메뉴 건너뛰기




Volumn 37, Issue 7, 2014, Pages 1241-1248

Efficient production of (R)-(-)-mandelic acid using glutaraldehyde cross-linked Escherichia coli cells expressing Alcaligenes sp. nitrilase

Author keywords

(R) ( ) Mandelic acid; Alcaligenes sp. nitrilase; Enantioselective hydrolysis; Glutaraldehyde cross linking; Immobilized cells

Indexed keywords

CELL CULTURE; ESCHERICHIA COLI; ORGANIC ACIDS;

EID: 84903376201     PISSN: 16157591     EISSN: 16157605     Source Type: Journal    
DOI: 10.1007/s00449-013-1096-y     Document Type: Article
Times cited : (26)

References (38)
  • 1
    • 84867902444 scopus 로고    scopus 로고
    • Nitrilases in nitrile biocatalysis: Recent progress and forthcoming research
    • Gong JS, Lu ZM, Li H, Shi JS, Zhou ZM, Xu ZH (2012) Nitrilases in nitrile biocatalysis: recent progress and forthcoming research. Microb Cell Fact 11:142-159
    • (2012) Microb Cell Fact , vol.11 , pp. 142-159
    • Gong, J.S.1    Lu, Z.M.2    Li, H.3    Shi, J.S.4    Zhou, Z.M.5    Xu, Z.H.6
  • 2
    • 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 (2001) Enzymatic routes to enantiomerically pure aromatic α-hydroxy carboxylic acids: a further example for the diversity of biocatalysis. Adv Synth Catal 343:547-558
    • (2001) Adv Synth Catal , vol.343 , pp. 547-558
    • Groger, H.1
  • 3
    • 33746908959 scopus 로고    scopus 로고
    • Enantioselective biotransformations of nitriles in organic synthesis
    • Wang MX (2005) Enantioselective biotransformations of nitriles in organic synthesis. Top Catal 35:117-130
    • (2005) Top Catal , vol.35 , pp. 117-130
    • Wang, M.X.1
  • 4
    • 67650601043 scopus 로고    scopus 로고
    • Progress of enantioselective nitrile biotransformations in organic synthesis
    • Wang MX (2009) Progress of enantioselective nitrile biotransformations in organic synthesis. Chimia 63:331-333
    • (2009) Chimia , vol.63 , pp. 331-333
    • Wang, M.X.1
  • 5
    • 34547201464 scopus 로고    scopus 로고
    • Asymmetric reduction of β-ketonitriles with a recombinant carbonyl reductase and enzymatic transformation to optically pure β-hydroxy carboxylic acids
    • Zhu D, Ankati H, Mukherjee C, Yang Y, Biehl ER, Hua L (2007) Asymmetric reduction of β-ketonitriles with a recombinant carbonyl reductase and enzymatic transformation to optically pure β-hydroxy carboxylic acids. Org Lett 9:2561-2563
    • (2007) Org Lett , vol.9 , pp. 2561-2563
    • Zhu, D.1    Ankati, H.2    Mukherjee, C.3    Yang, Y.4    Biehl, E.R.5    Hua, L.6
  • 6
    • 77149162001 scopus 로고    scopus 로고
    • Bioproduction of chiral mandelate by enantioselective deacylation of α-acetoxyphenylacetic acid using whole cells of newly isolated Pseudomonas sp. ECU1011
    • Ju X, Yu HL, Pan J, Wei DZ, Xu JH (2010) Bioproduction of chiral mandelate by enantioselective deacylation of α-acetoxyphenylacetic acid using whole cells of newly isolated Pseudomonas sp. ECU1011. Appl Microbiol Biotechnol 86:83-91
    • (2010) Appl Microbiol Biotechnol , vol.86 , pp. 83-91
    • Ju, X.1    Yu, H.L.2    Pan, J.3    Wei, D.Z.4    Xu, J.H.5
  • 7
    • 77953911271 scopus 로고    scopus 로고
    • De Novo enzymes: From computational design to mRNA display
    • Golynskiy MV, Seelig B (2010) De Novo enzymes: from computational design to mRNA display. Trends Biotechnol 28:340-345
