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Volumn 95, Issue , 2015, Pages 71-77

Efficient production of (R)-(-)-mandelic acid by isopropanol-permeabilized recombinant E. coli cells expressing Alcaligenes sp. nitrilase

Author keywords

Alcaligenes sp. nitrilase; Biocatalysis; Bioprocess design; Cell permeabilization; Immobilised cells; Mass transfer

Indexed keywords

BIOCATALYSTS; CELL CULTURE; CELL MEMBRANES; CELLS; ENANTIOSELECTIVITY; ESCHERICHIA COLI; MASS TRANSFER; ORGANIC ACIDS; TOKAMAK DEVICES;

EID: 84920072209     PISSN: 1369703X     EISSN: 1873295X     Source Type: Journal    
DOI: 10.1016/j.bej.2014.12.009     Document Type: Article
Times cited : (22)

References (36)
  • 1
    • 0041590743 scopus 로고    scopus 로고
    • Enzymatic routes to enantiomerically pure aromatic α-hydroxy carboxylic acids: a further example for the diversity of biocatalysis
    • Groger H. Enzymatic routes to enantiomerically pure aromatic α-hydroxy carboxylic acids: a further example for the diversity of biocatalysis. Adv. Synth. Catal. 2001, 343:547-558.
    • (2001) Adv. Synth. Catal. , vol.343 , pp. 547-558
    • Groger, H.1
  • 2
    • 20444431209 scopus 로고    scopus 로고
    • Preparation of (S)-mandelic acids by enantioselective degradation of racemates with a new isolate Pseudomonas putida ECU1009
    • Huang H.R., Xu J.H., Xu Y., Pan J., Liu X. Preparation of (S)-mandelic acids by enantioselective degradation of racemates with a new isolate Pseudomonas putida ECU1009. Tetrahedron: Asymmetry 2005, 16:2113-2117.
    • (2005) Tetrahedron: Asymmetry , vol.16 , pp. 2113-2117
    • Huang, H.R.1    Xu, J.H.2    Xu, Y.3    Pan, J.4    Liu, X.5
  • 3
    • 84862820358 scopus 로고    scopus 로고
    • Efficient production of (R)-o-chloromandelic acid by deracemization of o-chloromandelonitrile with a new nitrilase mined from Labrenzia aggregate
    • Zhang C.S., Zhang Z.J., Li C.X., Yu H.L., Zheng G.W., Xu J.H. Efficient production of (R)-o-chloromandelic acid by deracemization of o-chloromandelonitrile with a new nitrilase mined from Labrenzia aggregate. Appl. Microbiol. Biotechnol. 2012, 95:91-99.
    • (2012) Appl. Microbiol. Biotechnol. , vol.95 , pp. 91-99
    • Zhang, C.S.1    Zhang, Z.J.2    Li, C.X.3    Yu, H.L.4    Zheng, G.W.5    Xu, J.H.6
  • 4
    • 84896781479 scopus 로고    scopus 로고
    • Increased catalyst productivity in α-hydroxy acids resolution by esterase mutation and substrate modification
    • Ma B.D., Kong X.D., Yu H.L., Zhang Z.J., Dou S., Xu Y.P., Ni Y., Xu J.H. Increased catalyst productivity in α-hydroxy acids resolution by esterase mutation and substrate modification. ACS Catal. 2014, 4:1026-1031.
    • (2014) ACS Catal. , vol.4 , pp. 1026-1031
    • Ma, B.D.1    Kong, X.D.2    Yu, H.L.3    Zhang, Z.J.4    Dou, S.5    Xu, Y.P.6    Ni, Y.7    Xu, J.H.8
  • 5
    • 77954690311 scopus 로고    scopus 로고
    • Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromide permeabilized cells of Alcaligenes faecalis ECU0401
    • He Y.C., Zhang Z.J., Xu J.H., Liu Y.Y. Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromide permeabilized cells of Alcaligenes faecalis ECU0401. J. Ind. Microbiol. Biotechnol. 2010, 37:741-750.
    • (2010) J. Ind. Microbiol. Biotechnol. , vol.37 , pp. 741-750
    • He, Y.C.1    Zhang, Z.J.2    Xu, J.H.3    Liu, Y.Y.4
  • 6
    • 33644680778 scopus 로고    scopus 로고
    • Synthesis of enantiomerically pure (S)-mandelic acid using an oxynitrilase-nitrilase bienzymatic cascade: a nitrilase surprisingly shows nitrile hydratase activity
    • Mateo C., Chmura A., Rustler S., van Rantwijk F., Stolz A., Sheldon R.A. Synthesis of enantiomerically pure (S)-mandelic acid using an oxynitrilase-nitrilase bienzymatic cascade: a nitrilase surprisingly shows nitrile hydratase activity. Tetrahedron: Asymmetry 2006, 17:320-323.
