Synthesis of D-allose fatty acid esters via lipase-catalyzed regioselective transesterification

Biosci Biotechnol Biochem. 2005 Apr;69(4):833-5. doi: 10.1271/bbb.69.833.

Abstract

The acylation of the rare sugar, D-allose (the C-3 epimer of D-glucose), with fatty acid vinyl esters was successfully carried out using Candida antarctica lipase in acetonitrile at 45 degrees C to give D-allose 6-alkanoates with high regioselectivity in good yields.

MeSH terms

  • Animals
  • Candida / enzymology
  • Catalysis
  • Esterification
  • Esters / chemistry*
  • Esters / metabolism*
  • Fatty Acids / chemistry*
  • Fatty Acids / metabolism*
  • Glucose / chemistry*
  • Glucose / metabolism*
  • Lipase / metabolism*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Solvents
  • Swine

Substances

  • Esters
  • Fatty Acids
  • Solvents
  • allose
  • Lipase
  • Glucose