Skip to main content

Official Journal of the Japan Wood Research Society

  • Note
  • Published:

Reaction of manganese peroxidase ofBjerkandera adusta with synthetic lignin in acetone solution

Abstract

The reaction of manganese peroxidase (MnP) of the white-rot fungusBjerkandera adusta with synthetic lignin dehydrogenation polymer, DHP) in acetone medium was investigated. Gel-permeation chromatography of the DHP treated by MnP demonstrated depolymerization of syringyl DHP in the reaction mixture containing 70% acetone; moreover, concomitant repolymerization occurred to give highly polymerized products. Guaiacyl DHP was only repolymerized by MnP in the same acetone solution without giving degradation products. Addition of ascorbic acid to reaction mixtures containing acetone resulted in preferential depolymerization of syringyl DHP.

References

  1. Sarkanen KV, Ludwig CH (1971) Lignins: occurrence, formation, structure and reactions. J Wiley, New York, pp 43–89

    Google Scholar 

  2. Gold MH, Wariishi H, Valli K (1989) Extracellular peroxidases involved in lignin degradation by the white rot basidiomycetePhanerochaete chrysosporium. In: Whitaker RJ, Sonnet PE (eds) Biocatalysis in agricultural biotechnology. ACS Symposium Series 389. American Chemical Society, Washington D.C., pp 127–140

    Chapter  Google Scholar 

  3. Hammel KE (1989) Organopollutant degradation by ligninolytic fungi. Enzyme Microb Technol 11:776–777

    Article  CAS  Google Scholar 

  4. Thurston CF (1994) The structure and function of fungal laccases. Microbiology 140:19–26

    Article  CAS  Google Scholar 

  5. Umezawa T, Higuchi T (1989) Cleavages of aromatic ring andβ-O-4 bond of synthetic lignin (DHP) by lignin peroxidase. FEBS Lett 242:325–329

    Article  CAS  PubMed  Google Scholar 

  6. Kondo R, Iimori T, Imamura H, Nishida T (1990) Polymerization of DHP and depolymerization of DHP-glucoside by lignin peroxidase. J Biotechnol 13:181–188

    Article  CAS  Google Scholar 

  7. Hammel KE, Moen MA (1991) Depolymerization of a synthetic lignin in vitro by lignin peroxidase. Enzyme Microb Technol 13:15–18

    Article  CAS  Google Scholar 

  8. Wariishi H, Valli K, Gold MH (1991) In vitro depolymerization of lignin by manganese peroxidase ofPhanerochaete chrysosporium. Biochem Biophys Res Commun 176:269–275

    Article  CAS  PubMed  Google Scholar 

  9. Hammel KE, Jensen KA Jr, Mozuch MD, Landucci LL, Tien M, Pease EA (1993) Ligninolysis by a purified lignin peroxidase. J Biol Chem 268:12274–12281

    CAS  PubMed  Google Scholar 

  10. Kawai S, Ohashi H, Hirai T, Okuyama H, Higuchi T (1993) Degradation of syringyl lignin model polymer by laccase ofCoriolus versicolor. Mokuzai Gakkaishi 39:98–102

    CAS  Google Scholar 

  11. Bao W, Fukushima Y, Jensen KA Jr, Moen MA, Hammel KE (1994) Oxidative degradation of non-phenolic lignin during lipid peroxidation by fungal manganese peroxidase. FEBS Lett 354:297–300

    Article  CAS  PubMed  Google Scholar 

  12. Dordick JS, Marletta MA, Klibanov AM (1986) Peroxidases depolymerization lignin in organic media but not in water. Proc Natl Acad Sci USA 83:6255–6257

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Lewis NG, Razal RA, Yamamoto E (1987) Lignin degradation by peroxidase in organic media: a reassessment. Proc Natl Acad Sci USA 84:7925–7927

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Yoshida S, Watanabe T, Honda Y, Kuwahara M (1996) Reaction of lignin peroxidase ofPhanerochaete chrysosporium in organic solvents. Biosci Biotech Biochem 60:711–713

