Direct solubilization of enzyme aggregates with enhanced activity in nonaqueous media

Biotechnology and Bioengineering

Volumn 96, Issue 6, 2007, Pages 1030-1039

  Akbar, Umar ^a   Aschenbrenner, Carl D ^a   Harper, Michael R ^a   Johnson, Harvey R ^a   Dordick, Jonathan S ^b   Clark, Douglas S ^a  

^a University of California   (United States)

^b RENSSELAER POLYTECHNIC INSTITUTE   (United States)

Author keywords

Enzyme activation; Lipase; Nonaqueous biocatalysis; Solubilization; Subtilisin

Indexed keywords

ENZYME ACTIVITY; ESTERIFICATION; EXTRACTION; ORGANIC SOLVENTS; SOLUBILITY; SOLUTIONS; SURFACE ACTIVE AGENTS;

LIPASE; POLAR ORGANIC SOLVENTS; PROTEIN SOLUBILIZATION; SOYBEAN PEROXIDASE;

ENZYME KINETICS;

BERGENIN; LIPASE B; PEROXIDASE; SUBTILISIN; SURFACTANT; WATER;

ARTICLE; BACILLUS LICHENIFORMIS; CANDIDA ANTARCTICA; CATALYSIS; ENZYME ACTIVITY; EXTRACTION; MICROENVIRONMENT; NONHUMAN; PROTEIN AGGREGATION; SOLUBILIZATION; SOYBEAN; TRANSESTERIFICATION;

CATALYSIS; CHEMICAL FRACTIONATION; ENZYMES; LIPASE; PEROXIDASE; SOLUBILITY; SOLVENTS; SOYBEANS; SUBTILISIN;

CANDIDA ANTARCTICA; GLYCINE MAX;

EID: 34247505870     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.21291     Document Type: Article

References (40)

