Soybean peroxidase as an effective bromination catalyst

Enzyme and Microbial Technology

Volumn 26, Issue 5-6, 2000, Pages 337-341

  Munir, Inmar Z ^a   Dordick, Jonathan S ^a  

^a RENSSELAER POLYTECHNIC INSTITUTE   (United States)

Author keywords

Bromination; Peroxidase from soybean hulls; Veratryl alcohol

Indexed keywords

ALCOHOLS; BROMINE; CATALYST ACTIVITY; DERIVATIVES; HALOGENATION; HYDROGEN PEROXIDE; IODINE COMPOUNDS; OXIDATION; PH EFFECTS; REACTION KINETICS; SUBSTRATES;

BROMINATION; SOYBEAN PEROXIDASE;

ENZYME KINETICS;

3,4 DIMETHOXYCINNAMIC ACID; BROMIDE; CHLORIDE; CHLORIDE PEROXIDASE; INDOLE; IODIDE; PEROXIDASE; PYRAZOLE; VERATRYL ALCOHOL;

ARTICLE; BROMINATION; CATALYSIS; CATALYST; HALOGENATION; OXIDATION; SOYBEAN;

EID: 0034005139     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0141-0229(99)00180-5     Document Type: Article

References (20)

1. Franssen M.C.R. Halogenation and oxidation reactions with halperoxidases. Biocatalysis. 10:1994;87-111.
2. Van Pee K. Biosynthesis of halogenated metabolites by bacteria. Ann Rev Microbiol. 50:1996;375-399.
3. Morrison M., Schonbaum G. Peroxidase catalyzed halogenation. Ann Rev Biochem. 45:1976;861-889.
4. Libby R.D., Beachy T.M., Phipps A.K. Quantitating direct chlorine transfer from enzyme to substrate in chloroperoxidase-catalyzed reactions. J Biol Chem. 271:1996;21820-21827.
5. Renganathan V., Kikki K., Gold M. Haloperoxidase reactions catalyzed by lignin peroxidase, an extracellular enzyme from the basidiomycete Phanerochaete chrysosporium. Biochemistry. 26:1987;5127-5132.
6. Farhangrazi Z.S., Sinclair R., Yamazaki I., Powers L.S. Haloperoxidase activity of Phanerochaete chrysosporium lignin peroxidases H2 and H8. Biochemistry. 31:1992;10763-10768.
7. McEldoon J.P., Pakora A.R., Dordick J.S. Lignin peroxidase-type activity of soybean peroxidase. Enz Micro Tech. 17:1995;359-365.
8. Kraus J.J., Munir I.Z., McEldoon J.P., Clark D.S., Dordick J.S. Oxidation of polycyclic aromatic hydrocarbons catalyzed by soybean peroxidase. Applied Biochemistry and Biotechnology. 80:1999;221-230.
9. McEldoon J.P., Dordick J.S. Extraordinary thermal stability of soybean peroxidase. Biotechnol Prog. 12:1996;555-558.
10. Morris D.R., Hager L.P. Chloroperoxidase. I. Isolation and properties of the crystalline glycoprotein. J Biol Chem. 241:1966;1763.
11. Waters WA, Little JS. In: Wiberg KB, editor. Oxidation in Organic Chemistry, Vol. 5a. New York: Academic Press, 1965. pp. 185-241.
12. Dordick J.S., Klibanov A.M., Marletta M.A. Horseradish peroxidase catalyzed hydroxylations mechanistic studies . Biochemistry. 25:1986;2946-2951.
13. Schmall M.W., Gorman L.S., Dordick J.S. Ligninase-catalyzed hydroxylation of phenols. Biochim Biophys Acta. 999:1989;267-272.
14. Itoh N., Izumi Y., Yamada H. Haloperoxidase-catalyzed halogenation of nitrogen containing aromatic heterocycles represented by nucleic bases. Biochemistry. 26:1987;282-289.
15. Franssen M.C.R., van Boven H.G., van der Plas H.C. Enzymatic halogenation of pyrazoles and pyridine derivatives. J Hetercyclic Chem. 24:1987;1313-1316.
16. Yamada H., Itoh N., Izumi Y. Chloroperoxidase-catalyzed halogenation of trans-cinnamic acid and its derivatives. J Biol Chem. 260:1985;11962-11969.
17. Shaw H., Perlmutter H., Gu C., Arco S., Quibuyen T. Free radical bromination of selected organic compounds in water. J Org Chem. 62:1997;236-237.
18. Anderson L.A., Dawson L.A. EXAFS spectroscopy of heme containing oxygenases and peroxidases. Structure Binding. 64:1991;1-40.
19. Tien M., Kirk T.K., Bull C., Fee J.A. Steady-state and transient-state kinetic studies on the oxidation of 3,4 dimethoxybenzyl alcohol catalyzed by the ligninase of Phanerochaete chrysosporium burds. J Biol Chem. 262:1986;1687-1693.
20. Shipp K.G., Kaplan L.A., Sitzmann M.E. Reactions of α-substituted polynitrotoluenes. III. 2,4,6-trinitrobenzyl anion as a nucleophile at aromatic carbon. J Org Chem. 37:1972;1966-1970.