ArticleChembiochem : a European journal of chemical biology2025
Synthesis of an N-Galactosyl Norbornane Aziridine and its Potent Mixed Inhibition of Aspergillus oryzae β-Galactosidase.
Article in Chembiochem : a European journal of chemical biology, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- Synthesis of an N-Galactosyl Norbornane Aziridine and its Potent Mixed Inhibition of Aspergillus oryzae β-Galactosidase.Chembiochem : a European journal of chemical biology · 2025Article
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Abstract
Aziridine-bearing cyclic polyols are established as irreversible covalent inhibitors of glycosyl hydrolases and have been employed as activity-based probes. In the present study, the stereoselective synthesis of a novel N-galactosyl aziridine derivative on a norbornane scaffold and its subsequent evaluation as an inhibitor of glycosyl hydrolase activity are described. The diastereoselective Huisgen cycloaddition between 2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl azide and norbornene yields exo-triazoline intermediates of norbornane. Following the removal of the acetyl protecting groups and a silica gel-mediated decomposition of the triazoline intermediates, exo N-galactopyranosyl norbornane aziridine (N-(β-d-galactopyranosyl)-exo-3-azatricyclo[3.2.1.0
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