Strategies for improving enzymes for efficient biocatalysis

Food Technology and Biotechnology

Volumn 42, Issue 4, 2004, Pages 251-264

  Adamczak, Marek ^a   Krishna, Sajja Hari ^b  

^a UNIVERSITY OF WARMIA AND MAZURY IN OLSZTYN   (Poland)

^b EMORY UNIVERSITY   (United States)

Author keywords

Biocatalysis; Biocatalyst engineering; Directed evolution; Enzyme; Medium engineering

Indexed keywords

BIOCATALYSIS; BIOCATALYST ENGINEERING; DIRECTED EVOLUTION; MEDIUM ENGINEERING; AGROCHEMICAL INDUSTRIES; BIOCATALYTIC PROCESS; ENZYME MODIFICATION; MICROBIAL SCREENING; NON-AQUEOUS SOLVENTS; PROTEIN ENGINEERING;

COMPUTATIONAL METHODS; CONFORMATIONS; DNA; DRUG PRODUCTS; ENZYMES; GENES; MICROORGANISMS; ORGANIC SOLVENTS; PH EFFECTS; BIOCATALYSTS; BIOCHEMICAL ENGINEERING; GENE ENCODING; GENETIC ENGINEERING; SOLVENTS;

BIOCATALYSTS; ENZYMES;

EID: 11044221115     PISSN: 13309862     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (227)

1. K. Drauz, H. Waldmann: Enzyme Catalysis in Organic Synthesis, Wiley-VCH, Weinheim (2002).
2. H. E. Schoemaker, D. Mink, M. G. Wubbolts, Dispelling the myths - biocatalysis in industrial synthesis, Science, 299 (2003) 1694-1697.
3. F. H. Arnold, A. Glieder, Chemistry and biotechnology: a productive union meets new challenges, Curr. Opin. Chem. Bid. 14(2003) 567-569.
4. G. W. Huisman, D. Gray, Towards novel processes for the fine-chemical and pharmaceutical industries, Curr. Opin. Biotechnol. 13 (2002) 352-358.
5. M. Y. Galperin, A. J. M. Baker, Environmental biotechnology: From biofouling to bioremediation: the good, the bad and the vague, Curr. Opin. Biotechnol. 15 (2004) 167-169.
6. R. E. Parales, J. D, Haddock, Biocatalytic degradation of pollutants, Curr. Opin. Biotechnol. 15 (2004) 374-379.
7. A. M. Klibanov, Improving enzymes by using them in organic solvents, Nature, 409 (2001) 241-246.
8. G. Carrea, S. Riva, Properties and synthetic applications of enzymes in organic solvents, Angew. Chem.-Int. Edit. 39 (2000) 2226-2254.
9. F. C. Marhuenda-Egea, M. J. Bonete, Extreme halophilic enzymes in organic solvents, Curr. Opin. Biotechnol. 13 (2002) 385-389
10. D. Georlette, V. Blaise, T. Collins, S. D'Amico, E. Gratia, A. Hoyoux, J.-C. Marx, G. Sonan, G. Feller, C. Gerday, Some like it cold: biocatalysis at low temperatures, FEMS Microbiol. Rev. 28 (2004) 25-42.
11. R. N. Patel: Siereoselective Biocatalysis, Marcel Dekker, Amsterdam (1999).
12. K. Faber: Biotransformations in Organic Chemistry, Wiley-VCH, Berlin (2000).
13. A. Liese, K. Seelbach, C. Wandrey: Industrial Biotransformations, Wiley-VCH, Weinheim (2000).
14. A. J. J. Straathof, P. Adlercreutz: Applied Biocatalysis, Harwood Scientific Publishers, Amsterdam (2000).
15. A. Steinreiber, K. Faber, Microbial epoxide hydrolases for preparative biotransformations, Curr. Opin. Biotechnol. 12 (2001) 552-558.
16. U. T. Bornscheuer, Microbial carboxyl esterases: classification, properties and application in biocatalysis, FEMS Microbiol. Rev. 733 (2002) 1-9.
17. K.-E. Jaeger, T. Eggert, Lipases for biotechnology, Curr. Opin. Biotechnol. 13 (2002) 390-397.
18. R. N. Patel, Microbial/enzymatic synthesis of chiral intermediates for pharmaceuticals, Enzyme Microb. Technol. 31 (2002) 804-826.
19. H. S. Ro, H. P. Hong, B. H. Kho, S. Kim, B. H. Chung, Genome-wide cloning and characterization of microbial esterases, FEMS Microbiol. Lett. 233 (2004) 97-105.
20. A. M. Klibanov, Asymmetric enzymatic oxidoreductions in organic solvents, Curr. Opin. Biotechnol. 14 (2003) 427-431.
21. J. D. Rozzell, Commercial scale biocatalysis: myths and realities, Bioorg. Med. Chem. 7 (1999) 2253-2261.
22. J. P. Rasor, E. Voss, Enzyme-catalyzed processes in pharmaceutical industry, Appl. Catal. A-Cen. 221 (2001) 145-158.
23. S. J. Benkovic, S. Hammes-Schiffer, A perspective on enzyme catalysis, Science, 301 (2003) 1196-1202.
24. A. S. Bommarius, B. R. Riebel: Biocatalysis, Wiley-VCH, Weinheim (2004).
25. A. Zaks, A. M. Klibanov, Enzymatic catalysis in nonaqueous solvents, J. Biol. Chem. 263 (1988) 3194-3201.
26. A. Zaks, A. M. Klibanov, The effect of water on enzyme action in organic media, J. Biol. Chem. 263 (1988) 8017-8021.
27. A. M. Klibanov, Why enzymes are less active in organic solvents than in water? Trends Biotechnol. 15 (1997) 97-101.
28. L. Dai, A. M. Klibanov, Striking activation of oxidative enzymes suspended in nonaqueous media, Proc. Natl. Acad. Sci. USA, 96 (1999) 9475-9478.