    • (2006) Tetrahedron: Asymmetry , vol.17 , pp. 320-323
    • Mateo, C.1    Chmura, A.2    Rustler, S.3    van Rantwijk, F.4    Stolz, A.5    Sheldon, R.A.6
  • 7
    • 0025953031 scopus 로고
    • Production of R-(-)-mandelic acid from mandelonitrile by Alcaligenes faecalis ATCC 8750
    • Yamamoto K., Oishi K., Fujimatsu I., Komatsu K.I. Production of R-(-)-mandelic acid from mandelonitrile by Alcaligenes faecalis ATCC 8750. Appl. Environ. Microbiol. 1991, 57:3028-3032.
    • (1991) Appl. Environ. Microbiol. , vol.57 , pp. 3028-3032
    • Yamamoto, K.1    Oishi, K.2    Fujimatsu, I.3    Komatsu, K.I.4
  • 8
    • 0346969549 scopus 로고    scopus 로고
    • Screening for enantioselective nitrilases: kinetic resolution of racemic mandelonitrile to (R)-(-)-mandelic acid by new bacterial isolates
    • Kaul P., Banerjee A., Mayilraj S., Banerjee U.C. Screening for enantioselective nitrilases: kinetic resolution of racemic mandelonitrile to (R)-(-)-mandelic acid by new bacterial isolates. Tetrahedron: Asymmetry 2004, 15:207-211.
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 207-211
    • Kaul, P.1    Banerjee, A.2    Mayilraj, S.3    Banerjee, U.C.4
  • 9
    • 33744509405 scopus 로고    scopus 로고
    • Stereoselective nitrile hydrolysis by immobilized whole-cell biocatalyst
    • Kaul P., Banerjee A., Banerjee U.C. Stereoselective nitrile hydrolysis by immobilized whole-cell biocatalyst. Biomacromolecules 2006, 7:1536-1541.
    • (2006) Biomacromolecules , vol.7 , pp. 1536-1541
    • Kaul, P.1    Banerjee, A.2    Banerjee, U.C.3
  • 10
    • 33747094577 scopus 로고    scopus 로고
    • Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis
    • Banerjee A., Kaul P., Banerjee U.C. Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis. Appl. Microbiol. Biotechnol. 2006, 72:77-87.
    • (2006) Appl. Microbiol. Biotechnol. , vol.72 , pp. 77-87
    • Banerjee, A.1    Kaul, P.2    Banerjee, U.C.3
  • 11
    • 78650518883 scopus 로고    scopus 로고
    • Enhanced biotransformation of (RS)-mandelonitrile to (R)-(-)-mandelic acid with in situ production removal by addition of resin
    • Xue Y.P., Liu Z.Q., Xu M., Wang Y.J., Zheng Y.G., Shen Y.C. Enhanced biotransformation of (RS)-mandelonitrile to (R)-(-)-mandelic acid with in situ production removal by addition of resin. Biochem. Eng. J. 2010, 53:143-149.
    • (2010) Biochem. Eng. J. , vol.53 , pp. 143-149
    • Xue, Y.P.1    Liu, Z.Q.2    Xu, M.3    Wang, Y.J.4    Zheng, Y.G.5    Shen, Y.C.6
  • 12
    • 84874059784 scopus 로고    scopus 로고
    • A novel integrated bioprocess for efficient production of (R)-(-)-mandelic acid with immobilized Alcaligenes faecalis ZJUTB10
    • Xue Y.P., Xu M., Chen H.S., Liu Z.Q., Wang Y.J., Zheng Y.G. A novel integrated bioprocess for efficient production of (R)-(-)-mandelic acid with immobilized Alcaligenes faecalis ZJUTB10. Org. Process Res. Dev. 2013, 17:213-220.
    • (2013) Org. Process Res. Dev. , vol.17 , pp. 213-220
    • Xue, Y.P.1    Xu, M.2    Chen, H.S.3    Liu, Z.Q.4    Wang, Y.J.5    Zheng, Y.G.6
  • 13
    • 34247140608 scopus 로고    scopus 로고
    • Discovery of a mandelonitrile hydrolase from Bradyrhizobium japonicum USDA110 by rational genome mining
    • Zhu D., Mukherjee C., Biehl E.R., Hua L. Discovery of a mandelonitrile hydrolase from Bradyrhizobium japonicum USDA110 by rational genome mining. J. Biotechnol. 2007, 129:645-650.
    • (2007) J. Biotechnol. , vol.129 , pp. 645-650
    • Zhu, D.1    Mukherjee, C.2    Biehl, E.R.3    Hua, L.4
  • 15
    • 34249811759 scopus 로고    scopus 로고
    • Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by a newly isolated nitrilase-producer Alcaligenes sp. ECU0401
