Enzymatic synthesis of aroma acetoin fatty acid esters by immobilized Candida antarctica lipase B

Biotechnol Lett. 2015 Aug;37(8):1671-7. doi: 10.1007/s10529-015-1834-0. Epub 2015 Apr 8.

Abstract

Objective: To enzymatically synthesize aroma acetoin fatty acid esters, useful as flavor and fragrance ingredients in foods.

Results: Immobilized Candida antarctica lipase B (CALB), performed significantly better than lipases from Rhizopus niveus and Candida rugosa in carrying out the esterification of acetoin and fatty acids. C4-C12 straight chain fatty acids were suitable acyl donors and CALB had a strong preference for longer straight chains up to ten carbon atoms. Higher temperatures, 40-60 °C, and higher acetoin/fatty acid molar ratios favored the conversion. The maximum yield of acetoin octanoate obtained was (51 ± 1) % after 24 h reaction time in hexane with 0.25 M octanoic acid, 5:1 excess acetoin and an enzyme concentration of 6 g/mol fatty acid at 60 °C. The enzyme activity declined at a steady rate during reuse at 60 °C and after the 10th cycle, 65 % of initial activity was still be retained.

Conclusion: This is the first report of acetoin fatty acid ester synthesis by biological method and CALB has been shown to be effective for the lipase-catalyzed esterification of acetion and C4-C12 straight chain fatty acids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetoin / metabolism*
  • Enzymes, Immobilized / metabolism*
  • Fatty Acids / metabolism*
  • Flavoring Agents / metabolism*
  • Fungal Proteins / metabolism*
  • Lipase / metabolism*
  • Temperature

Substances

  • Enzymes, Immobilized
  • Fatty Acids
  • Flavoring Agents
  • Fungal Proteins
  • Acetoin
  • Lipase
  • lipase B, Candida antarctica