    • (2010) Trends Biotechnol , vol.28 , pp. 340-345
    • Golynskiy, M.V.1    Seelig, B.2
  • 8
    • 47349083412 scopus 로고    scopus 로고
    • Preparation of (R)-(-)-mandelic acid and its derivatives from racemates by enantioselective degradation with a newly isolated bacterial strain Alcaligenes sp. ECU0401
    • He YC, Xu JH, Pan J, Ouyang LM, Xu Y (2008) Preparation of (R)-(-)-mandelic acid and its derivatives from racemates by enantioselective degradation with a newly isolated bacterial strain Alcaligenes sp. ECU0401. Bioprocess Biosyst Eng 31:445-451
    • (2008) Bioprocess Biosyst Eng , vol.31 , pp. 445-451
    • He, Y.C.1    Xu, J.H.2    Pan, J.3    Ouyang, L.M.4    Xu, Y.5
  • 9
    • 2342647474 scopus 로고
    • Synthesis of optically active mandelic acid via microbial oxidation of racemic 1-phenyl-1,2-ethanediol
    • Oda S, Kikuchi Y, Nanishi Y (1992) Synthesis of optically active mandelic acid via microbial oxidation of racemic 1-phenyl-1,2-ethanediol. Biosci Biotechnol Biochem 56:1216-1220
    • (1992) Biosci Biotechnol Biochem , vol.56 , pp. 1216-1220
    • Oda, S.1    Kikuchi, Y.2    Nanishi, Y.3
  • 10
    • 0001084551 scopus 로고
    • Enzymatic conversion of alpha-keto aldehydes to optically active alpha hydroxy acids using glyoxalase I and II
    • Patterson MAK, Szajewski RP, Whitesides GM (1981) Enzymatic conversion of alpha-keto aldehydes to optically active alpha hydroxy acids using glyoxalase I and II. J Org Chem 46:4682-4685
    • (1981) J Org Chem , vol.46 , pp. 4682-4685
    • Patterson, M.A.K.1    Szajewski, R.P.2    Whitesides, G.M.3
  • 11
    • 24944483746 scopus 로고    scopus 로고
    • Bioreduction of phenylglyoxylic acid to R-(-)-mandelic acid by Saccharomyces cerevisiae FD11b
    • Xiao MT, Huang YY, Shi XA, Guo YH (2005) Bioreduction of phenylglyoxylic acid to R-(-)-mandelic acid by Saccharomyces cerevisiae FD11b. Enzyme Microb Technol 37:589-596
    • (2005) Enzyme Microb Technol , vol.37 , pp. 589-596
    • Xiao, M.T.1    Huang, Y.Y.2    Shi, X.A.3    Guo, Y.H.4
  • 12
    • 2342489872 scopus 로고    scopus 로고
    • Enzyme-catalysed optical resolution of mandelic acid via RS(∓)-methyl mandelate in non-aqueous media
    • DOI 10.1016/j.bej.2003.12.004, PII S1369703X03002936
    • Yadav GD, Sivakumar P (2004) Enzyme-catalysed optical resolution of mandelic acid via RS(∓)-methyl mandelate in nonaqueous media. Biochem Eng J 19:101-107 (Pubitemid 38595518)
    • (2004) Biochemical Engineering Journal , vol.19 , Issue.2 , pp. 101-107
    • Yadav, G.D.1    Sivakumar, P.2
  • 13
    • 0025953031 scopus 로고
    • Production of R-(-)-mandelic acid from mandelonitrile by Alcaligenes faecalis ATCC 8750
    • Yamamoto K, Oishi K, Fujimatsu I, Komatsu KI (1991) Production of R-(-)-mandelic acid from mandelonitrile by Alcaligenes faecalis ATCC 8750. Appl Environ Microbiol 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
  • 14
    • 33747094577 scopus 로고    scopus 로고
    • Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis
    • DOI 10.1007/s00253-005-0255-8
    • Banerjee A, Kaul P, Banerjee UC (2006) Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis. Appl Microbiol Biotechnol 72:77-87 (Pubitemid 44222425)
    • (2006) Applied Microbiology and Biotechnology , vol.72 , Issue.1 , pp. 77-87
    • Banerjee, A.1    Kaul, P.2    Banerjee, U.C.3
