Process technology for multi-enzymatic reaction systems

Bioresource Technology

Volumn 115, Issue , 2012, Pages 183-195

  Xue, Rui ^a   Woodley, John M ^a  

^a TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

Author keywords

Biocatalysis; Multi enzymatic synthesis; Process technology; Reactor selection

Indexed keywords

BIOCATALYSIS; ENGINEERING TOOLS; ENZYMATIC SYNTHESIS; FINE CHEMICALS; INDUSTRIAL PRODUCTION; KINETIC MODELS; OPERATING WINDOWS; PROCESS TECHNOLOGIES; REACTION SYSTEM; REACTOR SELECTION; SCALE-UP; SYNTHETIC ORGANIC CHEMISTRY; TECHNOLOGY OPTIONS;

BIOTECHNOLOGY; ENVIRONMENTAL ENGINEERING;

CHEMICAL COMPOUNDS;

12ALPHA HYDROXYSTEROID DEHYDROGENASE; ACYLGLUCOSAMINE 2 EPIMERASE N ACETYLNEURAMINIC ACID ALDOLASE; ALANINE DEHYDROGENASE; ALCOHOL DEHYDROGENASE; BETA GLUCOSIDASE; CATALASE; EPIMERASE; EXOGLUCANASE; FORMATE DEHYDROGENASE; FRUCTOSE BISPHOSPHATE ALDOLASE; GLUCAN GLUCOSIDASE; GLUCAN SYNTHASE; GLUCOSE DEHYDROGENASE; GLUCOSIDASE; GLUTAMATE DEHYDROGENASE; HYDROXYSTEROID DEHYDROGENASE; LACTATE DEHYDROGENASE; MULTIENZYME COMPLEX; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; NUCLEOSIDE MONOPHOSPHATE KINASE; POLYPHOSPHATE KINASE; PROTEIN KINASE; PYRUVATE KINASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE DEHYDROGENASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; TRANSGLUCOSIDASE; TRANSKETOLASE; UNCLASSIFIED DRUG; UNINDEXED DRUG; XYLAN 1,4 BETA XYLOSIDASE; XYLAN ENDO 1,3 BETA XYLOSIDASE;

CATALYSIS; CATALYST; ENZYME ACTIVITY; FERMENTATION; NUMERICAL MODEL; PHARMACEUTICAL INDUSTRY;

BIOCATALYSIS; BIOTRANSFORMATION; CATALYST; COMPUTER ANALYSIS; CONTINUOUS FLOW REACTOR; CONTINUOUS FLUIDIZED BED REACTOR; CONTINUOUS PACKED BED REACTOR; ENZYME ACTIVITY; ENZYME ENGINEERING; ENZYME IMMOBILIZATION; ENZYME KINETICS; ENZYME MECHANISM; ENZYME SPECIFICITY; ENZYME STABILITY; ENZYME STRUCTURE; ENZYME SYNTHESIS; FERMENTATION; FLUIDIZED BED REACTOR; IN VITRO STUDY; IN VIVO STUDY; LIQUID LIQUID EXTRACTION; NONHUMAN; ONE POT SYNTHESIS; PRIORITY JOURNAL; PROCESS TECHNOLOGY; REVIEW; SHEAR STRESS;

BIOCATALYSIS; BIOREACTORS; BIOTECHNOLOGY; ENZYMES; MODELS, BIOLOGICAL;

EID: 84861458813     PISSN: 09608524     EISSN: 18732976     Source Type: Journal    
DOI: 10.1016/j.biortech.2012.03.033     Document Type: Review

References (75)

