4.5 Article

Redox-responsive and calcium-dependent switching of glycosyldisulfide interactions with Concanavalin A

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 15, Issue 11, Pages 2707-2710

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2005.04.024

Keywords

dynamic chemistry; glycochemistry; molecular recognition; lectins; thiosaccharides; quartz crystal microbalance

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Glycosyldisulfides can interact efficiently with carbohydrate-binding entities. This has been shown for a range of thiosaccharide dimers when tested for their effects against the lectin Concanavalin A using a modified quartz crystal microbalance-technique. Contrary to the thiosaccharide monomers, showing no significant binding up to 10 mM, several of the dimers showed IC50-values in the low millimolar range. Three of the glycosyldisulfides tested also displayed very high positive apparent cooperativity effects that were found to be both calcium-dependent and redox-responsive. (c) 2005 Elsevier Ltd. All rights reserved.

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