title: Nanomolar affinity, iminosugar-based chemical probes for specific labeling of lysosomal glucocerebrosidase.
abstract: Three different photoprobes were synthesized to label beta-glucosidases; one probe was based on glucose, two probes on the iminosugar deoxynojirimycin. The affinity of the probes for three different beta-glucosidases was determined. Furthermore, their labeling efficiencies, binding specificities through competition with deoxynojirimycin, and binding specificities in the presence of cell lysate, were evaluated. Especially one showed very high affinity towards non-lysosomal glucoceramidase (IC(50)=20 nM).
authors.affiliation: Department of Medicinal Chemistry and Chemical Biology, Utrecht Institute for Pharmaceutical Sciences, Utrecht University, PO Box 80082, 3508 TB Utrecht, The Netherlands.
authors.forename: Monique
authors.initials: M
authors.lastname: van Scherpenzeel
authors.forename: Richard J B H N
authors.initials: RJ
authors.lastname: van den Berg
authors.forename: Wilma E
authors.initials: WE
authors.lastname: Donker-Koopman
authors.forename: Rob M J
authors.initials: RM
authors.lastname: Liskamp
authors.forename: Johannes M F G
authors.initials: JM
authors.lastname: Aerts
authors.forename: Herman S
authors.initials: HS
authors.lastname: Overkleeft
authors.forename: Roland J
authors.initials: RJ
authors.lastname: Pieters
mesh_terms: D001419:Bacteria / Q000737:chemistry; D005947:Glucose / Q000737:chemistry / Q000378:metabolism; D005962:Glucosylceramidase / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism*; D006367:HeLa Cells; D006801:Humans; D050111:Imino Sugars / Q000737:chemistry* / Q000378:metabolism; D008247:Lysosomes / Q000201:enzymology*; D010777:Photochemistry; D011485:Protein Binding
chemical_list: D050111:Imino Sugars; D005962:Glucosylceramidase; D005947:Glucose