메뉴 건너뛰기




Volumn 53, Issue 1, 2010, Pages 143-149

Enhanced biotransformation of (R,S)-mandelonitrile to (R)-(-)-mandelic acid with in situ production removal by addition of resin

Author keywords

(R) ( ) mandelic acid; (R,S) mandelonitrile; Biotransformation; In situ product removal; Nitrilase; Product inhibition

Indexed keywords

(R,S)-MANDELONITRILE; BIOTRANSFORMATION; IN-SITU; MANDELIC ACID; NITRILASE; PRODUCT INHIBITION;

EID: 78650518883     PISSN: 1369703X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bej.2010.10.009     Document Type: Article
Times cited : (32)

References (32)
  • 1
    • 67349104184 scopus 로고    scopus 로고
    • Biocatalytic application of nitrilases from Fusarium solani O1 and Aspergillus niger K10
    • Winkler M., Kaplan O., Vejvoda V., Klempier N., Martinkova L. Biocatalytic application of nitrilases from Fusarium solani O1 and Aspergillus niger K10. J. Mol. Catal. B 2009, 59:243-247.
    • (2009) J. Mol. Catal. B , vol.59 , pp. 243-247
    • Winkler, M.1    Kaplan, O.2    Vejvoda, V.3    Klempier, N.4    Martinkova, L.5
  • 3
    • 33746908959 scopus 로고    scopus 로고
    • Enantioselective biotransformations of nitriles in organic synthesis
    • Wang M.X. Enantioselective biotransformations of nitriles in organic synthesis. Top. Catal. 2005, 35:117-130.
    • (2005) Top. Catal. , vol.35 , pp. 117-130
    • Wang, M.X.1
  • 4
    • 47949090688 scopus 로고    scopus 로고
    • Biosynthesis of p-methoxyphenylacetic acid from p-methoxyphenylacetonitrile by immobilized Bacillus subtilis ZJB-063
    • Chen J., Zheng Y.G., Shen Y.C. Biosynthesis of p-methoxyphenylacetic acid from p-methoxyphenylacetonitrile by immobilized Bacillus subtilis ZJB-063. Process Biochem. 2008, 43:978-983.
    • (2008) Process Biochem. , vol.43 , pp. 978-983
    • Chen, J.1    Zheng, Y.G.2    Shen, Y.C.3
  • 5
    • 46749108051 scopus 로고    scopus 로고
    • Biotransformation of p-methoxyphenylacetonitrile into p-methoxyphenylacetic acid by resting cells of Bacillus subtilis
    • Chen J., Zheng Y.G., Shen Y.C. Biotransformation of p-methoxyphenylacetonitrile into p-methoxyphenylacetic acid by resting cells of Bacillus subtilis. Biotechnol. Appl. Biochem. 2008, 50:147-153.
    • (2008) Biotechnol. Appl. Biochem. , vol.50 , pp. 147-153
    • Chen, J.1    Zheng, Y.G.2    Shen, Y.C.3
  • 6
    • 37249026821 scopus 로고    scopus 로고
    • Isolation, identification and characterization of Bacillus subtilis ZJB-063, a versatile nitrile-converting bacterium
    • Zheng Y.G., Chen J., Liu Z.Q., Wu M.H., Xing L.Y., Shen Y.C. Isolation, identification and characterization of Bacillus subtilis ZJB-063, a versatile nitrile-converting bacterium. Appl. Microbiol. Biotechnol. 2008, 77:985-993.
    • (2008) Appl. Microbiol. Biotechnol. , vol.77 , pp. 985-993
    • Zheng, Y.G.1    Chen, J.2    Liu, Z.Q.3    Wu, M.H.4    Xing, L.Y.5    Shen, Y.C.6
  • 7
    • 67349239783 scopus 로고    scopus 로고
    • Isolation and characterization of a novel Arthrobacter nitroguajacolicus ZJUTB06-99, capable of converting acrylonitrile to acrylic acid
    • Shen M., Zheng Y.G., Shen Y.C. Isolation and characterization of a novel Arthrobacter nitroguajacolicus ZJUTB06-99, capable of converting acrylonitrile to acrylic acid. Process Biochem. 2009, 44:781-785.
    • (2009) Process Biochem. , vol.44 , pp. 781-785
    • Shen, M.1    Zheng, Y.G.2    Shen, Y.C.3
  • 8
  • 9
    • 60049084739 scopus 로고    scopus 로고
    • Microbial nitrilases: versatile, spiral forming, industrial enzymes
    • Thuku R.N., Brady D., Benedik M.J., Sewell B.T. Microbial nitrilases: versatile, spiral forming, industrial enzymes. J. Appl. Microbiol. 2009, 106:703-727.
    • (2009) J. Appl. Microbiol. , vol.106 , pp. 703-727
    • Thuku, R.N.1    Brady, D.2    Benedik, M.J.3    Sewell, B.T.4
  • 12
    • 28244442793 scopus 로고    scopus 로고
    • Release of an enantioselective nitrilase from Alcaligenes faecalis MTCC 126: a comparative study
