Effect of water-miscible solvents on the organic solvent-resistant tyrosinase from Streptomyces sp. REN-21

Journal of Chemical Technology and Biotechnology

Volumn 78, Issue 7, 2003, Pages 809-816

  Rodakiewicz Nowak, Janina ^a   Ito, Masaaki ^b  

^a INSTITUTE OF CATALYSIS AND SURFACE CHEMISTRY   (Poland)

^b Rengo Co Ltd   (Japan)

Author keywords

Inhibition; Organic solvents; Tyrosinase

Indexed keywords

OXIDATION; REACTION KINETICS; SOLUBILITY; SOLVENTS; WATER;

WATER-MISCIBLE SOLVENTS;

ENZYMES;

4 TERT BUTYLCATECHOL; ACETONE; ACETONITRILE; ALCOHOL; CATECHOL; DIMETHYL SULFOXIDE; METHANOL; MONOPHENOL MONOOXYGENASE; N,N DIMETHYLFORMAMIDE; ORGANIC SOLVENT; WATER;

SOLVENT;

ANALYTICAL PARAMETERS; AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; CORRELATION ANALYSIS; ENZYME ACTIVITY; ENZYME INHIBITION; HYDROPHOBICITY; MISCIBILITY; MUSHROOM; NONHUMAN; OXIDATION KINETICS; PREDICTION; STREPTOMYCES; THERMODYNAMICS;

BASIDIOMYCOTA; STREPTOMYCES SP.;

EID: 0038016780     PISSN: 02682575     EISSN: None     Source Type: Journal    
DOI: 10.1002/jctb.857     Document Type: Article

References (30)

