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: Satya Nandana Narla, Xue-Long Sun
• Journal: Biomacromolecules (Biomacromolecules) Vol. 13 Issue 5 Pg. 1675-82 (May 14 2012) ISSN: 1526-4602 [Electronic] United States
• PMID: 22519294 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, Non-P.H.S.)

Chemical References

• Enzymes, Immobilized
• Hemagglutinin Glycoproteins, Influenza Virus
• Ligands
• Polymers
• Sialic Acids
• Sialyltransferases
• Lactose

Topics

• Binding Sites
• Biosensing Techniques
• Enzymes, Immobilized (chemistry, metabolism)
• Hemagglutinin Glycoproteins, Influenza Virus (chemistry)
• Lactose (analogs & derivatives, chemistry, metabolism)
• Ligands
• Polymerization
• Polymers (chemistry, metabolism)
• Sialic Acids (chemistry, metabolism)
• Sialyltransferases (chemistry, metabolism)