1. Al-Zuhair S., Dowaidar A., Kamal H. Dynamic modeling of biodiesel production from simulated waste cooking oil using immobilized lipase. Biochem. Eng. J. 2009, 44(2-3):256-262.
2. Baldwin C.V.F., Woodley J.M. On oxygen limitation in a whole cell biocatalytic Baeyer-Villiger oxidation process. Biotechnol. Bioeng. 2006, 95(3):362-369.
3. Bisswanger, H. 2008. Enzyme Kinetics: Principles and Methods, Second Edition. Wiley-VCH Verlag GmbH & Co. KGaA.
4. Blackmond D.G. Reaction progress kinetic analysis: A powerful methodology for mechanistic studies of complex catalytic reactions. Angew. Chem. Int. Ed. 2005, 44(28):4302-4320.
5. Bode L. Human milk oligosaccharides: prebiotics and beyond. Nutr. Rev. 2009, 67:S183-S191.
6. Bommarius A.S., Blum J.K., Abrahamson M.J. Status of protein engineering for biocatalysts: how to design an industrially useful biocatalyst. Curr. Opin. Chem. Biol. 2011, 15(2):194-200.
7. Bommarius A.S., Schwarm M., Drauz K. Biocatalysis to amino acid-based chiral pharmaceuticals-examples and perspectives. J. Mol. Catal. B-Enzym. 1998, 5(1-4):1-11.
8. Bruggink A., Schoevaart R., Kieboom T. Concepts of nature in organic synthesis: cascade catalysis and multistep conversions in concert. Org. Process Res. Dev. 2003, 7(5):622-640.
9. Bülow L., Mosbach K. Multienzyme systems obtained by gene fusion. Trends Biotechnol. 1991, 9(1):226-231.
10. Burton S.G., Cowan D.A., Woodley J.M. The search for the ideal biocatalyst. Nat. Biotech. 2002, 20(1):37-45.
11. Cao L., Langen L.V., Sheldon R.A. Immobilised enzymes: carrier-bound or carrier-free?. Curr. Opin. Biotechnol. 2003, 14(4):387-394.
12. Chenault H., Whitesides G. Regeneration of nicotinamide cofactors for use in organic synthesis. Appl. Biochem. Biotechnol. 1987, 14(2):147-197.
13. Crestini C., Melone F., Saladino R. Novel multienzyme oxidative biocatalyst for lignin bioprocessing. Bioorgan. Med. Chem. 2011, 19(16):5071-5078.
14. Doig S.D., Simpson H., Alphand V., Furstoss R., Woodley J.M. Characterization of a recombinant Escherichia coli TOP10 [pQR239] whole-cell biocatalyst for stereoselective Baeyer-Villiger oxidations. Enzym. Microb. Technol. 2003, 32(3-4):347-355.
15. Esteghlalian A.R., Bilodeau M., Mansfield S.D., Saddler J.N. Do enzymatic hydrolyzability and simons' stain reflect the changes in the accessibility of lignocellulosic substrates to cellulase enzymes?. Biotechnol. Prog. 2001, 17(6):1049-1054.
16. Fernandes J.F.A., McAlpine M., Halling P.J. Operational stability of subtilisin CLECs in organic solvents in repeated batch and in continuous operation. Biochem. Eng. J. 2005, 24(1):11-15.
17. Galaev I.Y., Mattiasson B. 'Smart' polymers and what they could do in biotechnology and medicine. Trends Biotechnol. 1999, 17(8):335-340.
18. Galkin A., Kulakova L., Yamamoto H., Tanizawa K., Tanaka H., Esaki N., Soda K. Conversion of [alpha]-keto acids to -amino acids by coupling of four enzyme reactions. J. Ferment. Bioeng. 1997, 83(3):299-300.
19. Goldberg K., Schroer K., Lütz S., Liese A. Biocatalytic ketone reduction-a powerful tool for the production of chiral alcohols-part I: processes with isolated enzymes. Appl. Microbiol. Biotechnol. 2007, 76(2):237-248.
20. Goldberg K., Schroer K., Lütz S., Liese A. Biocatalytic ketone reduction-a powerful tool for the production of chiral alcohols-part II: whole-cell reductions. Appl. Microbiol. Biotechnol. 2007, 76(2):249-255.
