Cofactor regeneration in biocatalysis in organic media

Biocatalysis and Biotransformation

Volumn 14, Issue 1, 1996, Pages 1-30

  Adlercreutz, Patrick ^a  

^a LUND UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CATALYST REGENERATION; ELECTROCHEMISTRY; PHOTOCHEMICAL REACTIONS; REDUCTION; SUBSTRATES;

COFACTOR REGENERATION;

ENZYME KINETICS;

EID: 0030312717     PISSN: 10242422     EISSN: None     Source Type: Journal    
DOI: 10.3109/10242429609106874     Document Type: Article

References (59)

1. Adlercreutz, P. (1991) "On the importance of the support material for enzymatic synthesis in organic media. Support effects at controlled water activity". Eur. J. Biochem., 199, 609-614.
2. Adlercreutz, P. (1993) "Activation of enzymes in organic media at low water activity by polyols and saccharides". Biochim. Biophys. Acta, 1163, 144-148.
3. Allen, P. M., and Bowen, W. R. (1985) "Electrochemical regeneration of redox cofactors and mediators - the key to bioelectrosynthesis". Trends Biotechnol., 3, 145-149.
4. Bell, G., Halling, P. J., Moore, B. D., Partridge, J. and Rees, D. G. (1995) "Biocatalyst behaviour in low-water systems". Trends Biotechnol., 13, 468-473.
5. + regeneration". Biotechnol. Bioeng., 26, 560-563.
6. Carrea, G., Colombi, F., Mazzola, G., Cremonesi, P., and Antonini, E. (1979) "Immobilized hydroxysteroid dehydrogenases for the transformation of steroids in water-organic solvent systems". Biotechnol. Bioeng., 21, 39-48.
7. Carrea, G., Cremonesi, P., Casella to, M. M., and Antonini, E. (1974) "Enzymatic reactions in heterogeneous phase. Preparation of 5-androstene-3,17-dione". Steroids Lipids Res., 5, 162-166.
8. Carrea, G., Riva, S., Bovara, R., and Pasta, P. (1988) "Enzymatic oxidoreduction of steroids in two-phase systems: effects or organic solvents on enzyme kinetics and evaluation of the performance of different reactors". Enzyme Microb. Technol., 10, 333-340.
9. Chenault, H. K., and Whitesides, G. M. (1987) "Regeneration of nicotinamide cofactors for use in organic synthesis". Appl. Biochem. Biotechnol., 14, 147-197.
10. Cremonesi, P., Carrea, G., Ferrara, L., and Antonini, E. (1974) "Enzymatic dehydrogenation of testosterone coupled to pyruvate reduction in a two-phase system". Eur. J. Biochem., 44, 401-405.
11. Cremonesi, P., Carrea, G., Ferrara, L., and Antonini, E. (1975) "Enzymatic preparation of 20β-hydroxysteroids in a two-phase system". Biotechnol. Bioeng., 17, 1101-1108.
12. Deetz, J. S., and Rozzell, J. D. (1988) "Enzymatic catalysis by alcohol dehydrogenases in organic solvents". Ann. N.Y. Acad. Sci., 542, 230-234.
13. Dominguez, E., Lan, H. L., Okamoto, Y., Hale, P. D., Skotheim, T. A., Gorton, L. and Hahn-Hägerdal, B. (1993) "Reagentless chemically modified carbon paste electrode based on a phenothiazine polymer derivative and yeast alcohol dehydrogenase for the analysis of ethanol". Biosensors & Bioelectronics, 8, 229-237.
14. 1-dehydrogenase activity of free and PAAH-entrapped Arthrobacter simplex". Appl. Microbiol. Biotechnol., 25, 495-501.
15. Fukui, S., Ahmed, S. A., Omata, T., and Tanaka, A. (1980) "Bioconversion of lipophilic compounds in non-aqueous solvent. Effect of gel hydrophobicity on diverse conversons of testosterone by gel-entrapped Nocardia rhodocrous cells". Eur. J. Appl. Microbiol. Biotechnol., 10, 289-301.
16. Grunwald, J., Wirz, B., Scollar, M. P., and Klibanov, A. M. (1986) "Asymmetric oxidoreductions catalyzed by alcohol dehydrogenase in organic solvents". J. Am. Chem. Soc., 108, 6732-6734.
17. Hall, G. F. and Turner, A. P. F. (1994) Electron transfer from diaphorase in water/Triton X-100/butyl acetate microemulsion. Electroanalysis 6, 217-220.