29. P. J. Hailing, Biocatalysis in low-water media: understanding effects of reaction conditions, Curr. Opin. Chem. Biol. 4 (2000) 74-80.
30. P. J. Hailing, Salt hydrates for water activity control with biocatalysis in organic media, Biotechnol. Techn. 6 (1992) 271-276.
31. E. Wehtje, J. Kaur, P. Adlercreutz, S. Chand, B. Mattiasson, Water activity control in enzymatic esterification processes, Enzyme Microb. Technol. 21 (1997) 502-510.
32. M. Goldberg, F. Parvaresh, D. Thomas, M. D, Legoy, Enzymatic ester synthesis with continuous measurement of water activity, Biochim. Biophys. Ada, 957 (1988) 359-362.
33. T. Theppakorn, P. Kanasawud, P. J. Hailing, Effect of solid-state buffers on the catalytic activity of papain in low water media, Enzyme Microb. Technol. 32 (2003) 828-836.
34. J. A. Berberich, J. L. Kaar, A. J. Russell, Use of salt hydrate pairs to control water activity for enzyme catalysis in ionic liquids, Biotechnol. Progr. 19 (2003) 1029-1032.
35. M. J. Alston, R. B. Freedman, A comparison of lipase-catalysed ester and lactone synthesis in low-water systems: analysis of optimum water activity, Biotechnol. Bioeng. 77 (2002) 641-650.
36. M. Persson, D. Castes, E. Wehtje, P. Adlercreutz, Effects of solvent, water activity and temperature on lipase and hydroxynitryle lyase enantioselectivity, Enzyme Microb. Technol. 30 (2002) 916-923.
37. M. Eckstein, P. Wasserscheid, U. Kragl, Enhanced enantio-selectivity of lipase from Pseudomonas sp. at high temperatures and fixed water activity in the ionic liquid, 1-butyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]amide, Biotechnol. Lett. 24 (2002) 763-767.
38. S. Hashimoto, A. Ozaki, Whole microbial cell processes for manufacturing amino acids, vitamins or ribonucleotides, Curr. Opin. Biotechnol. 10 (1999) 604-608.
39. J. Ogawa, S. Shimizu, Microbial enzymes: new industrial applications from traditional screening methods, Trends Biotechnol. 17 (1999) 13-20.
40. B. Schulze, M. G. Wubbolts, Biocatalysis for industrial production of fine chemicals, Curr. Opin. Biotechnol. 10 (1999) 609-615.
41. P. S. J. Cheetham, Case Studies in the Application of Biocatalysts for the Production of (Bio)Chemicals. In: Applied Biocatalysis, A. J. J. Straathof, P. Adlercreutz (Eds.), Harwood Scientific Publishers, Amsterdam (2000) pp. 93-152.
42. R. A. Gross, A. Kumar, B. Kalra, Polymer synthesis by in vitro enzyme catalysis, Chem. Rev. 101 (2001) 2097-2124.
43. S. M. Roberts, Preparative biotransformations, J. Chem. Soc.-Perkin Trans. I (9) (2001) 1475-1499.
44. A. Schmid, J. S. Dordick, B. Hauer, A. Kiener, M. Wubbolts, B. Witholt, Industrial biocatalysis: Today and tomorrow, Nature, 409 (2001) 258-268.
45. A. Zaks, Industrial biocatalysis, Curr. Opin. Chem. Biol. 5 (2001) 130-136.
46. M. Manzoni, N. Rollini, Biosynthesis and biotechnological production of statins by filamentous fungi and application of these cholesterol-lowering drugs, Appl. Microbiol. Biotechnol. 58 (2002) 555-564.
47. A. J. J. Straathof, S. Panke, A. Schmid, The production of fine chemicals by biotransformation, Curr. Opin. Biotechnol. 13 (2002) 548-556.
48. S. M. Thomas, R. DiCosimo, V. Nagarajan, Biocatalysis: applications and potentials for the chemical industry, Trends Biotechnol. 20 (2002) 238-242.
49. J. B. van Beilen, Z. Li, Enzyme technology: an overview, Curr. Opin. Biotechnol. 13 (2002) 338-344.
50. M. Vellard, The enzyme as drug: Application of enzymes as pharmaceuticals, Curr. Opin. Biotechnol. 14 (2003) 444-450.
51. S. Panke, M. Held, M. Wubbolts, Trends and innovations in industrial biocatalysis for the production of fine chemicals, Curr. Opin. Biotechnol. 15 (2004) 272-279.
52. S. Kumar, C. Wittmann, E. Heinzle, Minibioreactors, Biotechnol. Lett. 26 (2004) 1-10.
53. D. E. Robertson, J. A. Chaplin, G. DeSantis, M. Podar, M. Madden, E, Chi, T. Richardson, A. Milan, M. Miller, D. P. Weiner, K. Wong, J. McQuaid, B. Farwell, L. A. Preston, X. Tan, M. A. Snead, M. Keller, E. Mathur, P. L. Kretz, M. J. Burk, J. M. Short, Exploring nitrilase sequence space for enantioselective catalysis, Appl. Environ. Microbiol. 70 (2004) 2429-2436.
54. U. T. Bornscheuer: Assay Systems for Screening or Selection of Biocatalysts. In: Enzyme Functionality: Design, Engineering and Screening, A. Svendsen (Ed.), Marcel Dekker, Inc., New York (2003) pp. 149-182.
55. M. Konarzycka-Bessler, U. T. Bomscheuer, A high-through-put-screening method for determination the synthetic activity of hydrolases, Angetv. Chem.-Int. Edit. 42 (2003) 14181420.
56. E. Nyfeler, J. Grognux, D. Wahler, J.-L. Reymond, A sensitive and selective high-throughput screening fluorescence assay for Upases and esterases, Helv. Chim. Acta, 86 (2003) 2919-2927.
