Synthesis of non-natural carbohydrates from glycerol and aldehydes in a one-pot four-enzyme cascade reaction

L. Babich, L. Hartog, P. Falcicchio, J. van der Oost

Research output: Contribution to journalArticleAcademicpeer-review

43 Citations (Scopus)

Abstract

A simple procedure has been developed for the synthesis of enantio- and diastereomerically pure carbohydrate analogues from glycerol and a variety of aldehydes in one pot using a four-enzyme cascade reaction. As a proof of concept of the usefulness of this enzymatic catalytic cascade the naturally occurring azasugar D-fagomine was synthesized. This work highlights the potential value of using enzymes in cascade reactions to selectively form complex products that by previous traditional organic chemistry could only be obtained via repeated isolation and purification of intermediates
Original languageEnglish
Pages (from-to)2895-2900
JournalGreen Chemistry
Volume13
Issue number10
DOIs
Publication statusPublished - 2011

Keywords

  • bacterial acid-phosphatases
  • dihydroxyacetone phosphate
  • organic-synthesis
  • aldol reactions
  • chemistry
  • enzyme
  • phosphorylation
  • inhibitors
  • catalysis
  • fagomine

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