메뉴 건너뛰기




Volumn 120, Issue 4, 2005, Pages 364-375

Novel microbial epoxide hydrolases for biohydrolysis of glycidyl derivatives

Author keywords

Benzyl glycidyl ether; Biotransformation; Enantioselectivity; Epoxide hydrolase; Screening; tert Butyl glycidyl ether

Indexed keywords

BACTERIA; CRUDE PETROLEUM; DERIVATIVES; ENZYMES; ETHERS; FUNGI; HYDROLYSIS; MICROBIOLOGY; OPTIMIZATION; SCREENING; STEREOCHEMISTRY;

EID: 27744517396     PISSN: 01681656     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jbiotec.2005.06.011     Document Type: Article
Times cited : (40)

References (38)
  • 1
    • 0030798603 scopus 로고    scopus 로고
    • Synthesis of enantiopure epoxides through biocatalytic approaches
    • A. Archelas, and R. Furstoss Synthesis of enantiopure epoxides through biocatalytic approaches Annu. Rev. Microbiol. 51 1997 491 525
    • (1997) Annu. Rev. Microbiol. , vol.51 , pp. 491-525
    • Archelas, A.1    Furstoss, R.2
  • 3
    • 0032768820 scopus 로고    scopus 로고
    • Affinity purification and characterization of a yeast epoxide hydrolase
    • A.L. Botes Affinity purification and characterization of a yeast epoxide hydrolase Biotechnol. Lett. 21 1999 511 517
    • (1999) Biotechnol. Lett. , vol.21 , pp. 511-517
    • Botes, A.L.1
  • 6
    • 20644469267 scopus 로고
    • Quantitative analyses of biochemical kinetic resolutions of enantiomers
    • C.S. Chen, Y. Fujimoto, G. Girdaukas, and C.J. Sih Quantitative analyses of biochemical kinetic resolutions of enantiomers J. Am. Chem. Soc. 104 1982 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
  • 7
    • 0031946536 scopus 로고    scopus 로고
    • Kinetic resolution for optically active epoxides by microbial enantioselective hydrolysis
    • W.J. Choi, E.C. Huh, H.J. Park, E.Y. Lee, and C.Y. Choi Kinetic resolution for optically active epoxides by microbial enantioselective hydrolysis Biotechnol. Technol. 12 1998 225 228
    • (1998) Biotechnol. Technol. , vol.12 , pp. 225-228
    • Choi, W.J.1    Huh, E.C.2    Park, H.J.3    Lee, E.Y.4    Choi, C.Y.5
  • 8
    • 0033199644 scopus 로고    scopus 로고
    • Biocatalytic production of chiral epichlorohydrin in organic solvents
    • W.J. Choi, E.Y. Lee, S.J. Yoon, S.T. Yang, and C.Y. Choi Biocatalytic production of chiral epichlorohydrin in organic solvents J. Biosci. Bioeng. 88 1999 339 341
    • (1999) J. Biosci. Bioeng. , vol.88 , pp. 339-341
    • Choi, W.J.1    Lee, E.Y.2    Yoon, S.J.3    Yang, S.T.4    Choi, C.Y.5
  • 9
    • 0032486416 scopus 로고    scopus 로고
    • Microbiological transformations. Part 42: A two-liquid-phase preparative scale process for an epoxide hydrolase catalysed resolution of para-bromo-α-methyl styrene oxide. Occurrence of a surprising enantioselectivity enhancement
    • M. Cleij, A. Archelas, and R. Furstoss Microbiological transformations. Part 42: a two-liquid-phase preparative scale process for an epoxide hydrolase catalysed resolution of para-bromo-α-methyl styrene oxide. Occurrence of a surprising enantioselectivity enhancement Tetrahedron: Asymmetry 9 1998 1839 1842
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1839-1842
    • Cleij, M.1    Archelas, A.2    Furstoss, R.3
  • 10
    • 0035951577 scopus 로고    scopus 로고