57. E. Leroy, N. Bensel, J.-L. Reymond, A low background high-throughput screening (HTS) fluorescence assay for Upases and esterases using acyloxymethylethers of umbelliferone, Bioorg. Med. Chem. Lett. 13 (2003) 2105-2108.
58. D. Wahler, J.-L. Reymond, Novel methods for biocatalyst screening, Curr. Opin. Chem. Biol. 5 (2001) 152-158.
59. D. Wahler, J.-L. Reymond, High-throughput screening for biocatalysts, Curr. Opin. Biotechnol. 12 (2001) 535-544.
60. R. Daniel, The soil metagenome - a rich resource for the discovery of novel natural products, Curr. Opin. Biotechnol. 15 (2004) 199-204.
61. P. D. Schloss, J. Handelsman, Biotechnological prospects from metagenomics, Curr. Opin. Biotechnol. 14 (2003) 303-310.
62. P. Lorenz, K. Liebeton, F. Niehaus, J. Eck, Screening for novel enzymes for biocatalytic processes: accessing the metagenome as a resource of novel functional sequence space, Curr. Opin. Biotechnol. 13 (2002) 572-577.
63. M. R. Rondon, P. R. August, A. D. Bettermann, S. F. Brady, T. H. Grossman, M. R. Lues, K. A. Loiacono, B. A. Lynch, I. A. MacNeil, C. Minor, C. L. Tiong, M. Gilman, M. S. Osburne, J. Clardy, J. Handelsman, R. M, Goodman, Cloning the soil metagenome: a strategy for accessing the genetic and functional diversity of uncultured microorganisms, Appl. Environ. Microbiol. 66 (2000) 2541-2547.
64. J. Handelsman, L. P. Wackett, Ecology and industrial microbiology. Microbial diversity - sustaining the Earth and industry, Curr. Opin. Microbiol. 5 (2002) 237-239.
65. V. Torsvik, L. Ovreas, Microbial diversity and function in soil: from genes to ecosystems, Curr. Opin. Microbiol. 5 (2002) 240-245.
66. C. Schiraldi, M. De Rosa, The production of biocatalysts and biomolecules from extremophiles, Trends Biotechnol. 20 (2002) 515-521.
67. U. T. Bornscheuer, R. J. Kazlauskas, Catalytic promiscuity in biocatalysis: using old enzymes to form new bonds and follow new pathways, Angew. Chem.-Int. Edit. 42 (2004) 6032-6040.
68. A. E. Todd, C. A. Orengo, J. M. Thornton, Plasticity of enzyme active sites, Trends Biochem. Sei. 27 (2002) 419-426.
69. S. H. Krishna, N. G. Karanth, Lipases and lipase-catalyzed esterification reactions in nonaqueous media, Catal. Rev. Sci. Eng. 44 (2002) 499-591.
70. U. T. Bornscheuer: Enzymes in Lipid Modification, Wiley-VCH, Weinheim (2000).
71. A. Pandey, S. Benjamin, C. R. Soccol, P. Nigam, N. Krieger, V. T. Soccol, The realm of microbial lipases in biotechnology, Biotechnol. Appl. Biochem. 29 (1999) 119-131.
72. R. Nandakumar, K. Yoshimune, M. Wakayama, M. Moriguchi, Microbial glutaminase: biochemistry, molecular approaches and applications in the food industry, J. Mol, Catal. B-Enzym. 23 (2003) 87-100.
73. G. Perugino, A. Trincone, M. Rossi, M. Moracci, OHgosaccharide synthesis by glycosynthases, Trends Biotechnol 22 (2004) 31-37.
74. B. M. de Roode, A. C. R. Franssen, A. Van der Padt, R. M. Boom, Perspectives for the industrial enzymatic production of glycosides, Biotechnol. Progr. 19 (2003) 1391-1402.
75. C. A. G. M. Weijers, J. A. M. de Bont, Epoxide hydrolases from yeasts and other sources: versatile tools in biocatalysis, J. Mol. Catal B-Enzym. 6 (1999) 199-214.
76. E. de Vriese, D. B. Janssen, Biocatalyic conversion of epoxides, Curr. Opin. Biotechnol 14 (2003) 414-420.
77. V. Alphand, G. Carrea, R. Wohlgemuth, R. Furstoss, M. Woodley, Towards large-scale synthetic applications of Baeyer-Villiger monooxygenases, Trends Biotechnol. 21 (2003) 318-323.
78. S. G. Burton, Oxidizing enzymes as biocatalysts, Trends Biotechnol. 21 (2003) 543-549.
79. J. B. van Beilen, W. A. Duetz, A. Schmid, B, Witholt, Practical issues in the application of oxygenases, Trends Biotechnol. 21 (2003) 170-177.
80. G.-J. ten Brink, I. W. C. E. Arends, R. A. Sheldon, The Bayer-Villiger reaction: towards greener procedures, Chem. Rev. 104 (2004) 4105-4123.
81. A. Pandey, P. Nigam, C. R. Soccol, V. T. Soccol, D. Singh, R. Mohan, Advances in microbial amylases, Biotechnol. Appl. Biochem. 31 (2000) 135-152.
82. S. W. May, Applications of oxidoreductases, Curr. Opin. Biotechnol. 10 (1999) 370-375.
83. S. Nanda, J. P. Yadav, Lipoxygenase biocatalysis: a survey of asymmetric oxygenation, J. Mol Catal. B-Enzym. 26 (2003) 3-28.
84. S. T, Prigge, J. C. Boyington, M. Faig, K. S. Doctor, B. J. Gaffney, L. M. Amzel, Structure and mechanism of lipoxygenase, Biochimie, 79 (1997) 629-636.