18. Hilhorst, R., Laane, C., and Veegers, C. (1982) "Photosensitized production of hydrogen by hydrogenase in reversed micells". Proc. Natl Acad. Sci. USA. 79, 3927-3930.
19. Hilhorst, R., Laane, C., and Veeger, C. (1983) "Enzymatic conversion of apolar compounds in organic media using an NADH-regeneration system and dihydrogen as reductant". FEBS Lett. 159, 225-228.
20. 1-dehydrogenation system of Arthrobacter simplex in organic solvent-water two-liquid phase environments". Enz. Microb. Technol., 10, 669-674.
21. Howaldt, M., Gottlob, A., Kulbe, K. D. and Chmiel, H. (1988) "Simultaneous conversion of glucose/fructose mixtures in a membrane reactor". Ann. N.Y. Acad. Sci., 542, 400-405.
22. +-recycling system for ADH-catalysed oxidation in organic media". J. Chem. Soc.-Perkin Trans. I, 1992, 3253-3254.
23. Itozawa, T. and Kise, H. (1993) "Highly efficient regeneration system for reduction of cyclohexanone by horse liver alcohol dehydrogenase in organic solvent". Biotechnol. Lett., 15, 843-846.
24. Itozawa, T. and Kise, H. (1995) "Immobilization of HLADH on polymer materials for reduction of cyclohexanone with NADH regeneration under two-phase conditions". J. Ferment. Bioeng., 80, 30-34.
25. + recycling system with a semiconductor in organic solvent". J. Ferment. Bioeng., 67, 361-362.
26. Khmelnitsky, Y. L., Neverova, I. N., Polyakov, V. I., Grinberg, V. Y., Levashov, A. V., and Martinek, K. (1990) "Kinetic theory of enzymatic reactions in reversed micellar systems. Application to the pseudophase approach for partitioning substrates". Eur. J. Biochem., 190, 155-159.
27. Klibanov, A. M. (1986) "Enzymes that work in organic solvents". Chemtech. 16., 354-359.
28. Laane, C., Tramper, J. and Lilly, M. D. (Eds.) (1987) "Biocatalysis in organic media", Elsevier, Amsterdam.
29. Laane, C., and Verhaert, R. (1987/88) "Photochemical, electrochemical, and hydrogen-driven enzymatic reductions in reversed micelles". Israel J. Chem., 28, 17-22.
30. Larsson, K., Adlercreutz, P., and Mattiasson, B. (1987) "Activity and stability of HLADH (horse liver alcohol dehydrogenase), in AOT-cyclohexane reverse micells". Eur. J. Biochem., 166, 157-161.
31. Larsson, K., Janssen, A., Adlercreutz, P., and Mattiasson, B. (1990) "Three systems used for biocatalysis in organic solvents - a comparative study". Biocatalysis., 4, 163-175.
32. Larsson, K. M., Adlercreutz, P., and Mattiasson, B. (1990) "Enzymatic catalysis in microemulsions. Enzyme reuse and product recovery". Biotechnol. Bioeng., 36, 135-141.
33. Larsson, K. M., Adlercreutz, P., and Mattiasson, B. (1991) "Enzyme catalysis in uni and biocontinuous microemulsions: kinetics dependence on substrate partitioning". J. Chem. Soc. Faraday Trans., 87, 465-471.
34. Lee, K. M., and Biellmann, J.-P. (1987) "Enzyme and organic solvents: horse liver alcohol dehydrogenase in non-ionic microemulsion: stability and activity". FEBS Lett., 223, 33-36.
35. Lee, K. M., Blaghen, M., Samama, J.-P., and Biellmann, J.-F., (1986) "Crosslinked crystalline horse liver alcohol dehydrogenase as a redox catalyst: activity and stability toward organic solvent". Bioorg. Chem., 14, 202-210.
36. Lee, K. M., Martin, D., Park, C. U., and Biellmann, J.-F. (1990) "Enzyme resolution of 1-formyl-trimethylenemethane-iron-tricarbonyl with horse liver alcohol dehydrogenase in microemulsion". Bull. Korean Chem. Soc., 11, 472-473.
37. Lemière, G. L., Lepoivre, J. A., and Alderweireldt, F. C. (1988) "Ring-size effects in horse liver alcohol dehydrogenase-catalyzed redox reactions". Bioorg. Chem., 16, 165-174.
38. Lortie, R., Villaume, I., Legoy, M. D., and Thomas, D. (1989) "Enzymatic production of longchain aldehydes in a fixed bed reactor using organic solvents and cofactor regeneration". Biotechnol. Bioeng., 33, 229-232.
