Immobilization of phenylalanine dehydrogenase onto Eupergit CM for the synthesis of (S)-2-amino-4-phenylbutyric acid

Journal of Molecular Catalysis B: Enzymatic

Volumn 88, Issue , 2013, Pages 26-31

  Ahmad, A L ^a   Low, E M ^a   Shukor, S R Abd ^a  

^a SCHOOL OF CHEMICAL ENGINEERING   (Malaysia)

Author keywords

(S) 2 amino 4 phenylbutyric acid; Enzyme biocatalysis; Eupergit; Immobilized enzymes; Phenylalanine dehydrogenase

Indexed keywords

ASYMMETRIC SYNTHESIS; COVALENT IMMOBILIZATION; ENANTIOMERIC EXCESS; ENZYME BIOCATALYSIS; ENZYME CARRIERS; ENZYME LOADING; EUPERGIT; IMMOBILIZATION CONDITIONS; IMMOBILIZED ENZYME; OPTIMUM TEMPERATURE; OPTIMUM VALUE; OXIDOREDUCTASES; PERFORMANCE EVALUATION; PH RANGE; PHENYLALANINE DEHYDROGENASE; REDUCTIVE AMINATION; STORAGE STABILITY; UNNATURAL AMINO ACIDS; WEIGHT RATIOS;

AMINATION; AMINES; AMINO ACIDS; LOADING;

ENZYME IMMOBILIZATION;

2 AMINO 4 PHENYLBUTYRIC ACID; ENZYME; PHENYLALANINE DEHYDROGENASE; UNCLASSIFIED DRUG;

ARTICLE; ENANTIOMER; ENZYME SYNTHESIS; IMMOBILIZATION; NONHUMAN; PH; TEMPERATURE; THERMOSTABILITY;

EID: 84870995120     PISSN: 13811177     EISSN: 18733158     Source Type: Journal    
DOI: 10.1016/j.molcatb.2012.11.014     Document Type: Article

References (33)