85. C. O'Reilly, P. D. Turner, The nitrilase family of CN hydrolysing enzymes - a comparative study, J. Appl Microbiol 95 (2003) 1161-1174.
86. A. Zaks, A. M. Klibanov, Enzyme-catalyzed processes in organic solvents, Proc. Natl. Acad. Sei. USA, 82 (1985) 3192-3196.
87. K. Watanabe, S. I. Ueji, Dimethyl sulfoxide as a co-solvent dramatically enhances the enantioselectivity in lipase-catalyzed resolutions of 2-phenoxypropionic acyl derivatives, J. Chem. Soc.-Perkin Trans. I (12) (2001) 1386-1390.
88. S. I. Ueji, M. Nishimura, R. Kudo, R. Matsumi, K. Watanabe, Y. Ebara, A dramatic improvement of enantioselectivity of lipase in organic solvents by addition of aqueous SDS: A close correlation between enantioselectivity and conformational flexibility of lipase, Chem. Lett. 30 (2001) 912-913.
89. S. I. Ueji, H. Tanaka, T. Hanaoka, A. Ueda, K. Watanabe, K. Kaihatsu, Y. Ebara, Effects of chemical modification of lipase on its enantioselectivity in organic solvents, Chem. Lett. 30 (2001) 1066-1067.
90. H. Iding, B. Wirz, M. Rogers-Evans, Chemo-enzymatic preparation of chiral 3-aminopyrrolidine derivatives, Tetrahedron, 60 (2004) 647-653.
91. Y. Hirose, K. Kariya, I. Sasaki, Y. Kurono, H. Ebiike, K. Achiwa, Drastic solvent effect on lipase-catalyzed enantioselective hydrolysis of prochiral 1,4-dihydropyridines, Tetrahedron Lett. 33 (1992) 7157-7160.
92. P. J. Hailing, Thermodynamic predictions for biocatalysis in nonconventional media: Theory, tests, and recommendations for experimental design and analysis, Enzyme Microb. Technol. 16 (1994) 178-206.
93. M. T. Reetz, Lipases as practical biocatalysts, Curr. Opin. Chem. Biol. 6 (2002) 145-150.
94. R. Madeira-Lau, F. van Rantwijk, K. R. Seddon, R. A. Sheldon, Lipase-catalyzed reactions in ionic liquids, Org. Lett. 2 (2000) 4189-4191.
95. P. Wasserscheid, W. Keim, Ionic liquids - New solutions for transition metal catalysis, Angew. Chem.-Int. Edit, 39 (2000) 3772-3789.
96. S. Park, R. J. Kazlauskas, Improved preparation and use of room-temperature ionic liquids in lipase-catalyzed enantio-and regioselective acylations, J. Org. Chem. 66 (2002) 8395-8401.
97. U. Kragl, M. Eckstein, N. Kaftzik, Enzyme catalysis in ionic liquids, Curr. Opin. Biotechnol. 13 (2002) 565-571.
98. M. N. Gupta, I. Roy, Enzymes in organic media. Forms, functions and applications, Eur. J. Biochem. 271 (2004) 2575-2583.
99. Z. Knez, M. Habulin, Compressed gases as alternative enzymatic-reaction solvents: a short review, J. Supercrit. Fluids, 23 (2002) 29-42.
100. M. Noel, D, Combes, Effects of temperature and pressure on Rhizomucor miehei lipase stability, J. Biotechnol 102 (2003) 23-32.
101. M. Noel, D. Combes, Rhizomucor miehei lipase: differential scanning calorimetry and pressure/temperature stability studies in presence of soluble additives, Enzyme Microb. Technol. 33 (2003) 299-308.
102. B. Hungerhoff, H. Sonnenschein, F. Theil, Enantiomer se paration by extraction after lipase-catalyzed, enantiomer-selective fluoroacylation, Angew. Chem.-Int. Edit. 40 (2001) 2492-2494.
103. Z. Luo, S. M. Swaleh, F. Theil, D. P. Curran, Resolution of l-(2-naphthyl)ethanol by a combination of an enzyme-catalyzed kinetic resolution with a fluorous triphasic separative reaction, Org. Lett. 4 (2002) 2585-2587.
104. E. Henke, S. Schuster, H. Yang, U. T. Bornscheuer, Lipase-catalyzed resolution of ibuprofen, Mon. Chem. 131 (2000) 633-638.
105. D. G. Gascoyne, H. L. Finkbeiner, K. P. Chan, J. L. Gordon, K. R. Stewart, R. J. Kazlauskas, Molecular basis for enantioselectivity of lipase from Chromobacterium viscosum toward the diesters of 2,3-dihydro-3-(4'-hydroxy-phenyl)-1,1,3-trimethyl-lH-inden-5-ol, J. Org. Chem. 66 (2001) 3041-3048.
106. J. Ottosson, K. Huit, Influence of acyl chain lenght on the enantioselectvity of Candida antarctica lipase B and its thermodynamic components in kinetic resolution of sec-alkohols, J. Mol. Catal. B-Enzym. 11 (2001) 1025-1028.
107. A. de Raadt, H. Griengl, The use of substrate engineering in biohydroxylation, Curr. Opin. Biotechnol. 13 (2002) 537-542.
108. U. T. Bornscheuer, R. J. Kazlauskas: Hydrolases in Organic Synthesis: Regio- and Slereoselective Biotransformation, Wiley-VCH, Weinheim (1999).
109. B. G. Davis, V. Boyer, Biocatalysis and enzymes in organic synthesis, Nat. Prod. Rep. 18 (2001) 618-640.
110. U. T. Bornscheuer, C. Bessler, R. Srinivas, S. H. Krishna, Optimizing upases and related enzymes for efficient application, Trends Biotechnol. 20 (2002) 433-437.
111. S. H. Krishna, Developments and trends in enzyme catalysis in nonconventional media, Biotechnol Adv. 20 (2002) 239-266.