21. Gómez J.L., Bódalo A., Gómez E., Hidalgo A.M., Gómez M., Murcia M.D. Experimental behaviour and design model of a fluidized bed reactor with immobilized peroxidase for phenol removal. Chem. Eng. J. 2007, 127(1-3):47-57.
22. Helton J.C. Uncertainty and sensitivity analysis in the presence of stochastic and subjective uncertainty. J. Stat. Comput. Simul. 1997, 57(1):3-76.
23. Hu S., Chen J., Yang Z., Shao L., Bai H., Luo J., Jiang W., Yang Y. Coupled bioconversion for preparation of N-acetyl-neuraminic acid using immobilized N-acetyl-glucosamine-2-epimerase and N-acetyl-neuraminic acid lyase. Appl. Microbiol. Biotechnol. 2010, 85(5):1383-1391.
24. Iturrate L., Sanchez-Moreno I., Doyaguez E.G., Garcia-Junceda E. Substrate channelling in an engineered bifunctional aldolase/kinase enzyme confers catalytic advantage for C-C bond formation. Chem. Commun. 2009, 13:1721-1723.
25. Kim P.-Y., Pollard D.J., Woodley J.M. Substrate supply for effective biocatalysis. Biotechnol. Prog. 2007, 23(1):74-82.
26. Koeller K.M., Wong C.-H. Synthesis of complex carbohydrates and glycoconjugates: enzyme-based and programmable one-pot strategies. Chem. Rev. 2000, 100(12):4465-4494.
27. Koszelewski D., Lavandera I., Clay D., Rozzell D., Kroutil W. Asymmetric synthesis of optically pure pharmacologically relevant amines employing ω-transaminases. Adv. Synth. Catal. 2008, 350(17):2761-2766.
28. Kuberan B., Lech M.Z., Beeler D.L., Wu Z.L., Rosenberg R.D. Enzymatic synthesis of antithrombin III-binding heparan sulfate pentasaccharide. Nat. Biotech. 2003, 21(11):1343-1346.
29. Lee J.-O., Yi J.-K., Lee S.-G., Takahashi S., Kim B.-G. Production of N-acetylneuraminic acid from N-acetylglucosamine and pyruvate using recombinant human renin binding protein and sialic acid aldolase in one pot. Enzym. Microb. Technol. 2004, 35(2-3):121-125.
30. Lilly M.D., Woodley J.M. A structured approach to design and operation of biotransformation processes. J. Ind. Microbiol. Biotechnol. 1996, 17(1):24-29.
31. Liu Z., Zhang J., Chen X., Wang P.G. Combined biosynthetic pathway for de novo production of udp-galactose: Catalysis with multiple enzymes immobilized on agarose beads. Chem. Bio. Chem. 2002, 3(4):348-355.
32. López-Gallego F., Betancor L., Sio C.F., Reis C.R., Jimenez P.N., Guisan J.M., Quax W.J., Fernandez-Lafuente R. Evaluation of different glutaryl acylase mutants to improve the hydolysis of cephalosporin C in the absence of hydrogen peroxide. Adv. Synth. Catal. 2008, 350(2):343-348.
33. López C., Moreira M.T., Feijoo G., Lema J.M. Economic comparison of enzymatic reactors and advanced oxidation processes applied to the degradation of phenol as a model compound. Biocatal. Biotransfor. 2011, 29(6):344-353.
34. Lye G.J., Woodley J.M. Application of in situ product-removal techniques to biocatalytic processes. Trends Biotechnol. 1999, 17(10):395-402.
35. 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-Asymmetr. 2006, 17(3):320-323.
36. Meyer A.S., Rosgaard L., Sørensen H.R. The minimal enzyme cocktail concept for biomass processing. J. Cereal Sci. 2009, 50(3):337-344.
37. Monti D., Ferrandi E.E., Zanellato I., Hua L., Polentini F., Carrea G., Riva S. One-pot multienzymatic synthesis of 12-ketoursodeoxycholic acid: Subtle cofactor specificities rule the reaction equilibria of five biocatalysts working in a row. Adv. Synth. Catal. 2009, 351(9):1303-1311.