    • Singh R., Banerjee A., Kaul P., Barse B., Banerjee U.C. Release of an enantioselective nitrilase from Alcaligenes faecalis MTCC 126: a comparative study. Bioprocess. Biosyst. Eng. 2005, 27:415-424.
    • (2005) Bioprocess. Biosyst. Eng. , vol.27 , pp. 415-424
    • Singh, R.1    Banerjee, A.2    Kaul, P.3    Barse, B.4    Banerjee, U.C.5
  • 13
    • 0035903842 scopus 로고    scopus 로고
    • Modulation of penicillin acylase properties via immobilization techniques: one-pot chemoenzymatic synthesis of cephamandole from cephalosporin C
    • Terreni M., Pagani G., Ubiali D., Ferndandez-Lafuente R., Mateo C., Guisan J.M. Modulation of penicillin acylase properties via immobilization techniques: one-pot chemoenzymatic synthesis of cephamandole from cephalosporin C. Bioorg. Med. Chem. Lett. 2001, 11:2429-2432.
    • (2001) Bioorg. Med. Chem. Lett. , vol.11 , pp. 2429-2432
    • Terreni, M.1    Pagani, G.2    Ubiali, D.3    Ferndandez-Lafuente, R.4    Mateo, C.5    Guisan, J.M.6
  • 14
    • 40049090038 scopus 로고    scopus 로고
    • Study on the kinetic characteristics of the asymmetric production of R-(-)-mandelic acid with immobilized Saccharomyces cerevisiae FD11b
    • Xiao M.-T., Huang Y.-Y., Ye J., Guo Y.-H. Study on the kinetic characteristics of the asymmetric production of R-(-)-mandelic acid with immobilized Saccharomyces cerevisiae FD11b. Biochem. Eng. J. 2008, 39:311-318.
    • (2008) Biochem. Eng. J. , vol.39 , pp. 311-318
    • Xiao, M.-T.1    Huang, Y.-Y.2    Ye, J.3    Guo, Y.-H.4
  • 15
    • 60649114715 scopus 로고    scopus 로고
    • Biphasic recognition chiral extraction: a novel method for separation of mandelic acid enantiomers
    • Tang K.W., Yi J.M., Huang K.L., Zhang G.L. Biphasic recognition chiral extraction: a novel method for separation of mandelic acid enantiomers. Chirality 2009, 21:390-395.
    • (2009) Chirality , vol.21 , pp. 390-395
    • Tang, K.W.1    Yi, J.M.2    Huang, K.L.3    Zhang, G.L.4
  • 16
    • 33845550636 scopus 로고
    • Resolution of chiral alcohols with mandelic acid
    • Whitesell J.K., Reynolds D. Resolution of chiral alcohols with mandelic acid. J. Org. Chem. 1983, 48:3548-3551.
    • (1983) J. Org. Chem. , vol.48 , pp. 3548-3551
    • Whitesell, J.K.1    Reynolds, D.2
  • 17
    • 0001496799 scopus 로고
    • Chiral discrimination in the structures and energetics of association of stereoisomeric salts of mandelic acid with alfa phenethylamine, ephedrine, and pseudoephedrine
    • Zingg S.P., Amett E.M., McPhail A.T., Bothnerby A.A., Gilkerson W.R. Chiral discrimination in the structures and energetics of association of stereoisomeric salts of mandelic acid with alfa phenethylamine, ephedrine, and pseudoephedrine. J. Am. Chem. Soc. 1988, 110:1565-1580.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 1565-1580
    • Zingg, S.P.1    Amett, E.M.2    McPhail, A.T.3    Bothnerby, A.A.4    Gilkerson, W.R.5
  • 18
    • 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
  • 19
    • 0026632716 scopus 로고
    • Purification and characterization of the nitrilase from Alcaligenes faecalis ATCC 8750 responsible for enantioselective hydrolysis of mandelonitrile
    • Yamamoto K., Fujimatsu I., Komatsu K. Purification and characterization of the nitrilase from Alcaligenes faecalis ATCC 8750 responsible for enantioselective hydrolysis of mandelonitrile. J. Ferment. Bioeng. 1992, 73:425-430.
    • (1992) J. Ferment. Bioeng. , vol.73 , pp. 425-430
    • Yamamoto, K.1    Fujimatsu, I.2    Komatsu, K.3
  • 20
    • 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. Tetrahedr. Asymmetr. 2004, 15:207-211.
    • (2004) Tetrahedr. Asymmetr. , vol.15 , pp. 207-211
    • Kaul, P.1    Banerjee, A.2    Mayilraj, S.3    Banerjee, U.C.4
  • 21
    • 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
  • 22
    • 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
  • 23
    • 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 Y.P., Xu S.Z., Liu Z.Q., Zheng Y.G., Shen Y.C. Enantioselective biocatalytic hydrolysis of (R, S)-mandelonitrile for production of (R)-(-)-mandelic acid by a newly isolated mutant strain. J. Ind. Microbiol. Biotechnol. 2010, 10.1007/s10295-010-0778-6.
