Now showing 1 - 2 of 2
- PublicationPreparation of iminosugars from aminopolyols via selective oxidation using galactose oxidaseMinimally 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.
- PublicationAn in vitro-in vivo sequential cascade for the synthesis of iminosugars from aldosesHere, we report a chemoenzymatic approach for the preparation of a small panel of biologically important iminosugars from readily available aldoses. Our approach involves an in vitro transaminase-mediated amination of aldoses in combination with an in vivo selective oxidation of the chemically protected transaminase products, using Gluconobacter oxydans DSM 2003 whole cells. Chemically catalysed deprotection and reduction steps afford a selection of valuable iminocyclitols.
158Scopus© Citations 3