38. Nakamura C.E., Whited G.M. Metabolic engineering for the microbial production of 1,3-propanediol. Curr. Opin. Biotechnol. 2003, 14(5):454-459.
39. Patel R.N. Enzymatic synthesis of chiral intermediates for drug development. Adv. Synth. Catal. 2001, 343(6-7):527-546.
40. Pilone M.S. d-Amino acid oxidase: new findings. Cell. Mol. Life Sci. 2000, 57(12):1732-1747.
41. Pollard D.J., Woodley J.M. Biocatalysis for pharmaceutical intermediates: the future is now. Trends Biotechnol. 2007, 25(2):66-73.
42. Riebel B.R., Gibbs P.R., Wellborn W.B., Bommarius A.S. Cofactor regeneration of both NAD+ from NADH and NADP+ from NADPH:NADH Oxidase from Lactobacillus sanfranciscensis. Adv. Synth. Catal. 2003, 345(6-7):707-712.
43. Rios G.M., Belleville M.P., Paolucci D., Sanchez J. Progress in enzymatic membrane reactors - a review. J. Membrane Sci. 2004, 242(1-2):189-196.
44. Roessner C.A., Scott A.I. Genetically engineered synthesis of natural products: from alkaloids to corrins. Annu. Rev. Microbiol. 1996, 50:467-490.
45. Romero P.A., Arnold F.H. Exploring protein fitness landscapes by directed evolution. Nat. Rev. Mol. Cell. Biol. 2009, 10(12):866-876.
46. Römisch W., Eisenreich W., Richter G., Bacher A. Rapid one-pot synthesis of riboflavin isotopomers. J. Org. Chem. 2002, 67(25):8890-8894.
47. Santacoloma, P.A., Sin, G.r., Gernaey, K.V., Woodley, J.M. 2010. Multienzyme-catalyzed processes: next-generation biocatalysis. Org. Process Res. Dev., 15(1) 203-212.
48. Sauerzapfe, B., Elling, L. 2008. Multi-Enzyme Systems for the Synthesis of Glycoconjugates. in: Multi-Step Enzyme Catalysis, Wiley-VCH Verlag GmbH & Co. KGaA, pp. 83-107.
49. Schoevaart R., van Rantwijk F., Sheldon R.A. A four-step enzymatic cascade for the one-pot synthesis of non-natural carbohydrates from glycerol. J. Org. Chem. 2000, 65(21):6940-6943.
50. Schultheisz H.L., Szymczyna B.R., Scott L.G., Williamson J.R. Pathway engineered enzymatic de novo purine nucleotide synthesis. ACS Chem. Biol. 2008, 3(8):499-511.
51. Seisser B., Lavandera I., Faber K., Spelberg J.H.L., Kroutil W. Stereo-complementary two-step cascades using a two-enzyme system leading to enantiopure epoxides. Adv. Synth. Catal. 2007, 349(8-9):1399-1404.
52. Sheldon R.A. Enzyme immobilization: the quest for optimum performance. Adv. Synth. Catal. 2007, 349(8-9):1289-1307.
53. Sheldon R.A. Green solvents for sustainable organic synthesis: state of the art. Green Chem. 2005, 7(5):267-278.
54. Sin G., Meyer A.S., Gernaey K.V. Assessing reliability of cellulose hydrolysis models to support biofuel process design - Identifiability and uncertainty analysis. Comput. Chem. Eng. 2010, 34(9):1385-1392.
55. Sørensen H.R., Pedersen S., Jørgensen C.T., Meyer A.S. Enzymatic hydrolysis of wheat arabinoxylan by a recombinant " Minimal" enzyme cocktail containing β-xylosidase and novel endo-1,4-β-xylanase and α-l-arabinofuranosidase activities. Biotechnol. Prog. 2007, 23(1):100-107.
56. Sotoft, L.F. 2010. Biodiesel production with enzymes and membranes (PhD Thesis). Institute of Chemical Engineering, Biotechnology and Environmental Technology, Faculty of Engineering, University of Southern Denmark.
57. Sun Y., Cheng J. Hydrolysis of lignocellulosic materials for ethanol production: a review. Bioresour. Technol. 2002, 83(1):1-11.