    • Microbiological transformations. 47. a step toward a green chemistry preparation of enantiopure (S)-2-, -3-, and -4-pyridyloxirane via an epoxide hydrolase catalyzed kinetic resolution
    • Y. Genzel, A. Archelas, Q.B. Broxterman, B. Schulze, and R. Furstoss Microbiological transformations. 47. A step toward a green chemistry preparation of enantiopure (S)-2-, -3-, and -4-pyridyloxirane via an epoxide hydrolase catalyzed kinetic resolution J. Org. Chem. 66 2001 538 543
    • (2001) J. Org. Chem. , vol.66 , pp. 538-543
    • Genzel, Y.1    Archelas, A.2    Broxterman, Q.B.3    Schulze, B.4    Furstoss, R.5
  • 11
    • 11144297185 scopus 로고    scopus 로고
    • Bio-resolution of a chiral epoxide using whole cells of Bacillus megaterium ECU1001 in a biphasic system
    • P.-F. Gong, and J.-H. Xu Bio-resolution of a chiral epoxide using whole cells of Bacillus megaterium ECU1001 in a biphasic system Enzyme Microb. Technol. 36 2005 252 257
    • (2005) Enzyme Microb. Technol. , vol.36 , pp. 252-257
    • Gong, P.-F.1    Xu, J.-H.2
  • 12
    • 0035138444 scopus 로고    scopus 로고
    • Bacterial epoxide hydrolase-catalyzed resolution of a 2,2-disubstituted oxirane: Optimization and upscaling
    • H. Hellström, A. Steinreiber, S.F. Mayer, and K. Faber Bacterial epoxide hydrolase-catalyzed resolution of a 2,2-disubstituted oxirane: optimization and upscaling Biotechnol. Lett. 23 2001 169 173
    • (2001) Biotechnol. Lett. , vol.23 , pp. 169-173
    • Hellström, H.1    Steinreiber, A.2    Mayer, S.F.3    Faber, K.4
  • 13
    • 0036560235 scopus 로고    scopus 로고
    • Enantioselective hydrolysis of o-nitrostyrene oxide by whole cells of Aspergillus niger CGMCC 0496
    • H. Jin, and Z. Li Enantioselective hydrolysis of o-nitrostyrene oxide by whole cells of Aspergillus niger CGMCC 0496 Biosci. Biotechnol. Biochem. 66 2002 1123 1125
    • (2002) Biosci. Biotechnol. Biochem. , vol.66 , pp. 1123-1125
    • Jin, H.1    Li, Z.2
  • 14
    • 0030028475 scopus 로고    scopus 로고
    • The efficient resolution of protected diols and hydroxyl aldehydes by lipases: Steric auxiliary approach and synthetic applications
    • M.-J. Kim, I.T. Lim, G.-B. Choi, S.-Y. Whang, B.-C. Ku, and J.-Y. Choi The efficient resolution of protected diols and hydroxyl aldehydes by lipases: steric auxiliary approach and synthetic applications Bioorg. Med. Chem. Lett. 6 1996 71 76
    • (1996) Bioorg. Med. Chem. Lett. , vol.6 , pp. 71-76
    • Kim, M.-J.1    Lim, I.T.2    Choi, G.-B.3    Whang, S.-Y.4    Ku, B.-C.5    Choi, J.-Y.6
  • 18
    • 0035924935 scopus 로고    scopus 로고
    • Microbiological transformations. Part 45: A green chemistry preparative scale synthesis of enantiopure building blocks of Eliprodil: Elaboration of a high substrate concentration epoxide hydrolase-catalyzed hydrolytic kinetic resolution process
    • K.M. Manoj, A. Archelas, J. Baratti, and R. Furstoss Microbiological transformations. Part 45: a green chemistry preparative scale synthesis of enantiopure building blocks of Eliprodil: elaboration of a high substrate concentration epoxide hydrolase-catalyzed hydrolytic kinetic resolution process Tetrahedron 57 2001 695 701
    • (2001) Tetrahedron , vol.57 , pp. 695-701
    • Manoj, K.M.1    Archelas, A.2    Baratti, J.3    Furstoss, R.4
  • 19
    • 0347595455 scopus 로고    scopus 로고
