Abstract
Recent studies on biocatalysis in water—organic solvent biphasic systems have shown that many enzymes retain their catalytic activities in the presence of high concentrations of organic solvents. However, not all enzymes are organic solvent tolerant, and most have limited and selective tolerance to particular organic solvents. Protein modification or protein tailoring is an approach to alter the characteristics of enzymes, including solubility in organic solvents. Particular amino acids may play pivotal roles in the catalytic ability of the protein. Attaching soluble modifiers to the protein molecule may alter its conformation and the overall polarity of the molecule. Enzymes, in particular lipases, have been chemically modified by attachment of aldehydes, polyethylene glycols, and imidoesters. These modifications alter the hydrophobicity and conformation of the enzymes, resulting in changes in the microenvironment of the enzymes. By these modifications, newly acquired properties such as enhancement of activity and stability and changes in specificity and solubility in organic solvents are obtained. Modified lipases were found to be more active and stable in organic solvents. The optimum water activity (a w ) for reaction was also shifted by using modified enzymes. Changes in enantioselective behavior were also observed.
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Klibanov, A. M. (1989), Trends Biotechnol. 14, 141–144.
Litjens, M. J. J., Sha, M., Straathof, A. J. J., Jongejan, J. A., and Heijnen, J. J. (1999), Biotechnol. Bioeng. 65, 347–356.
Tsuzuki, W., Kitamura, Y., Suzuki, T., and Kobayashi, S. (1999), Biotechnol. Bioeng. 64, 267–271.
Quiros, M., Parker, M. C., and Turner, N. J. (2001), J. Org. Chem. 66, 5074–5079.
Kwon, D. Y., Hong, Y. J., and Yoon, S. H. (2000), J. Agric. Food Chem. 48, 524–530.
Basri, M., Salleh, A. B., Ampon, K., Yunus, W. M. Z., and Razak, C. N. A. (1991), Biocatalysis 4, 313–317.
Ampon, K. Salleh, A. B., Salam, F., Yunus, W. M. Z., Razak, C. N. A., and Basri, M. (1991), Enzyme Microb. Technol. 13, 597–601.
Basri, M., Ampon, K., Yunus, W. M. Z., Razak, C. N. A., and Salleh, A. B. (1992), J. Am. Oil Chem. Soc. 69(6), 579–583.
Takahashi, K., Saito, Y., and Inada, Y. (1988), J. Am. Oil Chem. Soc. 65, 911–916.
Reslow, M., Adlercreutz, P., and Mattiasson, B. (1988), Eur. J. Biochem. 177, 313–318.
Zaks, A. and Klibanov, A. M. (1984), Science 224, 1249–1251.
Brink, L. E. S., Tamper, J., Luyben, J. C. A. M., and Van Piet, K. (1988), Enzyme Microb. Technol. 10, 736–743.
Yang, Z. and Russel, A. J. (1996), in Enzymatic Reactions in Organic Media, Koskinen, A. M. P. and Klibanov, A. M., eds., Blackie Academic and Professional, Glasgow, UK.
Burke, P., Griffin, R. G., and Klibanov, A. M. (1993), Biotechnol. Bioeng. 42, 87–94.
Ryu, K. and Dordick, J. S. (1989), J. Am. Chem. Soc. 111, 8026–8027.
Laane, C. S., Boeren, S., Vos, K., and Veeger, C. (1987), Biotechnol. Bioeng. 30, 81–87.
Bellota, J. C., Choisnarda, L., Castilloa, E., and Marty, A. (2001), Enzyme Microb. Technol. 28, 362–369.
Means, G. E. and Feeney, R. G. (1968), Biochemistry 7, 1366–1371.
Basri, M., Ampon, K., Yunus, W. M. Z., Razak, C. N. A., and Salleh, A. B (1995), J. Am. Oil Chem. Soc. 72(4), 407–411.
Bradford, M. M. (1976), Anal. Biochem. 72, 581–590.
Fields, R. (1972), Biochemistry J. 124, 581–590.
Jasmani, H., Basri, M., Razak, C. N. A., Salleh, A. B., and Ahmad, F. B. H. (2001), Mal. J. Anal. Sci. 7, 209–212.
Dordick, J. S. (1989), Enzyme Microb. Technol. 11, 194–211.
Ampon, K., Salleh, A. B., Teoh, A., Yunus, W. M. Z., Razak, C. N. A., and Basri, M. (1991), Biotechnol. Lett. 13(1), 25–30.
Ampon, K., Salleh, A. B., Basri, M., Yunus, W. M. Z., Razak, C. N. A., and Whitaker, J. R. (1993), J. Biosci. 4(2), 124–160.
Salleh, A. B., Ampon, K., Salam, F., Yunus, W. M. Z., Razak, C. N. A., and Basri, M. (1990), Ann. NY Acad. Sci. 613, 521–522.
Longo, M. A. and Combes, D. (1999), J. Chem. Tech. Biotechnol. 74, 25–32.
Hernaiz, M. J., Sanches-Montero, J. M., and Sinisterra, J. V. (1999), Biotechnol. Bioeng. 55(2), 252–260.
Zaks, A. and Klibanov, A. M. (1988), J. Biol. Chem. 263, 8017–8021.
Halling, P. J. (1989), Trends Biotechnol. 7, 50–51.
Valivety, R. H., Halling, P. J., and Macrae, A. R. (1992), Biochim. Biophys. Acta 1122, 143–146.
Basri, M., Ampon, K., Yunus, W. M. Z., Razak C. N. A., and Salleh A. B. (1994), J. Chem. Tech. Biotech. 59, 37–44.
Basri, M., Th’ng, B. L., Razak C. N. A., and Salleh A. B. (1998), Ann. NY Acad. Sci. 864, 192–198.
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Salleh, A.B., Basri, M., Taib, M. et al. Modified enzymes for reactions in organic solvents. Appl Biochem Biotechnol 102, 349–357 (2002). https://doi.org/10.1385/ABAB:102-103:1-6:349
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DOI: https://doi.org/10.1385/ABAB:102-103:1-6:349