Lipase activity and enantioselectivity of whole cells from a wild-type Aspergillius flavus strain

Carmen Solarte, Edinson Yara-Varón, Jordi Eras, Mercè Torres, Mercè Balcells, Ramon Canela-Garayoa

Research output: Indexed journal article Articlepeer-review

15 Citations (Scopus)

Abstract

This study reports the high enantiomeric preference of whole cell lipase from Aspergillus flavus wild-type that allows the preparation of a chiral secondary alcohol. Whole cells prepared from a wild-type Aspergillus flavus strain were used as biocatalysts to prepare (R)-1-phenylethyl acetate. (R)-1-Phenylethanol was esterified into (R)-1-phenylethyl acetate with a 94.6% enantiomeric excess (ee) within 24 h at 40 C and (S)-1-phenylethanol remained in the reaction medium with a >99%ee. Besides, this biocatalyst allows the preparation of ethyl laurate and a mixture of 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate. The ethyl laurate yield was 96%, whereas the synthesis of a mixture of the acrylate regioisomers, 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate gave similar yields to those obtained using commercial lipases.

Original languageEnglish
Pages (from-to)78-83
Number of pages6
JournalJournal of Molecular Catalysis B: Enzymatic
Volume100
DOIs
Publication statusPublished - Feb 2014
Externally publishedYes

Keywords

  • (R)-1-Phenylethyl acetate
  • 2,3-Dichloro-1-propyl acrylate
  • 2-Chloro-1-(chloromethyl)ethyl acrylate
  • Aspergillus flavus
  • Ethyl laurate

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