39. + analogue to liver alcohol dehydrogenase resulting in an enzyme-coenzyme complex not requiring exogeneous coenzyme for activity". Eur. J. Biochem., 86, 455-463.
40. Nikolova, P., Goldman, H. and Ward, O. P. (1995) "Factors affecting catalytic performance in YADH-catalyzed reductions in non-conventional media". Can. J. Chem. Eng., 73, 510-515.
41. Otamiri, M., Adlercreutz, P. and Mattiasson, B. (1992) "Complex formation between chymotrypsin and ethyl cellulose as a means of solubilize the enzyme in active form in toluene". Biocatalysis., 6, 291-305.
42. Parida, S., Datta, R., and Dordick, J. (1992) "Supported aqueous-phase enzymatic catalysis in organic media". Appl Biochem. Biotechnol., 33, 1-14.
43. 1-dehydrogenation with entrapped cells in organic medium". Biocatalysis., 7, 83-96.
44. Riddick, J. A., Bunger, W. B., and Sakano, T. K. (1986) "Organic solvents. Physical properties and methods of purification". Wiley-Interscience, New York.
45. Riva, S., Bovara, R., Zetta, L., Pasta, P., Ottolina, G., and Carrea, G. (1988) "Enzymatic a/β inversion of C-3 hydroxyl of bile acids and study of the effects of organic solvents on reaction rates". J. Org. Chem., 53, 88-92.
46. Samama, J.-P., Lee, K. M., and Biellmann, J.-P. (1987) "Enzymes and microemulsions. Activity and kinetic properties of alcohol dehydrogenase in ionic water-in-oil microemulsions". Eur. J. Biochem., 163, 609-617.
47. Saini, S., Hall, G. F., Downs, M. E. A., and Turner, A. P. F. (1991) "Organic phase enzyme electrodes". Anal. Chim. Acta., 249, 1-15.
48. Shimidzu, S., and Yamada, H. (1990) "Stereospecific reduction of 3-keto acid esters by a novel aldehyde reductase of Sporobolomyces salmonicolor in a water-organic solvent two-phasic system". Ann. N.Y. Acad. Sci., 613, 628-632.
49. Simon, H., Bader, J., Günther, H., Neumann, S., and Thanos, J. (1985) "Chiral compounds synthesized by biocatalytic reductions". Angew. Chem. Int. Ed. Engl., 24, 539-553.
50. Snijder-Lambers, A. M., Doddema, H. J., Grande, H. J., and van Lelyveld, P. H. (1987) "Log P as a hydrophobicity index for biocatalysis; cofactor regeneration during enzymatic steroid oxidation in organic solvents". In Biocatalysis in organic media (Laane, C., Tramper, J., and Lilly, M. D., eds.), pp. 87-95, Elsevier, Amsterdam.
51. Snijder-Lambers, A. M., Vulfson, E. N., and Doddema, H. J. (1991) "Optimization of alcohol dehydrogenase activity and NAD(H) regeneration in organic solvents". Recl. Trav. Chim. Pays-Bas., 110, 226-230.
52. Tramper, J., Vermüe, M. H., Beeftink, H. H. and von Stockar, U. (Eds.) (1992) "Biocatalysis in non-conventional media", Elsevier, Amsterdam.
53. Valivety, R. H., Halling, P. J., and Macrae, A. R. (1992) "Reaction rate with suspended lipase catalyst shows similar dependence on water activity in different organic solvents". Biochim. Biophys. Acta., 1118, 218-222.
54. van Elsacker, P. C., Lemière, G. L., Lepoivre, J. A., and Alderweireldt, F. C. (1989) "The HLADH-catalyzed oxidoreduction in a two-phase system Organic solvent-moistened glass beads'". Bioorg. Chem., 17, 28-35.
55. Wichmann, R., Wandrey, C., Bückmann, A., and Kula, M.-R. (1981) "Continuous enzymatic transformation in an enzyme membrane reactor with simultaneous NAD(H) regeneration". Biotechnol. Bioeng., 23, 2789-2802.
56. + and polymers, dissolved or suspended in organic solvents". Biotechnol. Lett., 17, 877-882.
57. 1-dehydrogenation by free microbial cells and by cells entrapped in hydrophilic or lipophilic gels". Biotechnol. Bioeng., 21, 2133-2145.
58. Yang, F. and Russell, A. J. (1994) "Two-step biocatalytic conversion of an ester to an aldehyde in reverse micelles". Biotechnol. Bioeng., 43, 232-241.
59. Zaks, A., and Klibanov, A. (1988) "The effect of water on enzyme action in organic media". J. Biol. Chem., 263, 8017-8021.