Remarkable activation of enzymes in nonaqueous media by denaturing organic cosolvents

Biotechnology and Bioengineering

Volumn 49, Issue 1, 1996, Pages 87-92

  Almarsson, Örn ^a   Klibanov, Alexander M ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

activation; anhydrous media; denaturing organic solvents; lipase; protease

Indexed keywords

CATALYSIS; CHEMICAL ACTIVATION; CHEMICAL MODIFICATION; ESTERIFICATION; ORGANIC SOLVENTS; POLYETHYLENE GLYCOLS; PROTEINS; WATER;

ANHYDROUS SOLVENTS; DEIONIZED WATER; DENATURATION; DIMETHYL SULFOXIDE; FORMAMIDE; LIPASE; PROTEASE; PROTEIN FLEXIBILITY; TRANSESTERIFICATION REACTIONS;

ENZYMES;

DIMETHYL SULFOXIDE; PROTEINASE; SUBTILISIN; TRIACYLGLYCEROL LIPASE;

ARTICLE; CONFORMATIONAL TRANSITION; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME CONFORMATION; ENZYME STABILITY; ESTERIFICATION; NONHUMAN; PROTEIN CROSS LINKING;

EID: 0030569730     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0290(19960105)49:1<87::AID-BIT11>3.3.CO;2-R     Document Type: Article

References (35)