1. McGuirl M and Dooley GM, Copper-containing oxidases. Curr Opinion Chem Biol 3:138-144 (1994).
2. Van Gastel M, Bubacco L, Groenen EIJ, Vijgenboom E and Canters GW, EPR study of the dinuclear active copper site of tyrosinase from Streptomyces antibioticus. FEBS Lett 474:228-232 (2000).
3. Rodriguez-Lopez JN, Fenoll LG, Penalver M, Garcia-Ruiz PA, Varon R, Martinez-Ortiz F, Garcia-Canovas F and Tudela J, Tyrosinase action on monophenols evidence for direct enzymatic release of o-diphenol. Biochim Biophys Acta 1548:238-256 (2001).
4. Fenoll LG, Rodriguez-Lopez JN, Garcia-Sevilla F, Tudela J, Garcia-Ruiz P, Varon R and Garcia-Canovas F, Oxidation by mushroom tyrosinase of monophenols generating slightly unstable o-quinones. Eur J Biochem 267:5865-5878 (2000).
5. Cooksey CJ, Garratt PJ, Land EJ, Pavel S, Ramsden CA, Riley PA and Smit NPM, Evidence of the indirect formation of the catecholic intermediate substrate responsible for the autoactivation kinetics of tyrosinase. J Biol Chem 272:26 235-26 236 (1997).
6. Riley PA, Tyrosinase kinetics: A semi-quantitative model of the mechanism of oxidation of monohydric and dihydric phenolic substrates. J Theor Biol 203:1-12 (2000).
7. Cooksey CJ, Garratt PJ, Land EJ, Ramsden CA and Riley PA, Tyrosinase kinetics: Failure of the auto-activation mechanism of monohydric phenol oxidation by rapid formation of a quinomethane intermediate. Biochem J 333:685-691 (1998).
8. Naish-Byfield S and Riley PA, Tyrosinase autoactivation and the problem of the lag phase. Pigment Cell Res 11:127-133 (1998).
9. Kazandijan RZ and Klibanov AM, Regioselective oxidation of phenols catalyzed by polyphenol oxidase in chloroform. J Am Chem Soc 107:5448-5450 (1995).
10. Uyama H, Kurioka H, Kaneko I and Kobayashi S, Synthesis of a new family of phenol resins by enzymatic oxidative polymerization. Chemistry Lett. 423-426 (1994).
11. Xu Y-P, Huang G-L and Yu Y-T, Kinetics of phenolic polymerization catalyzed by peroxidase in organic media. Biotechnol Bioeng 47:117-119 (1995).
12. Dordick JS, Khmelnitsky YuL and Sergeeva MV, The evolution of biotransformation technologies. Curr Opinion Microb 1:311-318 (1998).
13. Deng Q and Dong S, Construction of a tyrosinase-based biosensor in pure organic phase. Anal Chem 67:1357-1360 (1995).
14. Campanella L, Favero G, Persi L, Sammartino MP, Tomassetti M and Visco G, Organic phase enzyme electrodes: Applications and theoretical studies. Anal Chim Acta 426:235-247 (2001).
15. Asada N, Fukumitsu T, Fujimoto K and Matsuda K-I, Activation of prophenolooxidase with 2-propanol and other organic compounds. Insect Biochem Mol Biol 23:515-520 (1993).
16. Ayyagari MSR, Kaplan DL, Chatterjee S, Walker JE and Akkara JA, Solvent effects in horseradish peroxidase-catalyzed polyphenol synthesis. Enzyme Microb Technol 30:3-9 (2002).
17. Ryu K and Dordick JS, How do organic solvents affect peroxidase structure and function?. Biochemistry 31:2588-2598 (1992).
18. Rodakiewicz-Nowak J, Kasture SM, Dudek B, and Haber J, Effect of various organic solvents on enzymatic activity of fungal laccases. J Molec Catal B 11: 1-11 (2000).
19. Rodakiewicz-Nowak J, Haber J, Pozdnyakova N, Leontievsky A and Golovleva LA, Effect of ethanol on enzymatic activity of fungal laccases. Biosc Reports 19:589-600 (1999).
20. Rodakiewicz-Nowak J, Phenols oxidizing enzymes in water-restricted media. Topics in Catalysis 11/12:419-434 (2000).
21. Ito M and Oda K, An organic solvent resistant tyrosinase from Streptomyces sp. REN-21: Purification and characterization. Biosci Biotechnol Biochem 62:261-267 (2000).
22. Rodriguez-Lopez JN, Ros-Martinez JR, Varon R and Garcia-Canovas J, Calibration of a Clark-type oxygen electrode by tyrosinase-catalyzed oxidation of 4-tert butylcatechol. Anal Biochem 202:356-360 (1992).
23. Waite JH, Calculating extinction coefficients for enzymatically produced o-quinones. Anal Biochem 75:211-218 (1976).
24. Garcia Canovas F, Tudela J, Martinez Madrid C, Varon R, Garcia Carmona F and Lozano JA, Kinetic study on the suicide inactivation of tyrosinase induced by catechol. Biochim Biophys Acta 912:417-423 (1987).
25. Rodakiewicz-Nowak J, Monkiewicz M and Haber J, Enzymatic activity of the A bisporus tyrosinase in AOT in isooctane w/o microemulsions. Colloids Surfaces A 208:347-356 (2002).
26. Lerch K and Ettlinger L, Purification and characterization of a tyrosinase from Streptomyces glaucescens. Eur J Biochem 31:427-437 (1972).
27. Bru R, Sanchez-Ferrer F and Garcia-Carmona F, Characteristics of tyrosinase in AOT -isooctane reverse micelles. Biotechnol Bioeng 34:304-308 (1989).
28. Gorjup B, Lampic N, Penca R, Perdih A and Perdih M, Solvent effects on ligninases. Enzyme Microb Technol 25:15-22 (1999).
29. Kamlet MJ, Doherty RM, Abraham MH, Marcus Y and Taft RW, Linear solvation energy relationships. 46 An improved equation for correlation and prediction of octanol/water partition coefficients of organic nonelectrolytes (including strong hydrogen bond donor solutes). J Phys Chem 92:5244-5255 (1988).
30. Lee SB, Enzyme reaction kinetics in organic solvents: A theoretical kinetic model and comparison with experimental observations. J Ferment Bioeng 79:479-484 (1995).