Journal
CARBOHYDRATE RESEARCH
Volume 341, Issue 11, Pages 1803-1808Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2006.04.024
Keywords
chitosan; complex-type glycopeptide; sialo-oligosaccharides; Mucor hiemalis; transglycosylation; endo-M; influenza virus; hemgglutination
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Sialoglycopeptide (SGP) is referred as the glycopeptide in hen's egg yolk, which has an N-linked, complex-type, disialyl biantennary oligosaccharide with an alpha-(2 -> 6)-sialyl N-acetyllactosamine residue. The residue is known as a binding ligand of type-A human influenza virus hemagglutinin. We describe herein a simple synthesis of a sialoglycopolymer with a chitosan backbone as a potent inhibitor of human influenza virus hemagglutination that makes use of the natural source ingredient, SGP, and the transglycosylation activity of endo-beta-N-acetylglucosaminidase from Mucor hiemalis (Endo-M). Its inhibitiory activity for influenza virus hemagglutination is 40 times higher than that of SGP, and its competitive inhibition is determined to be over 300 times higher than that of fetuin. These results indicate that a sialoglycopolymer having a multivalent sialooligosaccharide could potentially be used for the prevention of influenza virus infection. (c) 2006 Elsevier Ltd. All rights reserved.
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