메뉴 건너뛰기




Volumn 35, Issue 4, 2013, Pages 599-606

Identification and characterization of epoxide hydrolase activity of polycyclic aromatic hydrocarbon-degrading bacteria for biocatalytic resolution of racemic styrene oxide and styrene oxide derivatives

Author keywords

Chlorostyrene oxides; Epoxide hydrolase; Gordonia sp.; Polycyclic aromatic hydrocarbon

Indexed keywords

AROMATIZATION; BACTERIA; BIODEGRADATION; ENANTIOMERS; ENANTIOSELECTIVITY; HYDROLASES; HYDROLYSIS; MINERAL OILS; STYRENE;

EID: 84874791260     PISSN: 01415492     EISSN: 15736776     Source Type: Journal    
DOI: 10.1007/s10529-012-1114-1     Document Type: Article
Times cited : (12)

References (26)
  • 1
    • 0030798603 scopus 로고    scopus 로고
    • Synthesis of enantiopure epoxides through biocatalytic approaches
    • Archelas A, Furstoss R (1997) Synthesis of enantiopure epoxides through biocatalytic approaches. Annu Rev Microbiol 51: 491-525.
    • (1997) Annu Rev Microbiol , vol.51 , pp. 491-525
    • Archelas, A.1    Furstoss, R.2
  • 2
    • 0035313421 scopus 로고    scopus 로고
    • Synthetic applications of epoxide hydrolases
    • Archelas A, Furstoss R (2001) Synthetic applications of epoxide hydrolases. Curr Opin Chem Biol 5: 112-119.
    • (2001) Curr Opin Chem Biol , vol.5 , pp. 112-119
    • Archelas, A.1    Furstoss, R.2
  • 3
    • 0027934450 scopus 로고
    • Chemical and biological synthesis of chiral epoxides
    • Besse P, Veschambre H (1994) Chemical and biological synthesis of chiral epoxides. Tetrahedron 50: 8885-8892.
    • (1994) Tetrahedron , vol.50 , pp. 8885-8892
    • Besse, P.1    Veschambre, H.2
  • 4
    • 20644469267 scopus 로고
    • Quantitative analyses of biochemical kinetic resolutions of enantiomers
    • Chen C-S, Fujimoto Y, Girdaukas G, Sih CJ (1982) Quantitative analyses of biochemical kinetic resolutions of enantiomers. J Am Chem Soc 104: 7294-7299.
    • (1982) J Am Chem Soc , vol.104 , pp. 7294-7299
    • Chen, C.-S.1    Fujimoto, Y.2    Girdaukas, G.3    Sih, C.J.4
  • 5
    • 70350120288 scopus 로고    scopus 로고
    • Comparative homology modeling-inspired protein engineering for improvement of catalytic activity of Mugil cephalus epoxide hydrolase
    • Choi SH, Kim HS, Lee EY (2009) Comparative homology modeling-inspired protein engineering for improvement of catalytic activity of Mugil cephalus epoxide hydrolase. Biotechnol Lett 31: 1617-1624.
    • (2009) Biotechnol Lett , vol.31 , pp. 1617-1624
    • Choi, S.H.1    Kim, H.S.2    Lee, E.Y.3
  • 7
    • 0030222084 scopus 로고    scopus 로고
    • Novel aliphatic epoxide hydrolase activities from dematiaceous fungi
    • Grogan G, Roberts SM, Willetts AJ (1996) Novel aliphatic epoxide hydrolase activities from dematiaceous fungi. FEMS Microbiol Lett 141: 239-243.
    • (1996) FEMS Microbiol Lett , vol.141 , pp. 239-243
    • Grogan, G.1    Roberts, S.M.2    Willetts, A.J.3
  • 8
    • 44949095608 scopus 로고    scopus 로고
    • Screening enantioselective epoxide hydrolase activities from marine microorganisms: detection of activities in Erythrobacter spp
    • Hwang Y-O, Kang SG, Woo J-H, Kwon KK, Sato T, Lee EY, Han MS, Kim S-J (2008) Screening enantioselective epoxide hydrolase activities from marine microorganisms: detection of activities in Erythrobacter spp. Marine Biotechnol 10: 366-373.
    • (2008) Marine Biotechnol , vol.10 , pp. 366-373
    • Hwang, Y.-O.1    Kang, S.G.2    Woo, J.-H.3    Kwon, K.K.4    Sato, T.5    Lee, E.Y.6    Han, M.S.7    Kim, S.-J.8
  • 9
    • 77249098283 scopus 로고    scopus 로고
    • Bio- and chemo-catalytic preparation of chiral epoxides
    • Hwang S, Choi CY, Lee EY (2010) Bio- and chemo-catalytic preparation of chiral epoxides. J Ind Eng Chem 16: 1-6.