112. O. Kirk, T. V. Borchert, C. C. Fuglsang, Industrial enzyme application, Curr. Opin. Biotechnol. 13 (2002) 345-351.
113. A. Ogawa, S. Shimizu, Industrial microbial enzymes: their discovery by screening and use in large-scale production of useful chemicals in Japan, Curr. Opin. Biotechnol. 13 (2002) 367-375
114. S. Panke, M. G. Wubbolts, Enzyme technology and bioprocess engineering, Curr. Opin. Biotechnol. 13 (2002) 111+116.
115. A. Schmid, F. Hollman, J. B. Park, B. Buhler, The use of enzymes in the chemical industry in Europe, Curr. Opin. Biotechnol 13 (2002) 359-366.
116. K.-E. Jaeger, Protein technologies and commercial enzymes: White is the hype - biocatalyst on the move, Curr. Opin. Biotechnol. 15 (2004) 269-271.
117. K. H. Maurer, Detergent proteases, Curr. Opin. Biotechnol. 15 (2004) 330-334.
118. R. Mertens, A. Liese, Biotechnological application of hydrogenases, Curr. Opin. Biotechnol. 15 (2004) 343-348.
119. C. F. Sio, W. J. Quax, Improved β-lactam acylases and their use as industrial biocatalysts, Curr. Opin. Biotechnol. 15 (2004) 349-355.
120. B. G. Davis, Chemical modification of biocatalysts, Curr. Opin. Biotechnol. 14 (2003) 379-386.
121. Y. Inada, T. Yoshimoto, A. Matsushima, Y. Saito, Engineering physicochemical and biological properties of proteins by chemical modification, Trends Biotechnol. 4 (1986) 68-73.
122. U. T. Bornscheuer, P. Padmanabhan, T. Scheper: Emulsion Immobilized Enzymes. In: Microspheres, Microcapsules and Liposomes, R. Arshady (Ed.), Citus Books, London (1999) pp. 541-558.
123. S. H. Krishna, N. D. Srinivas, K. S. M. S. Raghavarao, N. G. Karanth: Reverse Micellar Extraction for Downstream Processing of Proteins/Enzymes. In: History and Trends in Bioprocessing and Biotransformation (Advances in Biochemical Enginnering/Biotechnology Vol. 75), Springer Verlag, Berlin (2002) 119-183.
124. T. Boiler, C. Meier, S. Menzler, EUPERGIT oxirane acrylic beads: how to make enzymes fit for biocatalysis, Org. Process Res. Dev. 6 (2002) 509-519.
125. L. Cao, L. van Langen, R. A. Sheldon, Immobilised enzymes: carrier-bound or carrier free? Curr. Opin. Biotechnol. 14 (2003) 387-394.
126. U. T. Bornscheuer, Immobilizing enzymes: how to create more suitable biocatalysts, Angew. Chem.-Int. Edit. 42 (2003) 3336-3337.
127. M. W. Christensen, L. Andersen, T. L. Husum, O. Kirk, Industrial lipase immobilization, Eur. J. Lipid Sci. Technol. 105 (2003) 318-321.
128. M. W. Christensen, L. Andersen, O. Kirk, H. C. Holm, Enzymatic interesterification of commodity oils and fats approaching the tonnes scale, Lipid Technol. Newslett. 7 (2001) 33-37.
129. Y. Okahata, T. Mori, Lipid-coated enzymes as efficient catalysts in organic media, Trends Biotechnol. 15 (1997) 50-54.
130. Y. L. Khmelnitsky, A. V. Levashov, N. L. Klyachko, K. Martinek, Engineering biocatalytic systems in organic media with low water content, Enzyme Microb, Technol. 10 (1988) 710-724.
131. G. DeSantis, J. B. Jones, Chemical modification of enzymes for enhanced functionality, Curr. Opin. Biotechnol. 10 (1999) 324-330.
132. G. DeSantis, J. B. Jones, Towards understanding and tailoring the specificity of synthetically useful enzymes, Accounts Chem. Res. 32 (1999) 99-107.
133. C. P. Govardhan, Crosslinking of enzymes for improved stability and performance, Curr. Opin. Biotechnol. 10 (1999) 331-335.
134. P. Villeneuve, J. M. Muderhwa, J. Graille, M. J. Haas, Customizing upases for biocatalysis: a survey of chemical, physical and molecular biological approaches, J. Mol. Catal B-Enzym. 9 (2000) 113-148.
135. A. J. Russell, A. M. Klibanov, Inhibitor-induced enzyme activation in organic solvents, J. Biol. Chem. 263 (1988) 11624-11626.
136. J. F. J. Engbersen, J. Broos, W. Verboom, D. N. Reinhoudt, Effects of crown ethers and small amounts of cosolvent on the activity and enantioselectivity of a-chymotrypsin in organic solvents, Pure Appl. Chem. 68 (1996) 2171-2178.
137. D. J. van Unen, J. F. J. Engbersen, D. N. Reinhoudt, Why do crown ethers activate enzymes in organic solvents? Biotechnol. Bioeng. 77 (2002) 248-255.
138. K. Dabulis, A. M. Klibanov, Dramatic enhancement of enzymatic activity in organic solvents by lyoprotectants, Biotechnol. Bioeng. 41 (1993) 566-571
139. C. J. Slade, E. N. Vulfson, Induction of catalytic activity in proteins by lyophilization in the presence of a transition state analogue, Biotechnol. Bioeng. 57 (1998) 211-215.
140. A. M. Klibanov, Improving enzymes by using them in organic solvents, Nature, 409 (2001) 241-246.
141. M. T. Reetz, New methods for the high-throughput screening of enantioselective catalysts and biocatalysts, Angew. Chem.-Int. Edit. 41 (2002) 1335-1338.