  • 15
    • 0346969549 scopus 로고    scopus 로고
    • Screening for enantioselective nitrilases: Kinetic resolution of racemic mandelonitrile to (R)-(-)-mandelic acid by new bacterial isolates
    • DOI 10.1016/j.tetasy.2003.10.041
    • Kaul P, Banerjee A, Mayilraj S, Banerjee UC (2004) Screening for enantioselective nitrilases: kinetic resolution of racemic mandelonitrile to (R)-(-)-mandelic acid by new bacterial isolates. Tetrahedron Asymmetry 15:207-211 (Pubitemid 38068447)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.2 , pp. 207-211
    • Kaul, P.1    Banerjee, A.2    Mayilraj, S.3    Banerjee, U.C.4
  • 16
    • 33744509405 scopus 로고    scopus 로고
    • Stereoselective nitrile hydrolysis by immobilized whole-cell biocatalyst
    • DOI 10.1021/bm0507913
    • Kaul P, Banerjee A, Banerjee UC (2006) Stereoselective nitrile hydrolysis by immobilized whole-cell biocatalyst. Biomacromolecules 7:1536-1541 (Pubitemid 43811210)
    • (2006) Biomacromolecules , vol.7 , Issue.5 , pp. 1536-1541
    • Kaul, P.1    Banerjee, A.2    Banerjee, U.C.3
  • 17
    • 28244442793 scopus 로고    scopus 로고
    • Release of an enantioselective nitrilase from Alcaligenes faecalis MTCC 126: A comparative study
    • DOI 10.1007/s00449-005-0013-4
    • Singh R, Banerjee A, Kaul P, Barse B, Banerjee UC (2005) Release of an enantioselective nitrilase from Alcaligenes faecalis MTCC 126: a comparative study. Bioprocess Biosyst Eng 27:415-424 (Pubitemid 41703286)
    • (2005) Bioprocess and Biosystems Engineering , vol.27 , Issue.6 , pp. 415-424
    • Singh, R.1    Banerjee, A.2    Kaul, P.3    Barse, B.4    Banerjee, U.C.5
  • 18
    • 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 (2013) Discovery and characterization of a highly efficient enantioselective mandelonitrile hydrolase from Burkholderia cenocepacia J2315 by phylogeny-based enzymatic substrate specificity prediction. BMC Biotechnol 13:14-24
    • (2013) BMC Biotechnol , vol.13 , pp. 14-24
    • Wang, H.1    Sun, H.2    Wei, D.3
  • 19
    • 78650518883 scopus 로고    scopus 로고
    • Enhanced biotransformation of (R, S)-mandelonitrile to (R)-(-)-mandelic acid with in situ production removal by addition of resin
    • Xue YP, Liu ZQ, Xu M, Wang YJ, Zheng YG, Shen YC (2010) Enhanced biotransformation of (R, S)-mandelonitrile to (R)-(-)-mandelic acid with in situ production removal by addition of resin. Biochem Eng J 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
  • 20
    • 79951675301 scopus 로고    scopus 로고
    • Enantioselective biocatalytic hydrolysis of (R, S)-mandelonitrile for production of (R)-(-)-mandelic acid by a newly isolated mutant strain
    • Xue YP, Xu SZ, Liu ZQ, Zheng YG, Shen YC (2011) Enantioselective biocatalytic hydrolysis of (R, S)-mandelonitrile for production of (R)-(-)-mandelic acid by a newly isolated mutant strain. J In Microbiol Biotechnol 38:337-345
    • (2011) J in Microbiol Biotechnol , vol.38 , pp. 337-345
    • Xue, Y.P.1    Xu, S.Z.2    Liu, Z.Q.3    Zheng, Y.G.4    Shen, Y.C.5
  • 21
    • 34249811759 scopus 로고    scopus 로고
    • Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by a newly isolated nitrilase-producer Alcaligenes sp. ECU0401