    • (2010) J Ind Eng Chem , vol.16 , pp. 1-6
    • Hwang, S.1    Choi, C.Y.2    Lee, E.Y.3
  • 10
    • 39949084661 scopus 로고    scopus 로고
    • Preparation of (S)-2-, 3-, and 4-chlorostyrene oxides with the epoxide hydrolase from Sphingomonas sp. HXN-200
    • Jia X, Wang Z, Li Z (2008) Preparation of (S)-2-, 3-, and 4-chlorostyrene oxides with the epoxide hydrolase from Sphingomonas sp. HXN-200. Tetrahedron: Asymmetry 19: 407-415.
    • (2008) Tetrahedron: Asymmetry , vol.19 , pp. 407-415
    • Jia, X.1    Wang, Z.2    Li, Z.3
  • 11
    • 71249126477 scopus 로고    scopus 로고
    • Free and immobilized Aspergillus niger epoxide hydrolase-catalyzed hydrolytic kinetic resolution of racemic p-chlorostyrene oxide in a neat organic solvent medium
    • Karboune S, Archelas A, Baratti JC (2010) Free and immobilized Aspergillus niger epoxide hydrolase-catalyzed hydrolytic kinetic resolution of racemic p-chlorostyrene oxide in a neat organic solvent medium. Process Biochem 45: 210-215.
    • (2010) Process Biochem , vol.45 , pp. 210-215
    • Karboune, S.1    Archelas, A.2    Baratti, J.C.3
  • 12
    • 0032479816 scopus 로고    scopus 로고
    • Chiral C3 epoxides and halohydrins: their preparation and synthetic application
    • Kasai N, Suzuki T, Furukawa Y (1998) Chiral C3 epoxides and halohydrins: their preparation and synthetic application. J Mol Catal B Enzym 4: 237-252.
    • (1998) J Mol Catal B Enzym , vol.4 , pp. 237-252
    • Kasai, N.1    Suzuki, T.2    Furukawa, Y.3
  • 13
    • 36649004271 scopus 로고    scopus 로고
    • Biosynthesis of (R)-phenyl-1,2-ethanediol from racemic styrene oxide by using bacterial and marine fish epoxide hydrolases
    • Kim HS, Lee OK, Hwang S, Kim BJ, Lee EY (2008) Biosynthesis of (R)-phenyl-1, 2-ethanediol from racemic styrene oxide by using bacterial and marine fish epoxide hydrolases. Biotechnol Lett 30: 127-133.
    • (2008) Biotechnol Lett , vol.30 , pp. 127-133
    • Kim, H.S.1    Lee, O.K.2    Hwang, S.3    Kim, B.J.4    Lee, E.Y.5
  • 15
    • 77955831309 scopus 로고    scopus 로고
    • Application of a modified sublimation method to screen for PAH-degrading microorganisms
    • Kwon T-H, Kim J-T, Kim J-S (2010) Application of a modified sublimation method to screen for PAH-degrading microorganisms. Korean J Microbiol 46: 109-111.
    • (2010) Korean J Microbiol , vol.46 , pp. 109-111
    • Kwon, T.-H.1    Kim, J.-T.2    Kim, J.-S.3
  • 16
    • 49749121824 scopus 로고    scopus 로고
    • Epoxide hydrolase-mediated enantioconvergent bioconversions to prepare chiral epoxides and alcohols
    • Lee EY (2008) Epoxide hydrolase-mediated enantioconvergent bioconversions to prepare chiral epoxides and alcohols. Biotechnol Lett 30: 1509-1514.
    • (2008) Biotechnol Lett , vol.30 , pp. 1509-1514
    • Lee, E.Y.1
  • 17
    • 0033055661 scopus 로고    scopus 로고
    • Stereoselectivities of microbial epoxide hydrolases
    • Orru RV, Faber K (1999) Stereoselectivities of microbial epoxide hydrolases. Curr Opin Chem Biol 3: 16-21.
    • (1999) Curr Opin Chem Biol , vol.3 , pp. 16-21
    • Orru, R.V.1    Faber, K.2
  • 18
    • 0031455616 scopus 로고    scopus 로고
    • The enantiomeric ratio: origin, determination and prediction
    • Straathof AJJ, Jongejan JA (1997) The enantiomeric ratio: origin, determination and prediction. Enzym Microb Technol 21: 559-571.
    • (1997) Enzym Microb Technol , vol.21 , pp. 559-571
    • Straathof, A.J.J.1    Jongejan, J.A.2
  • 19
    • 0030860279 scopus 로고    scopus 로고
    • Asymmetric catalysis with water: efficient kinetic resolution of terminal epoxides by means of catalytic hydrolysis
    • Tokunaga M, Larrow JF, Kakiuchi F, Jacobsen EN (1997) Asymmetric catalysis with water: efficient kinetic resolution of terminal epoxides by means of catalytic hydrolysis. Science 277: 936-938.
