title: Synthesis of lipophilic 1-deoxygalactonojirimycin derivatives as D-galactosidase inhibitors.
abstract: N-Alkylation at the ring nitrogen of the D-galactosidase inhibitor 1-deoxygalactonojirimycin with a functionalised C ₆alkyl chain followed by modification with different aromatic substituents provided lipophilic 1-deoxygalactonojirimycin derivatives which exhibit inhibitory properties against β-glycosidases from E. coli and Agrobacterium sp. as well as green coffee bean α-galactosidase. In preliminary studies, these compounds also showed potential as chemical chaperones for GM1-gangliosidosis related β-galactosidase mutants.
authors.affiliation: Glycogroup, Institute for Organic Chemistry, University of Technology Graz, Stremayrgasse 16, A-8010 Graz, Austria.
authors.forename: Georg
authors.initials: G
authors.lastname: Schitter
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Scheucher
authors.forename: Andreas J
authors.initials: AJ
authors.lastname: Steiner
authors.forename: Arnold E
authors.initials: AE
authors.lastname: Stütz
authors.forename: Martin
authors.initials: M
authors.lastname: Thonhofer
authors.forename: Chris A
authors.initials: CA
authors.lastname: Tarling
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Withers
authors.forename: Jacqueline
authors.initials: J
authors.lastname: Wicki
authors.forename: Katrin
authors.initials: K
authors.lastname: Fantur
authors.forename: Eduard
authors.initials: E
authors.lastname: Paschke
authors.forename: Don J
authors.initials: DJ
authors.lastname: Mahuran
authors.forename: Brigitte A
authors.initials: BA
authors.lastname: Rigat
authors.forename: Michael
authors.initials: M
authors.lastname: Tropak
authors.forename: Tanja M
authors.initials: TM
authors.lastname: Wrodnigg