Enzymatic synthesis with mainly undissolved substrates at very high concentrations

Enzyme and Microbial Technology

Volumn 23, Issue 1-2, 1998, Pages 141-148

  Erbeldinger, Markus ^a   Ni, Xiongwei ^b   Halling, Peter J ^a  

^a UNIVERSITY OF STRATHCLYDE   (United Kingdom)

^b HERIOT WATT UNIVERSITY   (United Kingdom)

Author keywords

Enzymatic synthesis; Heterogenous eutectic mixtures; Peptide synthesis; Proteases; Solid to solid conversion

Indexed keywords

BIOCONVERSION; ENZYME KINETICS; ORGANIC SOLVENTS; REACTION KINETICS; SUBSTRATES; THERMODYNAMICS; WATER;

ENZYMATIC SYNTHESIS; PEPTIDES; PROTEASE; SOLID TO SOLID CONVERSION;

BIOSYNTHESIS;

ORGANIC SOLVENT; PEPTIDE; WATER;

ARTICLE; CHEMICAL REACTION KINETICS; ENZYME ACTIVITY; ENZYME SUBSTRATE; PROTEIN SYNTHESIS; SYNTHESIS; THERMODYNAMICS;

EID: 0032126858     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0141-0229(98)00039-8     Document Type: Review

References (32)

