1-Deoxygalactonojirimycin-lysine hybrids as potent d-galactosidase inhibitors

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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