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Lipase-catalyzed enantioselective acidolysis of chiral 2-methylalkanoates

  • Karl Heinz Engel
  • Technische Universität Berlin

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Lipase from Candida cylindracea catalyzes the acidolysis between racemic 2-methylalkanoates and fatty acids in heptane with a preference for the (S)-configurated esters. Velocity and enantioselectivity of the acyl transfer are strongly influenced by the structures of the initial substrates. The potential of this strategy for kinetic resolution of the enantiomers of chiral 2-methylalkanoates is demonstrated. Limitations of the procedure due to the reversible character of the reaction are discussed.

Original languageEnglish
Pages (from-to)146-150
Number of pages5
JournalJournal of the American Oil Chemists' Society
Volume69
Issue number2
DOIs
StatePublished - Feb 1992
Externally publishedYes

Keywords

  • 2-methylalkanoates
  • Acidolysis
  • chirality
  • enantioselectivity
  • esterification
  • kinetic resolution
  • lipase
  • transesterification

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