|Title||Synthesis of lipophilic 1-deoxygalactonojirimycin derivatives as D-galactosidase inhibitors|
|Publication Type||Journal Article|
|Year of Publication||2010|
|Authors||Schitter, G, Scheucher, E, Steiner, AJ, Stuetz, AE, Thonhofer, M, Tarling, CA, Withers, SG, Wicki, J, Fantur, K, Paschke, E, Mahuran, DJ, Rigat, BA, Tropak, M, Wrodnigg, TM|
|Journal||BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY|
|Date Published||MAR 1|
N-Alkylation at the ring nitrogen of the D-galactosidase inhibitor 1-deoxygalactonojirimycin with a functionalised C(6) alkyl chain followed by modification with different aromatic substituents provided lipophilic 1-deoxygalactonojirimycin derivatives which exhibit inhibitory properties against beta-glycosidases from E. coli and Agrobacterium sp. as well as green coffee bean alpha-galactosidase. In preliminary studies, these compounds also showed potential as chemical chaperones for GM1-gangliosidosis related beta-galactosidase mutants.