title: Synthesis and biological evaluation of novel biotin-iminoalditol conjugates.
abstract: Biotin-iminosugar conjugates of different configuration such as D-gluco, D-galacto, L-ido as well as a furanoid representative in the D-manno configuration have been synthesised and exhibit powerful inhibition of beta-glucosidase from Agrobacterium sp. with K(i) values in the range of the respective parent compounds. Such molecular probes have potential for activity-based protein profiling taking advantage of the biotin-(strept)avidin interaction.
authors.affiliation: Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, A-8010 Graz, Austria.
authors.forename: Gerit
authors.initials: G
authors.lastname: Pototschnig
authors.forename: Christian Morales
authors.initials: CM
authors.lastname: De Csáky
authors.forename: Jose R Montenegro
authors.initials: JR
authors.lastname: Burke
authors.forename: Georg
authors.initials: G
authors.lastname: Schitter
authors.forename: Arnold E
authors.initials: AE
authors.lastname: Stütz
authors.forename: Chris A
authors.initials: CA
authors.lastname: Tarling
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Withers
authors.forename: Tanja M
authors.initials: TM
authors.lastname: Wrodnigg
mesh_terms: D001710:Biotin / Q000138:chemical synthesis* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D015335:Molecular Probes; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D015335:Molecular Probes; D013402:Sugar Alcohols; D001710:Biotin