Efficient enzymatic synthesis of guanosine 5'-diphosphate-sugars and derivatives

Org Lett. 2013 Nov 1;15(21):5528-30. doi: 10.1021/ol402585c. Epub 2013 Oct 11.

Abstract

An N-acetylhexosamine 1-kinase from Bifidobacterium infantis (NahK_15697), a guanosine 5'-diphosphate (GDP)-mannose pyrophosphorylase from Pyrococcus furiosus (PFManC), and an Escherichia coli inorganic pyrophosphatase (EcPpA) were used efficiently for a one-pot three-enzyme synthesis of GDP-mannose, GDP-glucose, their derivatives, and GDP-talose. This study represents the first facile and efficient enzymatic synthesis of GDP-sugars and derivatives starting from monosaccharides and derivatives.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Bifidobacterium / enzymology*
  • Escherichia coli / chemistry*
  • Guanosine Diphosphate Mannose / chemical synthesis*
  • Guanosine Diphosphate Mannose / chemistry
  • Molecular Structure
  • Monosaccharides / chemical synthesis*
  • Monosaccharides / chemistry
  • Phosphotransferases / chemistry*
  • Phosphotransferases / metabolism
  • Uridine Diphosphate Sugars / chemical synthesis*
  • Uridine Diphosphate Sugars / chemistry*

Substances

  • Monosaccharides
  • Uridine Diphosphate Sugars
  • Guanosine Diphosphate Mannose
  • Phosphotransferases