Title : Epoxide hydrolase activity of Streptomyces strains - Zocher_2000_J.Biotechnol_77_287 |
Author(s) : Zocher F , Enzelberger MM , Bornscheuer UT , Hauer B , Wohlleben W , Schmid RD |
Ref : J Biotechnol , 77 :287 , 2000 |
Abstract :
The discovery of epoxide hydrolases within a Streptomyces sp. strain collection is described. Screening was performed in 96 well microtiter plates using a modified 4-(p-nitrobenzyl)pyridine assay with styrene oxide, 1,2-epoxy-hexane or 3-phenyl ethylglycidate (3-PEG) as substrates. Out of 120 strains investigated, S. antibioticus Tu4, S. arenae Tu495 and S. fradiae Tu27 exhibited epoxide hydrolase activity. These strains were further investigated by performing laboratory-scale biotransformations utilizing styrene oxide, 1,2-epoxy-hexane and 3-PEG followed by subsequent quantitative analysis employing chiral gas chromatography. The highest conversions were achieved with whole cells from S. antibioticus Tu4 in the presence of 10% (v/v) DMSO. However, enantioselectivity was only satisfying (E = 31) in the presence of 5% (v/v) acetone, which allowed isolation of optically pure non-hydrolyzed (R)-styrene oxide (99% enantiomeric excess (ee)) and (S)-phenyl-1,2-ethandiol (72% ee) at 55% conversion after 24 h. The resolution of 3-PEG proceeded with slightly lower enantioselectivity albeit higher reaction rates. With S. fradiae Tu27 and S. arenae Tu495 enantioselectivity towards styrene oxide was only E = 3-4. |
PubMedSearch : Zocher_2000_J.Biotechnol_77_287 |
PubMedID: 10682287 |
Zocher F, Enzelberger MM, Bornscheuer UT, Hauer B, Wohlleben W, Schmid RD (2000)
Epoxide hydrolase activity of Streptomyces strains
J Biotechnol
77 :287
Zocher F, Enzelberger MM, Bornscheuer UT, Hauer B, Wohlleben W, Schmid RD (2000)
J Biotechnol
77 :287