    • (2010) J. Ind. Microbiol. Biotechnol.
    • Xue, Y.P.1    Xu, S.Z.2    Liu, Z.Q.3    Zheng, Y.G.4    Shen, Y.C.5
  • 25
    • 33744497820 scopus 로고    scopus 로고
    • In situ product recovery (ISPR) by crystallization: basic principles, design, and potential applications in whole-cell biocatalysis
    • Buque-Taboada E.M., Straathof A.J.J., Heijnen J.J., van der Wielen L.A.M. In situ product recovery (ISPR) by crystallization: basic principles, design, and potential applications in whole-cell biocatalysis. Appl. Microbiol. Biotechnol. 2006, 71:1-12.
    • (2006) Appl. Microbiol. Biotechnol. , vol.71 , pp. 1-12
    • Buque-Taboada, E.M.1    Straathof, A.J.J.2    Heijnen, J.J.3    van der Wielen, L.A.M.4
  • 26
    • 0033213860 scopus 로고    scopus 로고
    • Application of in situ product-removal techniques to biocatalytic processes
    • Lye G.J., Woodley J.M. Application of in situ product-removal techniques to biocatalytic processes. Trends Biotechnol. 1999, 17:395-402.
    • (1999) Trends Biotechnol. , vol.17 , pp. 395-402
    • Lye, G.J.1    Woodley, J.M.2
  • 27
    • 15744378134 scopus 로고
    • In-situ product removal as a tool for bioprocessing
    • Freeman A., Woodley J.M., Lilly M.D. In-situ product removal as a tool for bioprocessing. Biotechnology 1993, 11:1007-1012.
    • (1993) Biotechnology , vol.11 , pp. 1007-1012
    • Freeman, A.1    Woodley, J.M.2    Lilly, M.D.3
  • 28
    • 0031194173 scopus 로고    scopus 로고
    • Production of hexanoic acid by free and immobilised cells of Megasphaera elsdenii: influence of in-situ product removal using ion exchange resin
    • Roddick F.A., Britz M.L. Production of hexanoic acid by free and immobilised cells of Megasphaera elsdenii: influence of in-situ product removal using ion exchange resin. J. Chem. Technol. Biotechnol. 1997, 69:383-391.
    • (1997) J. Chem. Technol. Biotechnol. , vol.69 , pp. 383-391
    • Roddick, F.A.1    Britz, M.L.2
  • 29
    • 69349093367 scopus 로고    scopus 로고
    • Adsorptive bioconversion of ethylene glycol to glycolic acid by Gluconobacter oxydans DSM 2003
    • Wei G.D., Yang X.P., Zhou W.Y., Lin J.P., Wei D.Z. Adsorptive bioconversion of ethylene glycol to glycolic acid by Gluconobacter oxydans DSM 2003. Biochem. Eng. J. 2009, 47:127-131.
    • (2009) Biochem. Eng. J. , vol.47 , pp. 127-131
    • Wei, G.D.1    Yang, X.P.2    Zhou, W.Y.3    Lin, J.P.4    Wei, D.Z.5
  • 30
    • 0034581365 scopus 로고    scopus 로고
    • Production of citric acid from molasses integrated with in-situ product separation by ion-exchange resin adsorption
    • Wang J.L., Wen X.H., Zhou D. Production of citric acid from molasses integrated with in-situ product separation by ion-exchange resin adsorption. Bioresource Technol. 2000, 75:231-234.
    • (2000) Bioresource Technol. , vol.75 , pp. 231-234
    • Wang, J.L.1    Wen, X.H.2    Zhou, D.3
  • 31
    • 67349233862 scopus 로고    scopus 로고
    • Integrated bioprocess for the oxidation of limonene to perillic acid with Pseudomonas putida DSM 12264
    • Mirata M.A., Heerd D., Schrader J. Integrated bioprocess for the oxidation of limonene to perillic acid with Pseudomonas putida DSM 12264. Process Biochem. 2009, 44:764-771.
    • (2009) Process Biochem. , vol.44 , pp. 764-771
    • Mirata, M.A.1    Heerd, D.2    Schrader, J.3
  • 32
    • 35548974646 scopus 로고    scopus 로고
    • Improvement of epothilone B production by in situ removal of ammonium using cation exchange resin in Sorangium cellulosum culture
    • Park S.W., Han S.J., Kim D.S., Sim S.J. Improvement of epothilone B production by in situ removal of ammonium using cation exchange resin in Sorangium cellulosum culture. Biochem. Eng. J. 2007, 37:328-331.
    • (2007) Biochem. Eng. J. , vol.37 , pp. 328-331
    • Park, S.W.1    Han, S.J.2    Kim, D.S.3    Sim, S.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.