Screening enantioselective epoxide hydrolase activities from marine microorganisms: detection of activities in Erythrobacter spp.
To develop an enantioselective epoxide hydrolase (EHase) from marine microorganisms, marine samples were collected from a variety of marine environments. Strains isolated by the capability of living on styrene oxide (SO) were screened for retaining enantioselective EHase activities toward SO by combining spectrophotometric, GC, and HPLC analysis. Consequently, one strain, JCS358, was selected, and the sequence analysis of 16S rRNA gene showed that the strain belonged to Erythrobacter cluster. Twelve additional Erythrobacter strains from this study or acquired from culture collections were thereby tested for displaying EHase activities, and most of tested strains showed enantioselective hydrolysis toward SO and glycidyl phenyl ether. Kinetic resolution of racemic SO using whole cell of Erythrobacter sp. JCS358 was performed. Enantiopure (S)-SO could be obtained with an enantiomeric excess (ee) higher than 99% after 15 h incubation. The determination of 1-phenyl-1,2-ethanediol configuration derived from racemic SO confirmed the enantioselective hydrolyzing activity of Erythrobacter sp. JCS358.
Hwang
Young-Ok
YO
Marine Biotechnology Research Center, Korea Ocean Research and Development Institute, Ansan, South Korea.
Kang
Sung Gyun
SG
Woo
Jung-Hee
JH
Kwon
Kye Kyung
KK
Sato
Takako
T
Lee
Eun Yeol
EY
Han
Myong Soo
MS
Kim
Sang-Jin
SJ
D004777:Environment; D004851:Epoxide Hydrolases / Q000378:metabolism*; D004852:Epoxy Compounds / Q000378:metabolism*; D005820:Genetic Testing; D007700:Kinetics; D008386:Marine Biology; D008969:Molecular Sequence Data; D010802:Phylogeny; D042301:Sphingomonadaceae / Q000145:classification / Q000201:enzymology* / Q000302:isolation & purification
D004852:Epoxy Compounds; D004851:Epoxide Hydrolases