title: Enantioselective hydrolysis of racemic styrene oxide and its substituted derivatives using newly-isolated Sphingopyxis sp. exhibiting a novel epoxide hydrolase activity.
abstract: (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.
authors.affiliation: Gyeongbuk Institute for Marine Bio-Industry (GIMB), Uljin, Gyeongbuk, 767-813, Republic of Korea, jhwoo@gimb.or.kr.
authors.forename: Jung-Hee
authors.initials: JH
authors.lastname: Woo
authors.forename: Eun Yeol
authors.initials: EY
authors.lastname: Lee
mesh_terms: D002021:Buffers; D004269:DNA, Bacterial / Q000737:chemistry / Q000235:genetics; D004275:DNA, Ribosomal / Q000737:chemistry / Q000235:genetics; D004851:Epoxide Hydrolases / Q000378:metabolism*; D004852:Epoxy Compounds / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D008969:Molecular Sequence Data; D012336:RNA, Ribosomal, 16S / Q000235:genetics; D017422:Sequence Analysis, DNA; D042301:Sphingomonadaceae / Q000145:classification / Q000201:enzymology* / Q000302:isolation & purification / Q000378:metabolism*; D013696:Temperature
chemical_list: D002021:Buffers; D004269:DNA, Bacterial; D004275:DNA, Ribosomal; D004852:Epoxy Compounds; D012336:RNA, Ribosomal, 16S; C013690:styrene oxide; D004851:Epoxide Hydrolases