    • He Y.C., Xu J.H., Xu Y., Ouyang L.M., Pan J. Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by a newly isolated nitrilase-producer Alcaligenes sp. ECU0401. Chin. Chem. Lett. 2007, 18:677-680.
    • (2007) Chin. Chem. Lett. , vol.18 , pp. 677-680
    • He, Y.C.1    Xu, J.H.2    Xu, Y.3    Ouyang, L.M.4    Pan, J.5
  • 16
    • 77950917918 scopus 로고    scopus 로고
    • Efficient production of (R)-(-)-mandelic acid with highly substrate/product tolerant and enantioselective recombinant Alcaligenes sp. nitrilase
    • Zhang Z.J., Xu J.H., He Y.C., Ouyang L.M., Liu Y.Y., Imanaka T. Efficient production of (R)-(-)-mandelic acid with highly substrate/product tolerant and enantioselective recombinant Alcaligenes sp. nitrilase. Process Biochem. 2010, 45:887-891.
    • (2010) Process Biochem. , vol.45 , pp. 887-891
    • Zhang, Z.J.1    Xu, J.H.2    He, Y.C.3    Ouyang, L.M.4    Liu, Y.Y.5    Imanaka, T.6
  • 17
    • 79955942496 scopus 로고    scopus 로고
    • Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. and its potential for (R)-(-)-mandelic acid production
    • Zhang Z.J., Xu J.H., He Y.C., Ouyang L.M., Liu Y.Y. Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. and its potential for (R)-(-)-mandelic acid production. Bioprocess. Biosyst. Eng. 2011, 34:315-322.
    • (2011) Bioprocess. Biosyst. Eng. , vol.34 , pp. 315-322
    • Zhang, Z.J.1    Xu, J.H.2    He, Y.C.3    Ouyang, L.M.4    Liu, Y.Y.5
  • 18
    • 79952042445 scopus 로고    scopus 로고
    • Significant enhancement of (R)-mandelic acid production by relieving substrate inhibition of recombinant nitrilase in toluene-water biphasic system
    • Zhang Z.J., Pan J., Liu J.F., Xu J.H., He Y.C., Liu Y.Y. Significant enhancement of (R)-mandelic acid production by relieving substrate inhibition of recombinant nitrilase in toluene-water biphasic system. J. Biotechnol. 2011, 152:24-29.
    • (2011) J. Biotechnol. , vol.152 , pp. 24-29
    • Zhang, Z.J.1    Pan, J.2    Liu, J.F.3    Xu, J.H.4    He, Y.C.5    Liu, Y.Y.6
  • 19
    • 84903376201 scopus 로고    scopus 로고
    • Efficient production of (R)-(-)-mandelic acid using glutaraldehyde cross-linked Escherichia coli cells expressing Alcaligenes sp. nitrilase
    • Zhang Z.J., Pan J., Li C.X., Yu H.L., Zheng G.W., Ju X., Xu J.H. Efficient production of (R)-(-)-mandelic acid using glutaraldehyde cross-linked Escherichia coli cells expressing Alcaligenes sp. nitrilase. Bioprocess. Biosyst. Eng. 2014, 37:1241-1248.
    • (2014) Bioprocess. Biosyst. Eng. , vol.37 , pp. 1241-1248
    • Zhang, Z.J.1    Pan, J.2    Li, C.X.3    Yu, H.L.4    Zheng, G.W.5    Ju, X.6    Xu, J.H.7
  • 20
    • 79251469073 scopus 로고    scopus 로고
    • Cross-linked enzyme aggregates as industrial biocatalysts
    • Sheldon R.A. Cross-linked enzyme aggregates as industrial biocatalysts. Org. Process Res. Dev. 2011, 15:213-233.
    • (2011) Org. Process Res. Dev. , vol.15 , pp. 213-233
    • Sheldon, R.A.1
  • 24
    • 0026802197 scopus 로고
    • Agents that increase the permeability of the outer-membrane
    • Vaara M. Agents that increase the permeability of the outer-membrane. Microbiol. Rev. 1992, 56:395-411.
    • (1992) Microbiol. Rev. , vol.56 , pp. 395-411
    • Vaara, M.1
  • 26
  • 27
    • 0020107851 scopus 로고
    • Permeabilized cells
    • Felix H. Permeabilized cells. Anal. Biochem. 1982, 120:211-234.
    • (1982) Anal. Biochem. , vol.120 , pp. 211-234
    • Felix, H.1
  • 29
    • 0033526666 scopus 로고    scopus 로고
    • Production of S-lactoylglutathione by high activity whole cell biocatalysts prepared by permeabilization of recombinant Saccharomyces cerevisiae with alcohols
