Tsukamurella sp. E105 as a new biocatalyst for highly enantioselective hydrolysis of ethyl 2-(2-oxopyrrolidin-1-yl) butyrate

J Ind Microbiol Biotechnol. 2012 Sep;39(9):1261-8. doi: 10.1007/s10295-012-1132-y. Epub 2012 May 5.

Abstract

A new bacterial strain, E105, has been introduced as a biocatalyst for the enantioselective hydrolysis of ethyl (R,S)-2-(2-oxopyrrolidin-1-yl) butyrate, (R,S)-1, to (S)-2-(2-oxopyrrolidin-1-yl) butyric acid, (S)-2. This strain was isolated from 60 soil samples using (R,S)-1 as the sole carbon source. The isolate was identified as Tsukamurella tyrosinosolvens E105, based on its morphological characteristics, physiological tests, and 16S rDNA sequence analysis. The process of cell growth and hydrolase production for this strain was then investigated. The hydrolase activity reached its maximum after cultivation at 200 rpm and 30 °C for 36 h. Furthermore, the performance of the enantioselective hydrolysis of (R,S)-1 was studied. The optimal reaction temperature, initial pH, substrate concentration, and concentration of suspended cells were 30 °C, 6.8, 10 and 30 g/l (DCW), respectively. Under these conditions, a high conversion (>45 %) of the product (S)-2 with an excellent enantiomeric excess (ee) (>99 %), and a satisfied enantiomeric ratio (E) (>600) as well were obtained. This study showed that the bacterial isolate T. tyrosinosolvens E105 displayed a high enantioselectivity towards the hydrolysis of racemic ethyl 2-(2-oxopyrrolidin-1-yl) butyrate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinomycetales / classification
  • Actinomycetales / genetics
  • Actinomycetales / isolation & purification*
  • Actinomycetales / metabolism*
  • Biocatalysis*
  • Butyrates / metabolism*
  • DNA, Ribosomal / genetics
  • Hydrolases / metabolism*
  • Hydrolysis
  • Pyrrolidines / metabolism*
  • RNA, Ribosomal, 16S / genetics
  • Stereoisomerism
  • Temperature

Substances

  • Butyrates
  • DNA, Ribosomal
  • Pyrrolidines
  • RNA, Ribosomal, 16S
  • ethyl 2-(2-oxopyrrolidin-1-yl)butyrate
  • Hydrolases