Identification and characterization of epoxide hydrolase activity of polycyclic aromatic hydrocarbon-degrading bacteria for biocatalytic resolution of racemic styrene oxide and styrene oxide derivatives
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Title
- Identification and characterization of epoxide hydrolase activity of polycyclic aromatic hydrocarbon-degrading bacteria for biocatalytic resolution of racemic styrene oxide and styrene oxide derivatives
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Author(s)
- Woo, Jung-Hee; Kwon, Tae-Hyung; Kim, Jun-Tae; Kim, Choong-Gon; Lee, Eun Yeol
- KIOST Author(s)
- Kim, Choong Gon(김충곤)
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Alternative Author(s)
- 김충곤
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Publication Year
- 2013-04
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Abstract
- A novel epoxide hydrolase (EHase) from polycyclic aromatic hydrocarbon (PAH)-degrading bacteria was identified and characterized. EHase activity was identified in four strains of PAH-degrading bacteria isolated from commercial gasoline and oil-contaminated sediment based on their growth on styrene oxide and its derivatives, such as 2,3- and 4-chlorostyrene oxides, as a sole carbon source. Gordonia sp. H37 exhibited high enantioselective hydrolysis activity for 4-chlorostyrene oxide with an enantiomeric ratio of 27. Gordonia sp. H37 preferentially hydrolyzed the (R)-enantiomer of styrene oxide derivatives resulting in the preparation of a (S)-enantiomer with enantiomeric excess greater than 99.9 %. The enantioselective EHase activity was identified and characterized in various PAH-degrading bacteria, and whole cell Gordonia sp. H37 was employed as a biocatalyst for preparing enantiopure (S)-styrene oxide derivatives.
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ISSN
- 0141-5492
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URI
- https://sciwatch.kiost.ac.kr/handle/2020.kiost/40431
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DOI
- 10.1007/s10529-012-1114-1
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Bibliographic Citation
- BIOTECHNOLOGY LETTERS, v.35, no.4, pp.599 - 606, 2013
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Publisher
- SPRINGER
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Subject
- CHIRAL EPOXIDES; ERYTHROBACTER; CLONING
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Keywords
- Chlorostyrene oxides; Epoxide hydrolase; Gordonia sp.; Polycyclic aromatic hydrocarbon
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Type
- Article
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Language
- English
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Document Type
- Article
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