    • He YC, Xu JH, Xu Y, Ouyang LM, Pan J (2007) Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by a newly isolated nitrilase-producer Alcaligenes sp. ECU0401. Chin Chem Lett 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
  • 22
    • 77954690311 scopus 로고    scopus 로고
    • Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromidepermeabilized cells of Alcaligenes faecalis ECU0401
    • He YC, Zhang ZJ, Xu JH, Liu YY (2010) Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromidepermeabilized cells of Alcaligenes faecalis ECU0401. J Ind Microbiol Biotechnol 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
  • 23
    • 77950917918 scopus 로고    scopus 로고
    • Efficient production of (R)-(-)-mandelic acid with highly substrate/product tolerant and enantioselective nitrilase of recombinant Alcaligenes sp
    • Zhang ZJ, Xu JH, He YC, Ouyang LM, Liu YY, Imanaka T (2010) Efficient production of (R)-(-)-mandelic acid with highly substrate/product tolerant and enantioselective nitrilase of recombinant Alcaligenes sp. Process Biochem 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
  • 24
    • 79955942496 scopus 로고    scopus 로고
    • Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. ECU0401 and its potential for (R)-(-)-mandelic acid production
    • Zhang ZJ, Xu JH, He YC, Ouyang LM, Liu YY (2011) Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. ECU0401 and its potential for (R)-(-)-mandelic acid production. Bioprocess Biosyst Eng 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
  • 25
    • 79952042445 scopus 로고    scopus 로고
    • Significant enhancement of (R)-mandelic acid production by relieving substrate inhibition of recombinant nitrilase in toluenewater biphasic system
    • Zhang ZJ, Pan J, Liu JF, Xu JH, He YC, Liu YY (2011) Significant enhancement of (R)-mandelic acid production by relieving substrate inhibition of recombinant nitrilase in toluenewater biphasic system. J Biotechnol 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
  • 26
    • 79954575679 scopus 로고    scopus 로고
    • Immobilization of Bacillus subtilis esterase by simple cross-linking for enzymatic resolution of dl-menthyl acetate
    • Zheng GW, Yu HL, Li CX, Pan J, Xu JH (2011) Immobilization of Bacillus subtilis esterase by simple cross-linking for enzymatic resolution of dl-menthyl acetate. J Mol Catal B Enzym 70:138-143
    • (2011) J Mol Catal B Enzym , vol.70 , pp. 138-143
    • Zheng, G.W.1    Yu, H.L.2    Li, C.X.3    Pan, J.4    Xu, J.H.5
  • 27
    • 0041692758 scopus 로고    scopus 로고
    • Synthetic applications of nitrile-converting enzymes
    • DOI 10.2174/1385272033486486
    • Mylerova V, Martinkova L (2003) Synthetic applications of nitrile-converting enzymes. Curr Org Chem 7:1279-1295 (Pubitemid 37086831)
    • (2003) Current Organic Chemistry , vol.7 , Issue.13 , pp. 1279-1295
    • Martinkova, L.1    Mylerova, V.2
  • 28
    • 0442294015 scopus 로고    scopus 로고
    • Biocatalytic Scrubbing of Gaseous Acrylonitrile Using Rhodococcus ruber Immobilized in Synthetic Silicone Polymer (ImmobaSil) Rings
    • DOI 10.1002/bit.10852
    • Roach PCJ, Ramsden DK, Hughes J, Williams P (2004) Biocatalytic scrubbing of gaseous acrylonitrile using Rhodococcus ruber immobilized in synthetic silicone polymer (ImmobaSil) rings. Biotechnol Bioeng 85:450-455 (Pubitemid 38186099)
    • (2004) Biotechnology and Bioengineering , vol.85 , Issue.4 , pp. 450-455