1. Affleck. R., Xu, Z.-F., Suzawa, V., Focht, K., Clark, D. S., Dordick, J. S. 1992. Enzymatic catalysis and dynamics in low-water environments. Proc. Natl. Acad. Sci. USA 89: 1100-1104.
2. Burke, P. A., Griffin, R. G., Klibanov, A. M. 1993. Solid-state nuclear magnetic resonance investigation of solvent dependence of tyrosyl ring motion in an enzyme. Biotechnol. Bioeng. 42: 87-94.
3. Chen, C. S., Sih, C. J. 1989 General aspects and optimization of enandoselective biocatalysis in organic solvents - the use of lipases. Angew. Chem. Int Ed. Engl. 28: 695-707.
4. Dabulis, K., Klibanov, A. M. 1993. Dramatic enhancement of enzymatic activity in organic solvents by lyoprotectants. Biotechnol. Bioeng. 41: 566-571.
5. Desai, U. R., Klibanov, A. M. 1995. Assessing the structural integrity of a lyophilized protein in organic solvents. J. Am. Chem. Soc. 117: 3940-3945.
6. Fernandez-Velasco, D. A., Garza-Ramoz, G., Ramirez, L., Shoshani, L., Darzon, A., Tuena de Gomez-Puyou, M., Gomez-Puyou, A. 1992. Activity of heart muscle lactate dehydrogenases in allaqueous systems and in organic solvents with low amounts of water. Eur. J. Biochem. 205: 501-508.
7. Fitzpatrick, P. A , Steinmetz, A. C U., Ringe, D., Klibanov, A. M. 1993. Enzyme crystal structure in a neat organic solvent. Proc Natl. Acad. Sci. USA 90: 8653-8657.
8. Fitzpatrick, P. A., Steinmetz, A. C. U., Ringe, D., Klibanov, A. M. 1994. X-Ray crystal structure of cross-linked subtilisin Carlsberg in water vs. acetonitrile. Biochem. Biophys. Res. Commun. 198: 675-681.
9. Fujita, S. C., Oshima, T., Imahori, K. 1976. Purification and properties of D-glyceraldehyde-3-phosphate dehydrogenase from an extreme thermophile. Eur. J. Biochem. 64: 57-68.
10. Garza-Ramoz, G., Fernandez-Velasco, D. A., Ramirez, L., Shoshani, L., Darzon, A., Tuena de Gomez-Puyou, M., Gomez-Puyou, A. 1992. Enzyme activation by denaturants in organic solvent systems with a low water content. Eur. J. Biochem. 205: 509-517.
11. Guinn, R. M , Skerker, P. S., Kavanaugh, P., Clark, D. S. 1991. Activity and flexibility of alcohol dehydrogenase in organic solvents. Biotechnol. Bioeng. 37: 303-308.
12. Hailing, P J. 1994. Thermodynamic predictions for biocatalysis in nonconventional media: Theory, tests, and recommendations for experimental design and analysis. Enz. Microb. Technol. 16. 178-206.
13. Inada, Y., Nishimura, H., Takahashi, K., Yoshimoto, T., Ajima, A., Matsushima, A., Saito, Y. 1986. Application of polyethylene glycolmodified enzymes in biotechnological processes: Organic solvent-soluble enzymes. Trends Biotechnol. 4: 190-194.
14. Khmelnitsky, Y. L., Welch, S. H., Clark, D. S., Dordick, J. S. 1994 Salts dramatically enhance activity of enzymes suspended in organic solvents. J. Am. Chem. Soc. 116: 2647-2648.
15. Kitaguchi, H., Klibanov, A. M. 1989. Enzymatic peptide synthesis via segment condensation in the presence of water mimics. J. Am. Chem. Soc. 111: 9272-9273.
16. Klibanov, A. M. 1990. Asymmetric transformations catalyzed by enzymes in organic solvents. Acc. Chem. Res. 23: 114-120.
17. Laitinen, H. A., Harris, W. E. 1975. Chemical analysis. 2nd edition. McGraw-Hill, New York.
18. Lapanje, S. 1978. Physicochemical aspects of protein denaturation. Wiley, New York.
19. Locke, D. C , Martire, D. E. 1967. Theory of solute retention in liquid-liquid chromatography. Anal. Chem. 39: 921-925.
20. Nishimura, H., Takahashi, K., Sakurai, K., Fujinuma, K., Imamura, Y., Ooba, M., Inada, Y. 1983. Modification of batroxobin with activated polyethylene glycol: Reduction of binding ability towards antibatroxobin antibody and retention of defibrinogenation activity in circulation of preimmunized dogs. Life Sci. 33: 1467-1473.
21. Ohnishi, S. T., Barr, J. K. 1978. A simplified method of quamitating proteins using the biuret and phenol reagents. Anal. Biochem. 86: 193-200.
22. Paradkar, V. M., Dordick, J. S. 1994. Aqueous-like activity of α-chymotrypsin dissolved in nearly anhydrous organic solvents. J. Am. Chem. Soc. 116: 5009-5010.
23. Petsko, G. A., Tsernoglou, D. 1976. The structure of subtilopeptidase A. J. Mol. Biol. 106: 453-456.
24. Poole, P. L., Finney, J. L. 1983. Hydration-induced conformational changes in lysozyme at low water content. Int. J. Biol. Macromol. 5: 308-310.
25. Rehaber, V., Jaenicke, R. 1992. Stability and reconstitution of D-glyceraldehyde-3-phosphate dehydrogenase from the hyperthermophilic eubacterium Thermologa maritima. J. Biol. Chem. 267: 10999-11006.
26. Sasaki, T., Kise, H. 1994 Effects of calcium ion on the catalytic activity of α-chymotrypsin in organic solvents. Biosci. Biotechnol. Biochem. 58: 1050-1053
27. St. Clair, N. L., Navia, M A. 1992. Cross-linked enzyme crystals as robust biocatalysts. J. Am. Chem. Soc. 114: 7314-7316.
28. Sundaram, T. K , Wright, I. P., Wilkinson, A. E. 1980. Malate dehydrogenase from thermophilic and mesophilic bacteria. Molecular size, subunit structure, amino acid composition, immunochemical homology, and catalytic activity. Biochemistry 19: 2017-2022
29. Wangikar, P. P., Graycar, T. P , Estell, D A., Clark, D. S., Dordick, J. S. 1993. Protein and solvent engineering of subtilisin BPN' in nearly anhydrous organic media. J. Am. Chem. Soc. 115: 12231-12237.
30. Wescott, C. R., Klibanov, A. M. 1993. Solvent variation inverts substrate specificity of an enzyme. J. Am. Chem. Soc. 115: 1629-1631.
31. Wescoit, C. R., Klibanov, A. M. 1994. The solvent dependence of enzyme specificity. Biochim. Biophys. Acta. 1206: 1-9.
32. Zaks, A., Klibanov, A. M. 1986. Substrate specificity of enzymes in organic solvents vs. water is reversed. J. Am. Chem. Soc. 108: 2767-2768.
33. Zaks, A., Klibanov, A. M. 1988. Enzymatic catalysis in nonaqueous solvents. J Biol. Chem. 263: 3194-3201.
34. Zaks, A , Klibanov, A. M. 1988. The effect of water on enzyme action in organic media. J. Biol. Chem. 263: 8017-8021.
35. Zaks, A. 1991. Enzymes in organic solvents, pp. 161-180, In J. S. Dordick (ed.), Biocatalysts for Industry. Plenum, New York.