Abstract
The immobilized Candida antarctica lipase, a commercially available and one of the most commonly used enzymes, showed significantly improved enantioselectivity (twice) when used in a very acidic environment (pH 1.0) than in the normal pH 7.0 for the hydrolysis of ketoprofen ethyl ester at 45 °C. The enzyme was still 60% active at pH 1.0 compared to the activity at pH 7.0 and its stabilities at the two pH values were almost the same. The improved enantioselectivity was ascribed to the conformational change of the enzyme in the very acidic environment.
References
N. Kamiya, H. Kasagi, M. Inoue, K. Kusunoki and M. Goto, Biotechnol. Bioeng., 65, 227 (1999).
K. Watanabe, T. Koshiba, Y. Yasufuku, T. Miyazawa and S. Ueji, Bioorg. Chem., 29, 65 (2001).
M. G. Kim, E. G. Lee and B. H. Chung, Process Biochem., 35, 977 (2000).
I. J. Colton, S. N. Ahmed and R. J. Kazlauskas, J. Org. Chem., 60, 212 (1995).
C. S. Chang and C. S. Hsu, J. Chem. Technol. Biotechnol., 80, 537 (2005).
Y. Yano, K. Shimada, J. Okai, K. Goto, Y. Matsumoto and R. Ueoka, J. Org. Chem., 68, 1314 (2003).
K. W. Kim, B. Song, M. Y. Choi and M. J. Kim, Org. Lett., 3, 1507 (2001).
H. J. Park, W. J. Choi, E. C. Huh, E. Y. Lee and C. Y. Choi, J. Biosci. Bioeng., 87, 545 (1999).
T. Itoh, S. Han, Y. Matsushita and S. Hayase, Green Chem., 6, 437 (2004).
H. Yang, E. Henke and U. T. Bornscheuer, J. Org. Chem., 64, 1709 (1999).
J. S. Shin, S. Luque and A. M. Klibanov, Biotechnol. Bioeng., 69, 577 (2000).
U. T. Bornscheuer, Curr. Opin. Biotechnol., 13, 543 (2002).
P. F. Gong, H. Y. Wu, J. H. Xu, D. Shen and Y. Y. Liu, Appl. Microbiol. Biotechnol., 58, 728 (2002).
S. H. Kim, T. K. Kim, G. S. Shin, K. W. Lee, H. D. Shin and Y. H. Lee, Biotechnol. Lett., 26, 965 (2004).
Y. Y. Liu, J. H. Xu, Q. G. Xu and Y. Hu, Biotechnol. Lett., 21, 143 (1999).
A. Sadana and J. P. Henley, Biotechnol. Bioeng., 30, 717 (1987).
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Wu, J.C., Ho, P., Poh, T.Y. et al. Enhanced enantioselectivity of immobilized Candida antarctica lipase for hydrolysis of ketoprofen ethyl ester at pH 1. Korean J. Chem. Eng. 24, 648–650 (2007). https://doi.org/10.1007/s11814-007-0018-6
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DOI: https://doi.org/10.1007/s11814-007-0018-6