142. B. A. Bedell, V. V. Mozhaev, D. S. Clark, J. S. Dordick, Testing for diffusion limitations in salt-activated enzyme catalysts operating in organic solvents, Biotechnol, Bioeng. 58 (1998) 654-657.
143. M.-Y. Lee, J. S. Dordick, Enzyme activation for nonaqueous media, Curr. Opin. Biotechnol. 13 (2002) 376-384.
144. P. Wang, M. V. Sergeeva, L. Lim, J. S. Dordick, Biocatalytic plastics as active and stable materials for biotrans-formations, Nat. Biotechnol. 15 (1997) 789-793.
145. R. Apweiler, A. Bairoch, C. H. Wu, Protein sequence databases, Curr. Opin. Chem. Biol. 8 (2004) 76-80.
146. S. Becker, H. U. Schmoldt, T. M. Adams, S. Wilhelm, H. Kolmar, Ultra-high-throughput screening based on cell-surface display and fluorescence-activated cell sorting for the identification of novel biocatalysts, Curr. Opm. Biotechnol. 15 (2004) 323-329.
147. D. E. Robertson, B. A. Steer, Recent progress in biocatalyst discovery and optimization, Curr. Opin. Chem. Biol. 8 (2004) 141-149.
148. L. P. Wackett, Novel biocatalysis by database mining, Curr. Opin. Biotechnol. 15 (2004) 280-284.
149. C. Gustafsson, S. Govindarajan, J. Minshull, Putting engineering back into protein engineering: bioinformatic approaches to catalyst design, Curr. Opin. Biotechnol, 14 (2003) 366-370.
150. W. R. Streit, R. Daniel, K.-E. Jaeger, Prospecting for biocatalysts and drugs in the genomes of non-cultured microorganisms, Curr. Opin. Biotechnol. 15 (2004) 285-290.
151. D. N. Rubingh, Protein engineering from a bioindustrial point of view, Curr. Opin. Biotechnol. 8 (1997) 417-422.
152. R. Chen, Enzyme engineering: rational redesign versus directed evolution, Trends Biotechnol. 19 (2001) 13-14.
153. S. Lutz, W. M. Patrick, Novel methods for directed evolution of enzymes: quality, not quantity, Curr. Opin. Biotechnol. 15 (2004) 291-297.
154. R. Petri, C. Schmidt-Dannert, Dealing with complexity: evolutionary engineering and genome shuffling, Curr. Opin. Biotechnol. 15 (2004) 298-304.
155. T. R. M. Barends, H. Yoshida, B. W. Dijkstra, Three-dimensional structures of enzymes useful for β-lactam antibiotic production, Curr. Opin. Biotechnol. 15 (2004) 356-363.
156. R.J. Kazlauskas, Molecular modeling and biocatalysis: explanations, predictions, limitations, and opportunities, Curr. Opin. Chem. Biol. 4 (2000) 81-88.
157. A. Fersht: Structure and Mechanism in Protein Science: A Guide to Enzyme Catalysis and Protein Folding, Freeman, New York (1999).
158. J. Moult, The current state of the art in protein structure prediction, Curr. Opin. Biotechnol. 7 (1996) 422-427.
159. V. G. H. Eijsink, A. Bjork, S. Gaseidnes, R. Sirevag, B. Synstad, B. Van den Burg, G. Vriend, Rational engineering of enzyme stability, J. Biotechnol. 113 (2004) 105-120.
160. D. Rotticci, J. C. Rotticci-Mulder, S. Denman, T. Norin, K. Huit, Improved enantioselectivity of a lipase by rational protein engineering, Chembiochem, 2 (2001) 766-770.
161. A. Magnusson, K. Huit, M. Holmquist, Creation of an enantioselective hydrolase by engineered substrate-assisted catalysis, J. Am. Chem. Soc. 123 (2001) 4354-4355.
162. H. W. Hellinga, Rational protein design: combining theory and experiment, Proc. Natl. Acad. Sci. USA, 94 (1997) 10015-10017.
163. J. Ottosson, L. Fransson, J. W. King, K. Huit, Size as a parameter for solvent effect on Candida antarctica lipase B enantioselectivity, Biochim. Biaphys. Acta, 1594 (2002) 325-334.
164. H. Dalboge, T. V. Borchert, Engineered enzymes - Preface, Biochim. Biophys. Acta-Protein Struct. Mol. Enzym. 1543 (2 Special Issue) (2000) 202.
165. J. Pleiss, M. Fischer, M. Peiker, C. Thiele, R. D. Schmid, Lipase engineering database understanding and exploiting sequence-structure-function relationships, J. Mol. Catal. B-Enzym. 10 (2000) 491-508.
166. E. Henke, J. Pleiss, U. T. Bornscheuer, Activity of lipases and esterases towards tertiary alcohols: insights into structure-function relationships, Angew. Chem.-Int. Edit. 41 (2002) 3211-3213.
167. S. H. Krishna, M. Persson, U. T. Bornscheuer, Enantioselective transesterification of a tertiary alcohol by lipase A from Candida antarctica, Tetrahedron: Asymmetry, 13 (2002) 2693-2696.
168. W. P. C. Stemmer, Rapid evolution of a protein in vitro by DNA shuffling, Nature, 370 (1994) 389-391.
169. W. P. C. Stemmer, DNA shuffling by random fragmentation and reassembly: In vitro recombination for molecular evolution, Proc. Natl. Acad. Sci. USA, 91 (1994) 10747-10751.
170. R. R. Chirumamilla, R. Muralidhar, R. Marchant, P. Nigamarnold, Improving the quality of industrially important enzymes by directed evolution, Mol. Cell. Biochem. 224 (2001) 159-168.
171. K. E. Jaeger, T. Eggert, Enantioselective biocatalysis optimized by directed evolution, Curr. Opin. Biotechnol. 15 (2004) 305-313.