    • Enzymatic transformations. Part 55: Highly productive epoxide hydrolase catalysed resolution of an azole antifungal key synthon
    • N. Monfort, A. Archelas, and R. Furstoss Enzymatic transformations. Part 55: highly productive epoxide hydrolase catalysed resolution of an azole antifungal key synthon Tetrahedron 60 2004 601 605
    • (2004) Tetrahedron , vol.60 , pp. 601-605
    • Monfort, N.1    Archelas, A.2    Furstoss, R.3
  • 20
    • 0033565356 scopus 로고    scopus 로고
    • Purification and characterization of a highly enantioselective epoxide hydrolase from Aspergillus niger
    • C. Morisseau, A. Archelas, C. Guitton, D. Faucher, R. Furstoss, and J.C. Baratti Purification and characterization of a highly enantioselective epoxide hydrolase from Aspergillus niger Eur. J. Biochem. 263 1999 386 395
    • (1999) Eur. J. Biochem. , vol.263 , pp. 386-395
    • Morisseau, C.1    Archelas, A.2    Guitton, C.3    Faucher, D.4    Furstoss, R.5    Baratti, J.C.6
  • 21
    • 0032496192 scopus 로고    scopus 로고
    • Microbiological transformations. Part 39: Determination of the regioselectivity occurring during oxirane ring opening by epoxide hydrolases: A theoretical analysis and a new method for its determination
    • P. Moussou, A. Archelas, J. Baratti, and R. Furstoss Microbiological transformations. Part 39: determination of the regioselectivity occurring during oxirane ring opening by epoxide hydrolases: a theoretical analysis and a new method for its determination Tetrahedron: Asymmetry 9 1998 1539 1547
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1539-1547
    • Moussou, P.1    Archelas, A.2    Baratti, J.3    Furstoss, R.4
  • 22
    • 0030569736 scopus 로고    scopus 로고
    • Enantioselective hydrolysis of p-nitrostyrene oxide by an epoxide hydrolase preparation from Aspergillus niger
    • H. Nellaiah, C. Morisseau, A. Archelas, R. Furstoss, and J.C. Baratti Enantioselective hydrolysis of p-nitrostyrene oxide by an epoxide hydrolase preparation from Aspergillus niger Biotechnol. Bioeng. 49 1996 70 77
    • (1996) Biotechnol. Bioeng. , vol.49 , pp. 70-77
    • Nellaiah, H.1    Morisseau, C.2    Archelas, A.3    Furstoss, R.4    Baratti, J.C.5
  • 24
    • 0031016293 scopus 로고    scopus 로고
    • Biocatalytic resolution of 2-methyl-2-(aryl)alkyloxiranes using novel bacterial epoxide hydrolases
    • I. Osprian, W. Kroutil, M. Mischitz, and K. Faber Biocatalytic resolution of 2-methyl-2-(aryl)alkyloxiranes using novel bacterial epoxide hydrolases Tetrahedron: Asymmetry 8 1997 65 71
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 65-71
    • Osprian, I.1    Kroutil, W.2    Mischitz, M.3    Faber, K.4
  • 27
    • 0027897680 scopus 로고
    • A simple method to determine the enantiomeric ratio in enantioselective biocatalysis
    • J.L.L. Rakels, A.J.J. Straathof, and J.J. Heijnen A simple method to determine the enantiomeric ratio in enantioselective biocatalysis Enzyme Microb. Technol. 15 1993 1051 1056
    • (1993) Enzyme Microb. Technol. , vol.15 , pp. 1051-1056
    • Rakels, J.L.L.1    Straathof, A.J.J.2    Heijnen, J.J.3
  • 28
    • 1242270555 scopus 로고    scopus 로고
    • Fungal epoxide hydrolases: New landmarks in sequence-activity space
    • M.S. Smit Fungal epoxide hydrolases: new landmarks in sequence-activity space Trends Biotechnol. 22 2004 123 129
