Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases

Kun Huang, Fabio Parmeggiani, Helene Ledru, Kristian Hollingsworth, Jordi Mas Pons, Andrea Marchesi, Peter Both, Ashley P Mattey, Edward Pallister, Gregory S Bulmer, Jolanda M van Munster, W Bruce Turnbull, M Carmen Galan, Sabine L Flitsch

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4 Citations (Scopus)

Abstract

Utilising a fast and sensitive screening method based on imidazolium-tagged probes, we report unprecedented reversible activity of bacterial β1,4-galactosyltransferases to catalyse the transgalactosylation from lactose to N-acetylglucosamine to form N-acetyllactosamine in the presence of UDP. The process is demonstrated by the preparative scale synthesis of pNP-β-LacNAc from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.

Original languageEnglish
Pages (from-to)5920-5924
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume17
Issue number24
Early online date30 May 2019
DOIs
Publication statusFirst published - 30 May 2019
Externally publishedYes

Keywords

  • Amino Sugars/biosynthesis
  • Biocatalysis
  • Galactosyltransferases/chemistry
  • Lactose/chemistry
  • Molecular Structure
  • Recombinant Proteins/chemistry

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    Jolanda van Munster

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    Cite this

    Huang, K., Parmeggiani, F., Ledru, H., Hollingsworth, K., Mas Pons, J., Marchesi, A., Both, P., Mattey, A. P., Pallister, E., Bulmer, G. S., van Munster, J. M., Turnbull, W. B., Galan, M. C., & Flitsch, S. L. (2019). Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases. Organic and Biomolecular Chemistry, 17(24), 5920-5924. https://doi.org/10.1039/c9ob01089k