4.5 Article

Sugar Chips immobilized with synthetic sulfated disaccharides of heparin/heparan sulfate partial structure

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 18, Issue 7, Pages 2499-2504

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2008.01.069

Keywords

Sugar; carbohydrate; chip; heparin; heparan sulfate; carbohydrate-protein interaction; surface plasmon resonance; SPR; SPR-imaging

Funding

  1. NHLBI NIH HHS [R01 HL079182, HL079182, R01 HL079182-03] Funding Source: Medline

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Carbohydrate chip technology has a great potential for the high-throughput evaluation of carbohydrate-protein interactions. Herein, we report syntheses of novel sulfated oligosaccharides possessing heparin and heparan sulfate partial disaccharide structures, their immobilization on gold-coated chips to prepare array-type Sugar Chips, and evaluation of binding potencies of proteins by surface plasmon resonance (SPR) imaging technology. Sulfated oligosaccharides were efficiently synthesized from glucosamine and uronic acid moieties. Synthesized sulfated oligosaccharides were then easily immobilized on gold-coated chips using previously reported methods. The effectiveness of this analytical method was confirmed in binding experiments between the chips and heparin binding proteins, fibronectin and recombinant human von Willebrand factor A1 domain ( rh-vWf-A1), where specific partial structures of heparin or heparan sulfate responsible for binding were identified. (C) 2008 Elsevier Ltd. All rights reserved.

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