1. Altreuter DH, Dordick JS, Clark DS. 2002a. Nonaqueous biocatalytic synthesis of new cytotoxic doxorubicin derivatives: Exploiting unexpected differences in the regioselectivity of salt-activated and solubilized subtilisin. J Am Chem Soc 124:1871-1876.
2. Altreuter DH, Dordick JS, Clark DS. 2002b. Optimization of ion-paired lipase for non-aqueous media: Acylation of doxorubicin based on surface models of fatty acid esterification. Enzyme Microb Tech 31:10-19.
3. Altreuter DH, Dordick JS, Clark DS. 2003. Solid-phase peptide synthesis by ion-paired α-chymotrypsin in nonaqueous media. Biotechnol Bioeng 81:809-817.
4. Bohm G, Dowden J, Rice DC, Burgess I, Pilard J, Guilbert B, Haxton A, Hunter RC, Turner NJ, Flitsch SL. 1998. A novel linker for the attachment of alcohols to solid supports. Tetrahedron Lett 39:3819-3822.
5. Burke PA, Griffin RG, Klibanov AM. 1992. Solid-state NMR assessment of enzyme active center structure under nonaqueous conditions. J Biol Chem 267:20057-20064.
6. Castro GR, Knubovets T. 2003. Homogeneous biocatalysis in organic solvents and water-organic mixtures. Crit Rev Biotechnol 23:195-231.
7. Gorman LAS, Dordick JS. 1992. Organic solvents strip water off enzymes. Biotechnol Bioeng 39:392-397.
8. Goto M, Kamiya N, Miyata M, Nakashio F. 1994. Enzymatic esterification by surfactant-coated lipase in organic media. Biotechnol Prog 10:263-268.
9. Grether U, Waldmann H. 2001. An enzyme-labile safety catch linker for synthesis on a soluble polymeric support. Chemistry 7:959-971.
10. Inada Y, Nishimura H, Takahashi K, Yoshimoto T, Saha AR, Saito Y. 1984. Ester synthesis catalyzed by polyethylene glycol-modified lipase in benzene. Biochem Biophys Res Commun 122:845-850.
11. Jaeger HM, Nagel SR. 1992. Physics of the granular state. Science 255:1523-1531.
12. Khan SA, Hailing PJ, Bosley JA, Clark AH, Peilow AD, Pelan EG, Rowlands DW. 1992. Polyethylene glycol-modified subtilisin forms microparticulate suspensions in organic solvents. Enzyme Microb Tech 14:96-100.
13. Kress J, Zanaletti R, Amour A, Ladlow M, Frey JG, Bradley M. 2002. Enzyme accessibility and solid supports: Which molecular weight enzymes can be used on solid supports? An investigation using confocal Raman microscopy. Chem Eur J 8:3769-3772.
14. Kwon OH, Imanishi Y, Ito Y. 1999. Catalytic activity and conformation of chemically modified subtilisin Carlsberg in organic media. Biotechnol Bioeng 66:265-270.
15. Lakshmikanth GS, Krishnamoorthy G. 1999. Solvent-exposed tryptophans probe the dynamics at protein surfaces. Biophys J 77:1100-1106.
16. Leon S, Quarrell R, Lowe G. 1998. Evaluation of resins for on-bead screening: A study of papain and chymotrypsin specificity using PEGA-bound combinatorial peptide libraries. Bioorg Med Chem Lett 8:2997-3002.
17. Lindsay JP, Clark DS, Dordick JS. 2004. Combinatorial formulation of biocatalyst preparations for increased activity in organic solvents: Salt activation of penicillin amidase. Biotechnol Bioeng 85:553-560.
18. Liu W, Ma L, Sun XD, Cheng YH, Li TJ. 1996. Fluorometric assay for horseradish peroxidase in organic media. Appl Biochem Biotech 56: 129-139.
19. Luisi PL, Giomini M, Pileni MP, Robinson BH. 1988. Reverse micelles as hosts for proteins and small molecules. Biochim Biophys Acta 947:209-246.
20. Matzke SF, Creagh AL, Haynes CA, Prausnitz JM, Blanch HW. 1992. Mechanism of protein solubilization in reverse micelles. Biotechnol Bioeng 40:91-102.
21. Mozhaev VV, Budde CL, Rich JO, Usyatinsky AY, Michels PC, Khmelnitsky YL, Clark DS, Dordick JS. 1998. Regioselective enzymatic acylation as a tool for producing solution-phase combinatorial libraries. Tetrahedron 54:3971-3982.
22. Okahata Y, Ijiro K. 1988. A lipid-coated lipase as a new catalyst for triglyceride synthesis in organic solvents. J Chem Soc, Chem Commun 1392-1394.
23. Okazaki SY, Kamiya N, Abe K, Goto M, Nakashio F. 1997. Novel preparation method for surfactant-lipase complexes utilizing water in oil emulsions. Biotechnol Bioeng 55:455-460.
24. Paradkar VM, Dordick JS. 1994a. Mechanism of extraction of chymotrypsin into isooctane at very low concentrations of aerosol OT in the absence of reversed micelles. Biotechnol Bioeng 43:529-540.
25. Paradkar VM, Dordick JS. 1994b. Aqueous-like activity of α-chymotrypsin dissolved in nearly anhydrous organic solvents. J Am Chem Soc 116: 5009-5010.
26. Renil M, Ferraras M, Delaisse JM, Foged NT, Meldal M. 1998. PEGA supports for combinatorial peptide synthesis and solid-phase enzymatic library assays. J Peptide Sci 4:195-210.
27. Ru MT, Dordick JS, Reimer JA, Clark DS. 1999. Optimizing the salt-induced activation of enzymes in organic solvents: Effects of lyophilization time and water content. Biotechnol Bioeng 63:233-241.
28. Ryu K, Stafford DR, Dordick JS. 1989. Peroxidase-catalyzed polymerization of phenols: Kinetics of p-Cresol oxidation in organic media. ACS Symp Ser 389:141-157.
29. Schulze B, Klibanov AM. 1991. Inactivation and stabilization of subtlisins in neat organic solvents. Biotechnol Bioeng 38:1001-1006.
30. Schuster M, Wang P, Paulson JC, Wong CH. 1994. Solid-phase chemical-enzymatic synthesis of glycopeptides and oligosaccharides. J Am Chem Soc 116:1135-1136.
31. Smith HK, Bradley MJ. 1999. Comparison of resin and solution screening methodologies in combinatorial chemistry and the identification of a 100 nM inhibitor of tryptanothione reductase. J Comb Chem 1:326-332.
32. Souto AL, Ito AS. 2000. Tryptophan fluorescence studies of melanotropins in the amphiphile-water interface of reversed micelles. Eur Biophys J 29:38-47.
33. Steinhaus H. 1999. Mathematical snapshots. New York: Dover. 311 p.
34. Torquato S, Truskett TM, Debenedetti PG. 2000. Is random close packing of spheres well defined? Phys Rev Lett 84:2064-2067.
35. Vivian JT, Callis PR. 2001. Mechanisms of tryptophan fluorescence shifts in proteins. Biophys J 80:2093-2109.
36. Wang P, Sergeeva MV, Lim L, Dordick JS. 1997. Biocatalytic plastics as active and stable materials for biotransformations. Nat Biotechnol 15: 789-793.
37. Wangikar PP, Michels PC, Clark DS, Dordick JS. 1997. Structure and function of subtilisin BPN' solubilized in organic solvents. J Am Chem Soc 119:70-76.
38. Yang L, Dordick JS, Garde S. 2004. Hydration of enzyme is consistent with its activity in non-aqueous solutions. Biophys J 87:812-821.
39. Zaks A, Klibanov AM. 1988a. Enzymatic catalysis in nonaqueous solvents. J Biol Chem 263:3194-3201.
40. Zaks A, Klibanov AM. 1988b. The effect of water on enzyme action in organic media. J Biol Chem 263:8017-8021.