    • Roach, P.C.J.1    Ramsden, D.K.2    Hughes, J.3    Williams, P.4
  • 30
    • 33645960979 scopus 로고    scopus 로고
    • Mild hydrolysis of nitriles by the immobilized nitrilase from Aspergillus niger K10
    • Vejvoda V, Kaplan O, Benzouska K, Martinkova L (2006) Mild hydrolysis of nitriles by the immobilized nitrilase from Aspergillus niger K10. J Mol Catal B Enzym 39:55-58
    • (2006) J Mol Catal B Enzym , vol.39 , pp. 55-58
    • Vejvoda, V.1    Kaplan, O.2    Benzouska, K.3    Martinkova, L.4
  • 31
    • 34948906193 scopus 로고    scopus 로고
    • Cross-linked amorphous nitrilase aggregates for enantioselective nitrile hydrolysis
    • Kaul P, Stolz A, Banerjee UC (2007) Cross-linked amorphous nitrilase aggregates for enantioselective nitrile hydrolysis. Adv Synth Catal 349:2167-2176
    • (2007) Adv Synth Catal , vol.349 , pp. 2167-2176
    • Kaul, P.1    Stolz, A.2    Banerjee, U.C.3
  • 32
    • 78649906228 scopus 로고    scopus 로고
    • Cross-linked enzyme aggregates of recombinant Pseudomonas putida nitrilase for enantioselective nitrile hydrolysis
    • Kumar S, Mohan U, Kamble AL, Powar S, Banerjee UC (2010) Cross-linked enzyme aggregates of recombinant Pseudomonas putida nitrilase for enantioselective nitrile hydrolysis. Bioresour Technol 101:6856-6858
    • (2010) Bioresour Technol , vol.101 , pp. 6856-6858
    • Kumar, S.1    Mohan, U.2    Kamble, A.L.3    Powar, S.4    Banerjee, U.C.5
  • 33
    • 79251469073 scopus 로고    scopus 로고
    • Cross-linked enzyme aggregates as industrial biocatalysts
    • Sheldon RA (2011) Cross-linked enzyme aggregates as industrial biocatalysts. Org Process Res Dev 15:213-233
    • (2011) Org Process Res Dev , vol.15 , pp. 213-233
    • Sheldon, R.A.1
  • 34
  • 36
    • 79251550414 scopus 로고    scopus 로고
    • Significantly enhanced production of recombinant nitrilase by optimization of culture conditions and glycerol feeding
    • Liu JF, Zhang ZJ, Li AT, Pan J, Xu JH (2011) Significantly enhanced production of recombinant nitrilase by optimization of culture conditions and glycerol feeding. Appl Microbiol Biotechnol 89:665-672
    • (2011) Appl Microbiol Biotechnol , vol.89 , pp. 665-672
    • Liu, J.F.1    Zhang, Z.J.2    Li, A.T.3    Pan, J.4    Xu, J.H.5
  • 37
    • 84874059784 scopus 로고    scopus 로고
    • A novel integrated bioprocess for efficient production of (R)-(-)-mandelic acid with immobilized Alcaligenes faecalis ZJUTB10
    • Xue YP, Xu M, Chen HS, Liu ZQ, Wang YJ, Zheng YG (2013) A novel integrated bioprocess for efficient production of (R)-(-)-mandelic acid with immobilized Alcaligenes faecalis ZJUTB10. Org Process Res Dev 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
  • 38
    • 84879199262 scopus 로고    scopus 로고
    • Stereo-selective conversion of mandelonitrile to (R)-(-)-mandelic acid using immobilized cells of recombinant Escherichia coli. 3
    • Pawar SV, Meena VS, Kaushik S, Kamble A, Kumar S, Chisti Y, Banerjee UC (2012) Stereo-selective conversion of mandelonitrile to (R)-(-)-mandelic acid using immobilized cells of recombinant Escherichia coli. 3. Biotech 2:319-326
    • (2012) Biotech , vol.2 , pp. 319-326
    • Pawar, S.V.1    Meena, V.S.2    Kaushik, S.3    Kamble, A.4    Kumar, S.5    Chisti, Y.6    Banerjee, U.C.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.