1. A. Liese Processes, in Industrial Biotransformations 2007 Wiley-VCH Verlag GmbH Weinheim pp. 94-396
2. I. Regla Enzymatic resolution of N-acetyl-homophenylalanine with mammalian kidney acetone powders Tetrahed.: Asym. 15 8 2004 1285 1288
3. S.-K. Hsu Stereoselective synthesis of l-homophenylalanine using the carbamoylase method with in situ racemization via N-acylamino acid racemase Process Biochem. 42 5 2007 856 862
4. B.-K. Cho Asymmetric synthesis of l-homophenylalanine by equilibrium-shift using recombinant aromatic l-amino acid transaminase Biotechnol. Bioeng. 83 2 2003 226 234
5. X. Li An efficient synthesis of chiral homophenylalanine derivatives via enantioselective hydrogenation Tetrahed.: Asym. 10 20 1999 3863 3867
6. H.-H. Lo Asymmetrical synthesis of l-homophenylalanine using engineered Escherichia coli aspartate aminotransferase Biotechnol. Progr. 21 2 2005 411 415
7. A.L. Ahmad, P.C. Oh, and S.R. Abd Shukor Sustainable biocatalytic synthesis of l-homophenylalanine as pharmaceutical drug precursor Biotechnol. Adv. 27 3 2009 286 296
8. C.W. Bradshaw Enzyme-catalyzed asymmetric synthesis of (S)-2-amino-4-phenylbutanoic acid and (R)-2-hydroxy-4-phenylbutanoic acid Bioorg. Chem. 19 1 1991 29 39
9. A.L. Ahmad, P.C. Oh, and S.R.A. Shukor Synthesis of l-homophenylalanine via integrated membrane bioreactor: influence of pH on yield Biochem. Eng. J. 52 2-3 2010 296 300
10. Y. Asano Enzymatic synthesis of (S)-phenylalanine and related (S)-amino acids by phenylalanine dehydrogenase Microbial enzymes and biotransformations- methods in biotechnology 17 2005 141 150
11. C.-H. Kao A novel hydantoinase process using recombinant Escherichia coli cells with dihydropyrimidinase and l-N-carbamoylase activities as biocatalyst for the production of l-homophenylalanine J. Biotechnol. 134 3-4 2008 231 239
12. C.-K. Lo Engineering of the critical residues at the stereochemistry-gate loops of Brevibacillus agri dihydropyrimidinase for the production of l-homophenylalanine Process Biochem. 44 3 2009 309 315
13. M.-C. Yen, W.-H. Hsu, and S.-C. Lin Synthesis of l-homophenylalanine with immobilized enzymes Process Biochem. 45 5 2010 667 674
14. J.A. Silva Immobilization of Candida antarctica lipase B by covalent attachment on chitosan-based hydrogels using different support activation strategies Biochem. Eng. J. 60 0 2012 16 24
15. U. Hanefeld, L. Gardossi, and E. Magner Understanding enzyme immobilisation Chem. Soc. Rev. 38 2 2009 453 468
16. E. Katchalski-Katzir, and D.M. Kraemer Eupergit® C, a carrier for immobilization of enzymes of industrial potential J. Mol. Catal. B: Enzym. 10 1-3 2000 157 176
17. Z.D. Knežević-Jugović The immobilization of enzyme on Eupergit supports by covalent attachment S.D. Minteer, Enzyme Stabilization and Immobilization 2011 Humana Press New York pp. 99-111
18. M.M. Bradford A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding Anal. Biochem. 72 1976 248 254
19. A.L. Ahmad, P.C. Oh, and S.R. Abd Shukor l-homophenylalanine production by reductive amination of 2-oxo-4-phenylbutanoic acid via integrated membrane bioreactor J. Mater. Sci. Eng. A 1 2011 139 145
20. M.D. B An experiment illustrating the effect of immobilisation on enzyme properties Biochem. Educ. 26 4 1998 304 308
21. A.G. de Segura Immobilization of dextransucrase from leuconostocmesenteroides NRRL B-512F on Eupergit C supports Biotechnol. Progr. 20 5 2004 1414 1420
22. R. Lin Immobilization of oxalate decarboxylase to Eupergit abd properties of the immobilized enzyme Prep. Biochem. Biotechnol. 41 2 2011 154 165
23. P. Torres, and F. Batista-Viera Improved biocatalysts based on Bacillus circulans β-galactosidase immobilized onto epoxy-activated acrylic supports: applications in whey processing J. Mol. Catal. B: Enzym. 83 0 2012 57 64
24. L. Lloret Immobilisation of laccase on Eupergit supports and its application for the removal of endocrine disrupting chemicals in a packed-bed reactor Biodegradation 23 3 2012 373 386
25. L. Li Immobilization of the recombinant xylanase B (XynB) from the hyperthermophilic Thermotoga maritima on metal-chelate Eupergit C 250L Enzyme Microb. Technol. 41 3 2007 278 285
26. ® C supports by covalent attachment Biochem. Eng. J. 30 3 2006 269 278
27. M. Guillén, M.D. Benaiges, and F. Valero Immobilization and stability of a Rhizopus oryzae lipase expressed in Pichia pastoris: comparison between native and recombinant variants Biotechnol. Progr. 27 5 2011 1232 1241
28. M.J. Hernaiz, and D.H.G. Crout Immobilization/stabilization on Eupergit C of the β-galactosidase from B. circulans and an α-galactosidase from Aspergillus oryzae Enzyme Microb. Technol. 27 1-2 2000 26 32
29. M.T. Martin Immobilization on Eupergit C of cyclodextrin glucosyltransferase (CGTase) and properties of the immobilized biocatalyst J. Mol. Catal. B: Enzym. 21 4-6 2003 299 308
30. C. López Immobilization of PLP-dependent enzymes with cofactor retention and enhanced stability Biochem. Eng. J. 49 3 2010 414 421
31. ® C supports by covalent attachment Biochem. Eng. J. 30 3 2006 269 278
32. Ö. Alptekin Immobilization of catalase onto Eupergit C and its characterization J. Mol. Catal. B: Enzym. 64 3-4 2010 177 183
33. I.H. Segel Biochemical Calculations How to Solve Mathematical Problems in General Biochemistry 2nd ed. 1976 John Wiley & Sons New York 273-274