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Updated: Aug 20, 2025

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Preparation of iminosugars from aminopolyols via selective oxidation using galactose oxidase
Kathryn Yeow1, Marianne B Haarr1, Jimmy Muldoon2
1School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland. elaine.oreilly@ucd.ie.
Abstract:
Minimally protected aminopolyols are novel substrates for the galactose oxidase variant F2. Site-selective oxidation proceeds at the terminal primary alcohol, followed by spontaneous cyclisation to afford stable hemiaminal/hemiacetal anomers of the piperidine and azepane scaffolds, with isolated yields of up to 94%. Simultaneous deprotection and reduction occured readily to afford valuable and biologically relevant iminosugars.
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