172. P. A. Patten, R. J. Howard, W. P. C. Stemmer, Applications of DNA shuffling to pharmaceuticals and vaccines, Curr. Opin. Biotechnol 8 (1997) 724-733.
173. M. Chartrain, P. M. Salmon, D. K. Robinson, B. C. Buckland, Metabolic engineering and directed evolution for the production of pharmaceuticals, Curr. Opin. Biotechnol. 11 (2000) 209-214.
174. F. H. Arnold, Protein design for non-aqueous solvents, Protein Eng. 2 (1988) 21-25.
175. F. H. Arnold, Engineering enzymes for non-aqueous solvents, Trends Biotechnol. 8 (1990) 244-249.
176. F. H. Arnold, Protein engineering for unusual environments, Curr. Opin. Biotechnol. 4 (1993) 450-455.
177. F. H. Arnold, Engineering proteins for non-natural environments, Faseb J. 7 (1993) 744-749.
178. K. Chen, F. H. Arnold, Tuning the activity of an enzyme for unusual environments: sequential random mutagenesis of subtilisin E for catalysis in dimethylformamide, Proc. Natl. Acad. Sci. USA, 90 (1993) 5618- 5622.
179. K. Q. Chen, F. H. Arnold, Enzyme engineering for nonaqueous solvents: random mutagenesis to enhance activity of subtilisin E in polar organic media, Bio/Technology, 9 (1991) 1073-1077.
180. K. Q. Chen, A. C. Robinson, M. E. Van-Dam, P. Martinez, C. Economou, F. H. Arnold, Enzyme engineering for nonaqueous solvents: II. Additive effects of mutations on the stability and activity of subtilisin E in polar organic media, Biotechnol. Progr. 7 (1991) 125-129.
181. A. Shinkai, A. Hirano, K. Aisaka, Substitutions of Ser for Asn-163 and Pro for Leu-264 are important for stabilization of lipase from Pseudomonas aeruginosa, J. Biochem. 220 (1996) 915-921.
182. S. Yamaguchi, K. Takeuchi, T. Mase, K. Oikawa, T. McMullen, U. Derewenda, R. N. McElhaney, C. M. Kay, Z. S. Derewenda, The consequences of engineering an extra disulfide bond in the Penicillium camembertii mono- and diglyceride specific lipase, Protein Eng. 9 (1996) 789-795.
183. H. Tao, V. W. Cornish, Milestones in directed enzyme evolution, Curr. Opin. Chem. Biol. 6 (2002) 858-864.
184. M. D. Hughes, D. A. Nagel, A. F. Santos, A. J. Sutherland, A. V. Hine, Removing the redundancy from randomised gene libraries, J. Mol. Biol. 331 (2003) 973-979.
185. T. S. Wong, K. L. Tee, B. Hauer, U. Schwaneberg, Sequence saturation mutagenesis (SeSaM): a novel method for directed evolution, Nucleic Acids Res. 32 (2004) E26.
186. K. Liebeton, A. Zonta, K. Schimossek, M. Nardini, D. Lange, B. W. Dijkstra, M. T. Reetz, K.-E. Jaeger, Directed evolution of an enantioselective lipase, Chem. Biol. 7 (2000) 709-718.
187. K.-E. Jaeger, T. Eggert, A. Eipper, M. T. Reetz, Directed evolution and the creation of enantioselective biocatalysts, Appl. Microbiol. Biotechnol. 55 (2001) 519-530.
188. O. May, P. T. Nguyen, F. H. Arnold, Inverting enantio-selectivity by directed evolution of hydantoinase for improved production of L-methionine, Nat. Biotechnol, 18 (2000) 317-320.
189. S. Fong, T. D. Machajewski, C. C. Mak, C.-H. Wong, Directed evolution of D-2-keto-3-deoxy-6-phosphogluconate aldolase to new variants for the efficient synthesis of Dand L-sugars, Chem. Biol. 7 (2000) 873-883.
190. A. Stefan, A. Radeghieri, A. G. V. Rodriguez, A. Hochkoeppler, Directed evolution of β-galactosidase from Escherichia coli by mutator strains defective in the 3'-5' exonuclease activity of DNA polymerase III, FEES Lett. 493 (2001) 139-143.
191. M. D. van Kampen, M. R. Egmond, Directed evolution: From a staphylococcal lipase to a phospholipase, Eur. J. Lipid Sci. Technol 102 (2000) 717-726.
192. U. T. Bornscheuer, J. Altenbucher, H. H. Meyer, Directed evolution of an esterase: screening of enzyme libraries based on pH-indicators and a growth assay, Bioorg. Med. Chem. 7 (1999) 2169-2173.
193. E. Henke, U. T. Bornscheuer, Directed evolution of an esterase from Pseudomonas fluorescens. Random mutagenesis by error-prone PCR or a mutator strain and identification of mutants showing enhanced enantioselectivity by a resorufin-based fluorescence assay, Biol. Chem. 380 (1999) 1029-1033.
194. U. T. Bornscheuer, J. Altenbuchner, H. H. Meyer, Directed evolution of an esterase for the stereoselective resolution of a key intermediate in the synthesis of epothilones, Biotechnol. Bioeng. 58 (1998) 554-559.
195. I. Kauffmann, C. Schmidt-Dannert, Conversion of Bacillus thermocatenulatus lipase into an efficient phospholipase with increased activity toward long-chain fatty acyl substrates by directed evolution and rational design, Protein Eng. 14 (2001) 919-928.
196. W.-C. Suen, N. Zhang, L. Xiao, V. Madison, A. Zaks, Improved activity and thermostability of Candida antarctica lipase B by DNA family shuffling, Protein Eng, Des. Sel, 17 (2004) 133-140.
197. H. Komeda, N. Ishikawa, Y. Asano, Enhancement of the thermostability and catalytic activity D-stereospecific amino-acid amidase from Ochrobactrum anthropi SV3 by directed evolution, J. Mol. Catal. B-Enzym. 21 (2003) 283-290.
