagglutinin Glycoproteins, Influenza Virus / Q000737:chemistry*; D007785:Lactose / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism*; D008024:Ligands; D058105:Polymerization; D011108:Polymers / Q000737:chemistry / Q000378:metabolism*; D012794:Sialic Acids / Q000737:chemistry / Q000378:metabolism*; D012799:Sialyltransferases / Q000737:chemistry / Q000378:metabolism*
chemical_list: D004800:Enzymes, Immobilized; D019267:Hemagglutinin Glycoproteins, Influenza Virus; D008024:Ligands; D011108:Polymers; D012794:Sialic Acids; D012799:Sialyltransferases; D007785:Lactose