    • (1997) Science , vol.277 , pp. 936-938
    • Tokunaga, M.1    Larrow, J.F.2    Kakiuchi, F.3    Jacobsen, E.N.4
  • 20
    • 33646084392 scopus 로고    scopus 로고
    • Diversity and biocatalytic potential of epoxide hydrolases identified by genome analysis
    • van Loo B, Kingma J, Arand M, Wubbolts MG, Janssen DB (2006) Diversity and biocatalytic potential of epoxide hydrolases identified by genome analysis. Appl Environ Microbiol 72: 2905-2917.
    • (2006) Appl Environ Microbiol , vol.72 , pp. 2905-2917
    • van Loo, B.1    Kingma, J.2    Arand, M.3    Wubbolts, M.G.4    Janssen, D.B.5
  • 21
    • 0033545515 scopus 로고    scopus 로고
    • Epoxide hydrolases from yeasts and other sources: versatile tools in biocatalysis
    • Weijers CAGM, de Bont JAM (1999) Epoxide hydrolases from yeasts and other sources: versatile tools in biocatalysis. J Mol Catal B Enzym 6: 199-214.
    • (1999) J Mol Catal B Enzym , vol.6 , pp. 199-214
    • Weijers, C.A.G.M.1    de Bont, J.A.M.2
  • 22
    • 34547092932 scopus 로고    scopus 로고
    • Cloning and characterization of three novel epoxide hydrolases from a marine bacterium, Erythrobacter litoralis HTCC2594
    • Woo J-H, Hwang O-K, Kang SG, Lee HS, Cho J, Kim S-J (2007) Cloning and characterization of three novel epoxide hydrolases from a marine bacterium, Erythrobacter litoralis HTCC2594. Appl Microbiol Biotechnol 76: 365-375.
    • (2007) Appl Microbiol Biotechnol , vol.76 , pp. 365-375
    • Woo, J.-H.1    Hwang, O.-K.2    Kang, S.G.3    Lee, H.S.4    Cho, J.5    Kim, S.-J.6
  • 23
    • 62949131374 scopus 로고    scopus 로고
    • Cloning and characterization of an epoxide hydrolase from Novosphingovium aromaticivorans
    • Woo J-H, Kang JH, Kang SG, Hwang O-K, Kim S-J (2009) Cloning and characterization of an epoxide hydrolase from Novosphingovium aromaticivorans. Appl Microbiol Biotechnol 82: 873-881.
    • (2009) Appl Microbiol Biotechnol , vol.82 , pp. 873-881
    • Woo, J.-H.1    Kang, J.H.2    Kang, S.G.3    Hwang, O.-K.4    Kim, S.-J.5
  • 24
    • 77955337162 scopus 로고    scopus 로고
    • Enantioselective hydrolysis of racemic epichlorohydrin using an epoxide hydrolase from Novosphingobium aromaticivorans
    • Woo J-H, Hwang O-K, Kang JH, Kim S-J, Kang SG (2010a) Enantioselective hydrolysis of racemic epichlorohydrin using an epoxide hydrolase from Novosphingobium aromaticivorans. J Biosci Bioeng 110: 295-297.
    • (2010) J Biosci Bioeng , vol.110 , pp. 295-297
    • Woo, J.-H.1    Hwang, O.-K.2    Kang, J.H.3    Kim, S.-J.4    Kang, S.G.5
  • 25
    • 77952108311 scopus 로고    scopus 로고
    • Biocatalytic resolution of glycidyl phenyl ether using a novel epoxide hydrolase from a marine bacterium, Rhodobacterales bacterium HTCC2654
    • Woo J-H, Kang JH, Hwang O-K, Cho J, Kim S-J, Kang SG (2010b) Biocatalytic resolution of glycidyl phenyl ether using a novel epoxide hydrolase from a marine bacterium, Rhodobacterales bacterium HTCC2654. J Biosci Bioeng 109: 539-544.
    • (2010) J Biosci Bioeng , vol.109 , pp. 539-544
    • Woo, J.-H.1    Kang, J.H.2    Hwang, O.-K.3    Cho, J.4    Kim, S.-J.5    Kang, S.G.6
  • 26
    • 33751193431 scopus 로고    scopus 로고
    • Hydroxypropyl-beta-cyclodextrin induced complexation for the biocatalytic resolution of a poorly soluble epoxide
    • Yeate CA, Krie HM, Breytenbac JC (2007) Hydroxypropyl-beta-cyclodextrin induced complexation for the biocatalytic resolution of a poorly soluble epoxide. Enzym Microb Technol 40: 228-235.
    • (2007) Enzym Microb Technol , vol.40 , pp. 228-235
    • Yeate, C.A.1    Krie, H.M.2    Breytenbac, J.C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.