198. K.-H. Oh, S.-H. Nam, H.-S. Kim, Directed evolution of N-carbamyl-D-amino acid amidohydrolase for simultaneous improvement of oxidative and thermal stability, Biotechnol. Progr. 18 (2002) 413-417.
199. F. H. Arnold, P. L. Wintrode, K. Miyazaki, A. Gershenson, How enzymes adapt: lessons from directed evolution, Trends Biochem. Sci. 26 (2001) 100-106.
200. I. Benhar, Biotechnological applications of phage and cell display, Biotechnol. Adv. 19 (2001) 1-33.
201. U. T. Bornscheuer, M. Fohl, Improved biocatalysts by directed evolution and rational protein design, Curr, Opin. Chem. Biol. 5 (2001) 137-143.
202. S. Brakmann, Discovery of superior enzymes by directed molecular evolution, Chembiochem, 2 (2001) 865-871.
203. S. Brakmann, K. Johnsson: Directed Evolution of Proteins: Or How to Improve Enzymes for Biocatalysis, Wiley-VCH, Weinheim (2002).
204. M. T. Reetz, Combinatorial and evolution-based methods in the creation of enantioselective catalysts, Angew. Chem. Int. Edit. 40 (2001) 284-310.
205. M. Baumann, R. Stürmer, U. T. Bornscheuer, A high-throughput screening method for the identification of the active and enantioselective hydrolases, Angew. Chem.-Int. Edit. 40 (2001) 4201-4204.
206. J.-P. Goddard, J.-L. Reymond, Enzyme assays for high-throughput screening, Curr. Opin. Biotechnol. 15 (2004) 314-322.
207. J. R. Kenseth, Y. He, D. Tallman, H, M. Pang, S. J. Coldiron, Techniques for high-throughput characterization of peptides, oligonudeotides and catalysis efficiency, Curr. Opin. Chem. Biol. 8 (2004) 327-333.
208. D. N. Bolon, C. A. Voigt, S. L. Mayo, De novo design of biocatalysts, Curr. Opin. Chem. Biol 6 (2002) 125-129.
209. U. T. Bornscheuer: Evolutionary Generation of Enzymes with Novel Substrate Specificity. In: Directed Molecular Evolution of Proteins: Or How to Improve Enzymes for Biocatalysis, S. Brakmann, K. Johnsson (Eds.), Wiley-VCH, Weinheim (2002) pp. 329-341.
210. M. Ostermeier, A. E. Nixon, S. J. Benkovic, Incremental truncation as a
211. M. Ostermeier, Synthetic gene libraries: in search of the optimal diversity, Trends Biotechnol. 21 (2003) 244-247.
212. J. R. Cheery, A. L. Fidantsef, Directed evolution of industrial enzymes: An update, Curr. Opin. Biotechnol. 14 (2003) 438-443.
213. P. A. Dalby, Optimizing enzyme function by directed evolution, Curr. Opin. Struct. Biol. 13 (2003) 500-505.
214. K. Huit, P. Berglund, Engineered enzymes for improved organic synthesis, Curr. Opin. Biotechnol. 14 (2003) 395-400.
215. N. J. Turner, Directed evolution of enzymes for applied biocatalysis, Trends Biotechnol. 21 (2003) 474-478.
216. G. DeSantis, K. Wong, B. Farwell, K. Chatman, Z. Zhu, G. Tomlinson, H. Huang, X. Tan, L. Bibbs, P. Chen, K. Kretz, M. J. Burk, Creation of a productive, highly enantioselective nitrilase through gene site saturation mutagenesis (GSSM), J. Am. Chem. Sac. 125 (2003) 11476-11477.
217. C. Schmidt-Dannert, Directed evolution of single proteins, metabolic pathways, and viruses, Biochemistry, 40 (2001) 13125-13136.
218. H. Zhao, K. Chockalingam, Z. Chen, Directed evolution of enzymes and pathways for industrial biocatalysis, Curr. Opin. Biotechnol. 13 (2002) 104-110.
219. J. O. Rich, P. C. Michels, Y. L. Khmelnitsky, Combinatorial biocatalysis, Curr. Opin. Chem. Biol. 6 (2002) 161-167.
220. M. Fa, A. Radeghieri, A. A. Henry, F. E. Romesberg, Expanding the substrate repertoire of a DNA polymerase by directed evolution, J. Am. Chem. Soc. 126 (2004) 1748-1754.
221. A. M. Sismour, S. Lutz, J. H. Park, M. J. Lutz, P. L. Boyer, S. H. Hughes, S. A. Benner, PCR amplification of DNA containing non-standard base pairs by variants of reverse transcriptase from human immunodeficiency virus-1, Nucleic Acids Res. 32 (2004) 728-735.
222. J.-L. Jestin, P. A. Kaminski, Directed enzyme evolution and selections for product formation, J. Biotechnol. 113 (2004) 85-103.
223. G. P. Smith, V. A. Petrenko, Phage display, Chem. Rev. 97 (1997) 391-410.
224. A. Fernandez-Gacio, M. Uguen, J. Fastrez, Phage display as a tool for the directed evolution of enzymes, Trends Biotechnol. 21 (2003) 408-414.
225. A. D. Griffiths, D. S. Tawfik, Man-made enzymes-from design to in vitro compartmentalisation, Curr. Opin. Biotechnol. 11 (2000) 338-353.
226. B. D. Moore, L. Stevenson, A. Watt, S. Flitsch, N. J. Turner, C. Cassidy, D. Graham, Rapid and ultra-sensitive determination of enzyme activity using surface-enhanced resonance Raman scattering, Nat. Biotechnol. 22 (2004) 1133-1138.
227. U. T, Bornscheuer, Finding enzymatic gold on silver surface, Nat. Biotechnol. 22 (2004) 1098-1099.