    • (2004) Trends Biotechnol. , vol.22 , pp. 123-129
    • Smit, M.S.1
  • 29
    • 0035710814 scopus 로고    scopus 로고
    • Microbial epoxide hydrolases for preparative biotransformations
    • A. Steinreiber, and K. Faber Microbial epoxide hydrolases for preparative biotransformations Curr. Opin. Biotechnol. 12 2001 552 558
    • (2001) Curr. Opin. Biotechnol. , vol.12 , pp. 552-558
    • Steinreiber, A.1    Faber, K.2
  • 30
    • 0031455616 scopus 로고    scopus 로고
    • The enantiomeric ratio: Origin, determination and prediction
    • A.J.J. Straathof, and J.A. Jongejan The enantiomeric ratio: origin, determination and prediction Enzyme Microb. Technol. 21 1997 559 571
    • (1997) Enzyme Microb. Technol. , vol.21 , pp. 559-571
    • Straathof, A.J.J.1    Jongejan, J.A.2
  • 31
    • 0002341771 scopus 로고    scopus 로고
    • Experimental design for improvement of fermentations
    • A.L. Demain J.E. Davies second ed. ASM Press Washington, DC
    • R.J. Strobel, and G.R. Sullivan Experimental design for improvement of fermentations A.L. Demain J.E. Davies Manual of Industrial Microbiology and Biotechnology second ed. 1999 ASM Press Washington, DC 80 93
    • (1999) Manual of Industrial Microbiology and Biotechnology , pp. 80-93
    • Strobel, R.J.1    Sullivan, G.R.2
  • 33
    • 0002045565 scopus 로고
    • Methods for the isolation, maintenance, classification and identification of yeasts
    • N.J.W. Kreger van Rij Elsevier Amsterdam
    • J.P. Van der Walt, and D. Yarrow Methods for the isolation, maintenance, classification and identification of yeasts N.J.W. Kreger van Rij The Yeasts, A Taxonomic Study 1984 Elsevier Amsterdam 130 145
    • (1984) The Yeasts, a Taxonomic Study , pp. 130-145
    • Van Der Walt, J.P.1    Yarrow, D.2
  • 35
    • 0015025467 scopus 로고
    • The chemical synthesis of two isomers of glucosaminylphosphatidylglycerol
    • H.M. Verheij, P.P.M. Bonsen, and L.L.M. Deenen The chemical synthesis of two isomers of glucosaminylphosphatidylglycerol Chem. Phys. Lipids 6 1971 46 57
    • (1971) Chem. Phys. Lipids , vol.6 , pp. 46-57
    • Verheij, H.M.1    Bonsen, P.P.M.2    Deenen, L.L.M.3
  • 36
    • 0031579475 scopus 로고    scopus 로고
    • Enantioselective hydrolysis of aryl, alicyclic and aliphatic epoxides by Rhodotorula glutinis
    • C.A.G.M. Weijers Enantioselective hydrolysis of aryl, alicyclic and aliphatic epoxides by Rhodotorula glutinis Tetrahedron: Asymmetry 8 1997 639 647
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 639-647
    • Weijers, C.A.G.M.1
  • 37
    • 1242338173 scopus 로고    scopus 로고
    • Biocatalytic resolution of nitro-substituted phenoxypropylene oxides with Trichosporon loubierii epoxide hydrolase and prediction of their enantiopurity variation with reaction time
    • Y. Xu, J.-H. Xu, J. Pan, L. Zhao, and S.-L. Zhang Biocatalytic resolution of nitro-substituted phenoxypropylene oxides with Trichosporon loubierii epoxide hydrolase and prediction of their enantiopurity variation with reaction time J. Mol. Catal. B: Enzym. 27 2003 151 155
    • (2003) J. Mol. Catal. B: Enzym. , vol.27 , pp. 151-155
    • Xu, Y.1    Xu, J.-H.2    Pan, J.3    Zhao, L.4    Zhang, S.-L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.