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Steiner, AJ; Schitter, G; Stütz, AE; Wrodnigg, TM; Tarling, CA; Withers, SG; Fantur, K; Mahuran, D; Paschke, E; Tropak, M.
1-Deoxygalactonojirimycin-lysine hybrids as potent D-galactosidase inhibitors.
Bioorg Med Chem. 2008; 16(24):10216-10220
Doi: 10.1016/j.bmc.2008.10.054
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- Co-authors Med Uni Graz
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Fantur Katrin Medea-Emma
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Paschke Eduard
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- Abstract:
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Cyclization by double reductive amination of L-arabino-hexos-5-ulose with suitably protected D- as well as L-lysine derivatives provided 1-deoxygalactonojirimycin lysine hybrids without any observable epimer formation at C-5. Modifications on the lysine moiety by acylation gave access to lipophilic derivatives which exhibited excellent D-galactosidase inhibitory activities.
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1-Deoxynojirimycin - chemistry
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Acylation -
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Chimera -
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Enzyme Inhibitors - chemical synthesis
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Enzyme Inhibitors - metabolism
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Enzyme Inhibitors - pharmacology
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Galactosidases - antagonists & inhibitors
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Galactosidases - metabolism
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Kinetics -
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Lysine - chemistry
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Iminoalditol
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N-alkylation
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Glycosidase inhibitor
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Galactosidase inhibitor
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Iminoalditol-amino acid hybrid