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Woo J.-H.,Gyeongbuk Institute for Marine Bio Industry GIMB | Lee E.Y.,Kyung Hee University
Biotechnology Letters | Year: 2014

(S)-Styrene oxide, (S)-2-chlorostyrene oxide (CSO), (S)-3-CSO and (S)-4-CSO with 99.9 %ee were obtained with a yield of 20.6, 39.3, 28.7 and 26.8 % from 4 mM corresponding racemic substrates using 10 mg cells of a newly-isolated Sphingopyxis sp. at pH 8.0 and 25 °C in 1 ml 100 mM Tris/HCl buffer after 420, 100, 120 and 55 min, respectively. For racemic 2CSO, well-known for one of the racemates that is difficult to obtained in enantiomerically pure form, (S)-2-CSO with 99.9 %ee, 39.3 % yield (theoretical yield 50 %) and enantiomeric ratio of 42.1 was obtained. The newly-isolated strain can thus be used as whole-cell biocatalyst in the production of various (S)-CSO with a chlorine group at different positions. © 2013 Springer Science+Business Media Dordrecht.


Woo J.-H.,Gyeongbuk Institute for Marine Bio Industry GIMB | Kang K.-M.,Gyeongbuk Institute for Marine Bio Industry GIMB | Kwon T.-H.,Gyeongbuk Institute for Marine Bio Industry GIMB | Park N.-H.,Gyeongbuk Institute for Marine Bio Industry GIMB | Lee E.Y.,Kyung Hee University
Journal of Industrial and Engineering Chemistry | Year: 2015

Marine bacteria possessing epoxide hydrolase (EH) activity were isolated from the oil-spilled foreshore of South Korea. While the isolated Rhodococcus sp. YSMI04 and YSNA32 showed different enantioselectivities to racemic styrene oxide (SO), two strains exhibited same enantiopreference to 3-chlorostyrene oxide (3-CSO) and 4-CSO. In the case of 3-CSO, Rhodococcus sp. YSMI04 and YSNA32 exhibited (. R)-3-CSO preferred hydrolysis activity, whereas Roseobacter sp. TSBP12 showed a preference for (. S)-3-CSO. In the case of 4-CSO, Rhodococcus sp. YSMI04 and YSNA32 showed enantiopreference to (. S)-4-CSO, Roseobacter sp. TSBP12 exhibited (. R)-4-CSO preferred activity. (. S)-4-CSO was obtained with 35% yield (theoretically 50%) using Roseobacter sp. TSBP12. © 2015 The Korean Society of Industrial and Engineering Chemistry.


Woo J.-H.,Gyeongbuk Institute for Marine Bio Industry GIMB | Kwon T.-H.,Gyeongbuk Institute for Marine Bio Industry GIMB | Kim J.-T.,Gyeongbuk Institute for Marine Bio Industry GIMB | Kim C.-G.,Gyeongbuk Institute for Marine Bio Industry GIMB | Lee E.Y.,Kyung Hee University
Biotechnology Letters | Year: 2013

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. © 2012 Springer Science+Business Media Dordrecht.

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