1. 1. Kamphuis, J., Boesten, W. H. J., Broxterman, Q. B., Hermes, H. F. M., van Balken, J. A. M., Meijer, E. M., and Schoemaker, H. E. New developments in the chemo-enzymatic production of amino acids. Adv. Biochem. Eng. Biotechnol. 1990, 42, 133-186
2. 2. Gill, I., López-Fandiño, R., Jorba, X., and Vulfson, E. N. Biologically active peptide and enzymatic approaches to their production. Enzyme Microb. Technol. 1996, 18, 162-183
3. 3. Jakubke, H. D. Enzymatic peptide synthesis. Peptides 1987, 9, 103-165
4. 4. Kullmann, W. Enzymatic Peptide Synthesis. CRC Press, Boca Raton, FL, 1987
5. 5. Kitaguchi, H. and Klibanov, A. M. Enzymatic peptide synthesis via segment condensation in the presence of water mimics. J. Am. Chem. Soc. 1989, 111, 9272-9273
6. 6. Nakanishi, K., Takeuchi, A., and Matsuno, R. Long-term continuous synthesis of aspartame precursor in a column reactor with an immobilized thermolysin. Appl. Microbiol. Biotechnol. 1990, 32, 633-636
7. 7. Elferink, V. H. M., Breitgoff, D., Kloostermann, M., Kamphuis, J., van den Tweel, W. J. J., and Meijer, E. M. Industrial developments in biocatalysis. Recueil des Travaux Chimiques des Pays-Bas. 1991, 110, 63-74
8. 8. Richards, A. O., Gill, I. S., and Vulfson, E. N. Continuous enzymatic production of oligopeptides: Synthesis of an enkephalin pentapeptide in a multistage bioreactor. Enzyme Microb. Technol. 1993, 15, 928-935
9. 9. Schwarz, A., Wandrey, C., Steinke, D., and Kula, M. R. A two-step enzymatic synthesis of dipeptides. Biotechnol. Bioeng. 1992, 39, 132-140
10. 10. Jakubke, H. D., Eichhorn, U., Hänsler, M., and Ullmann, D. Non-conventional enzyme catalysis: Application of proteases and zymogens in biotransformations. Biol. Chem. 1996, 377, 455-464
11. 11. Cao, L., Fischer, A., Bornscheuer, U. T., and Schmidt, R. D. Lipase-catalysed solid phase synthesis of sugar fatty acid esters. Biocatal. Biotransform. 1997, 14, 269-283
12. 12. Björup, P., Wehtje, E., and Adlercreutz, P. Effects of acetonitrile-water mixtures on α-chymotrypsin catalysed dipeptide synthesis. Biocatal. Biotransform. 1993, 13, 189-200
13. 13. Fregapane, G., Sarney, D. B., and Vulfson, E. N. Enzymic solvent-free synthesis of sugar acetyl fatty acid esters. Enzyme Microb. Technol. 1991, 13, 796-800
14. 14. Adelhorst, K., Björkling, F., Godtfredsen, S. E., and Kirk, O. Enzyme-catalysed preparation of 6-o-acylpyranosides. Synthesis 1990, 2, 112-115
15. 15. Gill, I. and Vulfson, E. N. Enzymatic synthesis of short peptides in heterogeneous mixtures of substrates. J. Am. Chem. Soc. 1993, 115, 3348-3349
16. 16. Gill, I. and Vulfson, N. Enzymic catalysis in heterogeneous eutectic mixtures of substrates. Trends Biotechnol. 1994, 12, 118-122
17. 17. López-Fandiño, R., Gill, I., and Vulfson, E. N. Enzymatic catalysis in heterogenous mixtures of substrates: The role of the liquid phase and the effects of "adjuvants". Biotechnol. Bioeng. 1994, 43, 1016-1023
18. 18. López-Fandiño, R., Gill, I., and Vulfson, E. N. Protease-catalysed synthesis of oligopeptides in heterogenous substrate mixtures. Biotechnol. Bioeng. 1994, 43, 1024-1030
19. 19. Kuhl, P., Halling, P. J., and Jakubke, H. D. Chymotrypsin suspended in organic solvents with salt hydrates is a good catalyst for peptide synthesis from mainly undissolved reactants. Tetrahedr. Lett. 1990, 31, 5313-5216
20. 20. Kuhl, P., Eichhorn, U., and Jakubke, H. D. Thermolysin- and chymotrypsin-catalysed peptide synthesis in the presence of salt hydrates. Biocatalysis in Non-Conventional Media (Tramper, J., Vermüe, M. H., Beeftink, H. H. and Stockar U. von, Eds.). Elsevier Science Pub. B.V., 1992, 513-518
21. 21. Kuhl, P., Eichhorn, U., and Jakubke, H. D. Enzymatic peptide synthesis in microaqueous, solvent-free systems. Biotechnol. Bioeng. 1995, 45, 276-278
22. 22. Kasche, V. and Galunsky, B. Enzyme-catalysed biotransformations in aqueous two-phase systems with precipitated substrate and/or product. Biotechnol. Bioeng. 1995, 45, 261-267
23. 23. Eichhorn, U. Entwicklung von Protease-katalysierten Verfahren zur Synthese kurzkettiger Peptide. Dissertation zur Erlangung der Doktorwürde. University of Leipzig, Germany, 1995
24. 24. Erbeldinger, M., Ni, X., and Halling, P. J. Effect of water and enzyme concentration on thermolysin-catalysed solid-to-solid peptide synthesis. Biotechnol. Bioeng. 1998, 59, 68-72
25. 25. Halling, P. J., Eichhorn, U., Kuhl, P., and Jakubke, H. D. Thermodynamics of solid-to-solid conversion and application to enzymic peptide synthesis. Enzyme Microb. Technol. 1995, 17, 601-606
26. 26. Welch, G. R., Somogyi, B., and Domjanovich, S. The role of protein fluctuations in enzyme actions: A review. Prog. Biophy. Mol. Biol. 1982, 32, 109-146
27. 27. Welch, G. R. (Ed.) The Fluctuating Enzyme Wiley, New York, 1986
28. 28. Wolff, A., van Asperen, V., Straathof, A. J. J., and Heijnen, J. J. Potential of enzymatic kinetic resolution using solid substrates suspension: Improved yield, productivity, substrate concentration, and recovery. Ph.D. thesis (A. Wolff), Delft University of Technology, The Netherlands, 1997, chap. 6. Also Straathof, A. J. J., Wolff, A., and Heijnen, J. J. Solid-to-solid kinetic resolution. Poster at Biotrans' 97, La Grande Motte, France
29. 28. Wolff, A., van Asperen, V., Straathof, A. J. J., and Heijnen, J. J. Potential of enzymatic kinetic resolution using solid substrates suspension: Improved yield, productivity, substrate concentration, and recovery. Ph.D. thesis (A. Wolff), Delft University of Technology, The Netherlands, 1997, chap. 6. Also Straathof, A. J. J., Wolff, A., and Heijnen, J. J. Solid-to-solid kinetic resolution. Poster at Biotrans' 97, La Grande Motte, France
30. 29. Eichhorn, U., Bommarius, A. S., Drauz, K., and Jakubke, H. D. Synthesis of dipeptides by suspension-to-suspension conversion via thermolysin catalysis: from analytical to preparative scale. J. Pep. Sci. 1997, 3, 245-251
31. 30. Eichhorn, U., Beck-Piotraschke, K., Schaaf, R., and Jakubke, H. D. Solid-phase acyl donor as a substrate pool in kinetically controlled protease-catalysed peptide synthesis. J. Pep. Sci. 1997, 3, 261-266
32. 31. Bornscheuer, U. T. Lipase-catalysed synthesis of monoacylglycerols. Microb. Technol. 1995, 17, 578-586