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Production of (R)-ethyl-3,4-epoxybutyrate by newly isolated Acinetobacter baumannii containing epoxide hydrolase

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Abstract

Several new microorganisms have been isolated from soil samples with high epoxide hydrolase activity toward ethyl 3,4-epoxybutyrate. Screening was performed by enrichment culture on alkenes as sole carbon source, followed by chiral gas chromatography. Eight strains were discovered with enantioselectivity from moderate to high level and identified as bacterial and yeast species. Cells were cultivated under aerobic condition at 30°C using glucose as carbon source and resting cells were used as biocatalysts for kinetic resolution of ethyl 3,4-epoxybutyrate. Among isolated microorganisms, Acinetobacter baumannii showed highest enantioselectivity for (S)-enantiomer, resulting in (R)-ethyl-3,4-epoxybutyrates (>99%ee, 46% yield). It is the first report on the fact that epoxide hydrolases originating from bacterial species of A. baumannii was applied to kinetic resolution of ethyl 3,4-epoxybutyrate in order to obtain enantiopure high-value-added (R)-ethyl-3,4-epoxybutyrate.

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Acknowledgments

This work was supported by Science and Engineering Research Council of A*STAR (Agency for Science, Technology and Research), Singapore.

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Correspondence to Won Jae Choi.

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Choi, W.J., Puah, S.M., Tan, L.L. et al. Production of (R)-ethyl-3,4-epoxybutyrate by newly isolated Acinetobacter baumannii containing epoxide hydrolase. Appl Microbiol Biotechnol 79, 61–67 (2008). https://doi.org/10.1007/s00253-008-1405-6

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Keywords

  • (R)-Ethyl-3
  • 4-epoxybutyrate
  • Kinetic resolution
  • Epoxide hydrolase
  • A. baumannii