title: Multivalent iminosugars to modulate affinity and selectivity for glycosidases.
abstract: A series of mono-, di- and tri-valent iminosugars based on oligoethylene scaffolds and N-substituted deoxynojirymicin epitopes have been synthesized by "click chemistry" to study the effect of multivalency on glycosidase inhibition. Biological evaluation evidenced differences in the inhibition trends as a function of the enzyme nature. The results demonstrate that multivalency can be used in some case to modulate both the affinity and the selectivity of glycosidase inhibition.
authors.affiliation: Laboratoire des Glucides UMR CNRS 6219, Institut de Chimie de Picardie, Faculté des Sciences, Université de Picardie Jules Verne, 33 rue Saint-Leu, 80039 Amiens Cedex 1, France.
authors.forename: Jennifer
authors.initials: J
authors.lastname: Diot
authors.forename: M Isabel
authors.initials: MI
authors.lastname: García-Moreno
authors.forename: Sébastien G
authors.initials: SG
authors.lastname: Gouin
authors.forename: Carmen
authors.initials: C
authors.lastname: Ortiz Mellet
authors.forename: Karsten
authors.initials: K
authors.lastname: Haupt
authors.forename: José
authors.initials: J
authors.lastname: Kovensky
mesh_terms: D017485:1-Deoxynojirimycin / Q000737:chemistry; D005944:Glucosamine / Q000031:analogs & derivatives / Q000737:chemistry; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors* / Q000737:chemistry; D050111:Imino Sugars / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D050111:Imino Sugars; C501633:deoxynojirimycine; D017485:1-Deoxynojirimycin; D006026:Glycoside Hydrolases; D005944:Glucosamine