Economically pertinent continuous amide formation by direct lipase-catalyzed amidation with ammonia

Biotechnol Bioeng. 2003 Jun 20;82(6):664-9. doi: 10.1002/bit.10613.

Abstract

An economically pertinent process for the lipase-catalyzed synthesis of amides was developed. A continuous plug flow reactor was used. The model reaction was the production of oleamide, a lubricant and anti-slip agent, via direct Candida antarctica lipase B-catalyzed amidation of oleic acid with ammonia. Of all solvents tested, 2-methyl-2-butanol was found to respond optimally to the demands formulated in our specifications. A continuous conversion of oleic acid into oleamide of 85% was obtained. A productivity of 4.5 tons oleamide per kg of enzyme per year was calculated, indicating a contribution of enzyme to the product price of only 4%. The volumetric productivity, 100 g. L(-1). h(-1), is 4 to 100 times higher than in literature procedures. A simple crystallization procedure leads to 99% purity.

Publication types

  • Comparative Study
  • Evaluation Study
  • Research Support, Non-U.S. Gov't
  • Validation Study

MeSH terms

  • Amides / chemical synthesis
  • Ammonia*
  • Butanols / chemistry*
  • Catalysis
  • Computer Simulation
  • Enzymes, Immobilized
  • Europe
  • Fungal Proteins
  • Lipase / chemistry*
  • Models, Chemical*
  • Oleic Acid / chemistry*
  • Oleic Acids / chemical synthesis*
  • Oleic Acids / economics
  • Pentanols*
  • Pilot Projects
  • Solvents / chemistry
  • United States

Substances

  • Amides
  • Butanols
  • Enzymes, Immobilized
  • Fungal Proteins
  • Oleic Acids
  • Pentanols
  • Solvents
  • Oleic Acid
  • tert-amyl alcohol
  • Ammonia
  • oleylamide
  • Novozyme 435
  • Lipase