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Bioorg Med Chem. 2008 Dec 15;16(24):10216-20. doi: 10.1016/j.bmc.2008.10.054. Epub 2008 Oct 26.

1-Deoxygalactonojirimycin-lysine hybrids as potent D-galactosidase inhibitors.

Author information

1
Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, A-8010 Graz, Austria.

Abstract

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.

PMID:
18996021
PMCID:
PMC2910748
DOI:
10.1016/j.bmc.2008.10.054
[Indexed for MEDLINE]
Free PMC Article

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