    • Liu Y., Hama H., Fujita Y., Kondo A., Inoue Y., Kimura A., Fukuda H. Production of S-lactoylglutathione by high activity whole cell biocatalysts prepared by permeabilization of recombinant Saccharomyces cerevisiae with alcohols. Biotechnol. Bioeng. 1999, 64:54-60.
    • (1999) Biotechnol. Bioeng. , vol.64 , pp. 54-60
    • Liu, Y.1    Hama, H.2    Fujita, Y.3    Kondo, A.4    Inoue, Y.5    Kimura, A.6    Fukuda, H.7
  • 30
    • 0034551766 scopus 로고    scopus 로고
    • Preparation of high activity whole cell biocatalyst by permeabilization of recombinant flocculent yeast cell with alcohol
    • Kondo A., Liu Y., Furuta M., Fujita Y., Matsumoto T., Fukuda H. Preparation of high activity whole cell biocatalyst by permeabilization of recombinant flocculent yeast cell with alcohol. Enzyme Microb. Technol. 2000, 27:806-811.
    • (2000) Enzyme Microb. Technol. , vol.27 , pp. 806-811
    • Kondo, A.1    Liu, Y.2    Furuta, M.3    Fujita, Y.4    Matsumoto, T.5    Fukuda, H.6
  • 32
    • 84873938237 scopus 로고    scopus 로고
    • Discovery and characterization of a highly efficient enantioselective mandelonitrile hydrolase from Burkholderia cenocepacia J2315 by phylogeny-based enzymatic substrate specificity prediction
    • Wang H., Sun H., Wei D. Discovery and characterization of a highly efficient enantioselective mandelonitrile hydrolase from Burkholderia cenocepacia J2315 by phylogeny-based enzymatic substrate specificity prediction. BMC Biotech. 2013, 13:14-24.
    • (2013) BMC Biotech. , vol.13 , pp. 14-24
    • Wang, H.1    Sun, H.2    Wei, D.3
  • 33
    • 77949284598 scopus 로고    scopus 로고
    • Bioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401
    • He Y.C., Xu J.H., Su J.H., Zhou L. Bioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401. Appl. Biochem. Biotechnol. 2010, 160:1428-1440.
    • (2010) Appl. Biochem. Biotechnol. , vol.160 , pp. 1428-1440
    • He, Y.C.1    Xu, J.H.2    Su, J.H.3    Zhou, L.4
  • 34
    • 69449088689 scopus 로고    scopus 로고
    • Identification of amino acid residues responsible for the enantioselectivity and amide formation capacity of the arylacetonitrilase from Pseudomonas fluorescens EBC191
    • Kiziak C., Stolz A. Identification of amino acid residues responsible for the enantioselectivity and amide formation capacity of the arylacetonitrilase from Pseudomonas fluorescens EBC191. Appl. Environ. Microbiol. 2009, 75:5592-5599.
    • (2009) Appl. Environ. Microbiol. , vol.75 , pp. 5592-5599
    • Kiziak, C.1    Stolz, A.2
  • 35
    • 77953039782 scopus 로고    scopus 로고
    • Construction and application of variants of the Pseudomonas fluorescens EBC191 arylacetonitrilase for increased production of acids or amides
    • Sosedov O., Baum S., Burger S., Matzer K., Kiziak C., Stolz A. Construction and application of variants of the Pseudomonas fluorescens EBC191 arylacetonitrilase for increased production of acids or amides. Appl. Environ. Microbiol. 2010, 76:3668-3674.
    • (2010) Appl. Environ. Microbiol. , vol.76 , pp. 3668-3674
    • Sosedov, O.1    Baum, S.2    Burger, S.3    Matzer, K.4    Kiziak, C.5    Stolz, A.6
  • 36
    • 84894365784 scopus 로고    scopus 로고
    • Random mutagenesis of the arylacetonitrilase from Pseudomonas fluorescens EBC191 and identification of variants, which form increased amounts of mandeloamide from mandelonitrile
    • Sosedov O., Stolz A. Random mutagenesis of the arylacetonitrilase from Pseudomonas fluorescens EBC191 and identification of variants, which form increased amounts of mandeloamide from mandelonitrile. Appl. Microbiol. Biotechnol. 2014, 98:1595-1607.
    • (2014) Appl. Microbiol. Biotechnol. , vol.98 , pp. 1595-1607
    • Sosedov, O.1    Stolz, A.2


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