58. Tischer W., Kasche V. Immobilized enzymes: crystals or carriers?. Trends Biotechnol. 1999, 17(8):326-335.
59. Truppo M.D., Rozzell J.D., Turner N.J. Efficient production of enantiomerically pure chiral amines at concentrations of 50g/L using transaminases. Org. Process Res. Dev. 2009, 14(1):234-237.
60. Tufvesson P., Fu W., Jensen J.S., Woodley J.M. Process considerations for the scale-up and implementation of biocatalysis. Food Bioprod. Process. 2010, 88(1):3-11.
61. Tufvesson P., Lima-Ramos J., Jensen J.S., Al-Haque N., Neto W., Woodley J.M. Process considerations for the asymmetric synthesis of chiral amines using transaminases. Biotechnol. Bioeng. 2011, 108(7):1479-1493.
62. Turner N.J. Directed evolution drives the next generation of biocatalysts. Nat. Chem. Biol. 2009, 5(8):567-573.
63. van de Velde F., Lourenço N.D., Bakker M., van Rantwijk F., Sheldon R.A. Improved operational stability of peroxidases by coimmobilization with glucose oxidase. Biotechnol. Bioeng. 2000, 69(3):286-291.
64. Warnecke T., Gill R. Organic acid toxicity, tolerance, and production in Escherichia coli biorefining applications. Microb. Cell Fact. 2005, 4(1):25.
65. Weckbecker, A., Hummel, W. 2005. Glucose Dehydrogenase for the Regeneration of NADPH and NADH. in: Microbial Enzymes and Biotransformations, (Ed.) J.L. Barredo, Vol. 17, Humana Press, pp. 225-238.
66. Weijers C.A.G.M., Franssen M.C.R., Visser G.M. Glycosyltransferase-catalyzed synthesis of bioactive oligosaccharides. Biotechnol. Adv. 2008, 26(5):436-456.
67. Wichmann, R., Vasic-Racki, D. 2005. Cofactor Regeneration at the Lab Scale. in: U. Kragl (Ed.), Technology Transfer in Biotechnology, Vol. 92, Springer Berlin/Heidelberg, pp. 225-260.
68. Woodley, J.M. 2006. Microbial Biocatalytic Processes and Their Development. in: S.S. Allen I. Laskin, M.G. Geoffrey (Eds.), Advances in Applied Microbiology. vol. 60, Academic Press, pp. 1-15.
69. Woodley J.M., Bisschops M., Straathof A.J.J., Ottens M. Future directions for in-situ product removal (ISPR). J. Chem. Technol. Biotechnol. 2008, 83(2):121-123.
70. Woodley, J.M., Lilly, M.D. 1994. Biotransformation reactor selection and operation. in: J.M.S. Cabral, D. Best, L. Boross, J. Tramper (Eds.), Applied Biocatalysis, Harwood Academic, pp. 371.
71. Woodley J.M., Titchener-Hooker N.J. The use of windows of operation as a bioprocess design tool. Bioprocess Biosyst. Eng. 1996, 14(5):263-268.
72. Yang K., Xu N.-S., Su W.W. Co-immobilized enzymes in magnetic chitosan beads for improved hydrolysis of macromolecular substrates under a time-varying magnetic field. J. Biotechnol. 2010, 148(2-3):119-127.
73. Yang Y., Chase H.A. Immobilization of alpha-amylase on poly(vinyl alcohol)-coated perfluoropolymer supports for use in enzyme reactors. Biotechnol. Appl. Biochem. 1998, 28(Pt 2):145-154.
74. Zheng M., Zhang S., Ma G., Wang P. Effect of molecular mobility on coupled enzymatic reactions involving cofactor regeneration using nanoparticle-attached enzymes. J. Biotechnol. 2011, 154(4):274-280.
75. Zimmermann V., Hennemann H.-G., Daußmann T., Kragl U. Modelling the reaction course of N-acetylneuraminic acid synthesis from N-acetyl-glucosamine-new strategies for the optimisation of neuraminic acid synthesis. Appl. Microbiol. Biotechnol. 2007, 76(3):597-605.