title: Powerful probes for glycosidases: novel, fluorescently tagged glycosidase inhibitors.
abstract: Amino-1,2,5-trideoxy-2,5-imino-D-mannitol was fluorescently tagged by reaction with dansyl chloride at N-1 or by attachment of a dansyl amide bearing spacer to this centre. Compounds obtained are highly potent inhibitors of beta-glucosidase exhibiting Ki values in the single figure nanomolar range. The 1-N-dansyl substituted inhibitor was successfully exploited for binding studies with beta-glucosidase from Agrobacterium sp. employing fluorescence spectrometric methods.
authors.affiliation: Institut für Biochemie der Technischen Universität Graz, Austria.
authors.forename: A
authors.initials: A
authors.lastname: Hermetter
authors.forename: H
authors.initials: H
authors.lastname: Scholze
authors.forename: A E
authors.initials: AE
authors.lastname: Stütz
authors.forename: S G
authors.initials: SG
authors.lastname: Withers
authors.forename: T M
authors.initials: TM
authors.lastname: Wrodnigg
mesh_terms: D001667:Binding, Competitive; D003619:Dansyl Compounds / Q000737:chemistry; D004305:Dose-Response Relationship, Drug; D004591:Electrophoresis, Polyacrylamide Gel / Q000379:methods; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000378:metabolism; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000378:metabolism; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D008353:Mannitol / Q000138:chemical synthesis / Q000378:metabolism; D015335:Molecular Probes / Q000138:chemical synthesis / Q000378:metabolism; D011485:Protein Binding; D012231:Rhizobium / Q000201:enzymology
chemical_list: D003619:Dansyl Compounds; D004791:Enzyme Inhibitors; D005456:Fluorescent Dyes; D015335:Molecular Probes; D008353:Mannitol; D006026:Glycoside Hydrolases; C029038:dansyl chloride