    Article  CAS  Google Scholar 

  15. Vazquez-Duhalt R, Westlake DWS, Fedorak PM (1994) Lignin peroxidase oxidation of aromatic compounds in systems containing organic solvents. Appl Environ Microbiol 60:459–466

    CAS  PubMed  PubMed Central  Google Scholar 

  16. Yoshida S, Watanabe T, Honda Y, Kuwahara M (1997) Effects of water-miscible organic solvents on the reaction of lignin peroxidase ofPhanerochaete chrysosporium. J Mol Catal B 2:243–251

    Article  CAS  Google Scholar 

  17. Vazquez-Duhalt R, Westlake DWS, Fedorak PM (1995) Kinetics of chemically modified lignin peroxidase and enzymatic oxidation of aromatic nitrogen-containing compounds. Appl Microbiol Biotechnol 42:675–681

    Article  CAS  Google Scholar 

  18. Yoshida S, Watanabe T, Honda Y, Kuwahara M (1996) Reaction of chemically modified lignin peroxidase ofPhanerochaete chrysosporium in water-miscible organic solvents. Biosci Biotech Biochem 60:1805–1809

    Article  CAS  Google Scholar 

  19. Kimura Y, Asada Y, Kuwahara M (1990) Screening of basidiomycetes for lignin peroxidase genes using a DNA probe. Appl Microbiol Biotechnol 32:436–442

    Article  CAS  PubMed  Google Scholar 

  20. Kofujita H, Asada Y, Kuwahara M (1991) Alkyl-aryl cleavage of phenolicβ-O-4 lignin substructure model compound by Mn(II)peroxidase isolated fromPleurotus ostreatus. Mokuzai Gakkaishi 37:555–561

    CAS  Google Scholar 

  21. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248–254

    Article  CAS  PubMed  Google Scholar 

  22. Kirk TK, Croan S, Tien M, Murtagh KE, Farrell RL (1986) Production of multiple ligninases byPhanerochaete chrysosporium: effect of selected growth conditions and use of a mutant strain. Enzyme Microb Technol 8:27–32

    Article  CAS  Google Scholar 

  23. Freudenberg K, Hübner HH (1952) Oxyzimtalkohole und ihre Dehydrierungs-polymerisate. Chem Ber 85:1181–1191

    Article  CAS  Google Scholar 

  24. Tanahashi M, Higuchi T (1981) Dehydrogenative polymerization of monolignols by peroxidase and H2O2 in a dialysis tube. I. Preparation of highly polymerized DHPs. Wood Res 67:29–42

    CAS  Google Scholar 

  25. Tanahashi M, Higuchi T (1990) Effect of the hydrophobic regions of hemicelluloses on dehydrogenative polymerization of sinapyl alcohol. Mokuzai Gakkaishi 36:424–428

    CAS  Google Scholar 

  26. Schuerch C (1952) The solvent properties of liquids and their relation to the solubility, swelling, isolation and fractionation of lignin. J Am Chem Soc 74:5061–5067

    Article  CAS  Google Scholar 

  27. Adler E (1977) Lignin chemistry — past, present and future. Wood Sci Technol 11:169–218

    Article  CAS  Google Scholar 

  28. Haemmerli SD, Leisola MSA, Fiechter A (1986) Polymerization of lignins by ligninases fromPhanerochaete chrysosporium. FEMS Microbiol Lett 35:33–36

    Article  CAS  Google Scholar 

  29. Wariishi H, Valli K, Gold MH (1989) Oxidative cleavage of a phenolic diarylpropane lignin model dimer by manganese peroxidase fromPhanerochaete chrysosporium. Biochemistry 28:6017–6023

    Article  CAS  Google Scholar 

  30. Tuor U, Wariishi H, Schoemarker HE, Gold MH (1992) Oxidation of phenol arylglycerol β-aryl ether lignin model compounds by manganese peroxidase fromPhanerochaete chrysosporium: oxidative cleavage of an α-carbonyl model compound. Biochemistry 31:4986–4995

    Article  CAS  PubMed  Google Scholar 

  31. Conn EE, Stumpf PK, Bruening G, Doi H (1987) Outlines of biochemistry. J Wiley, New York, pp 165–211

    Google Scholar 

  32. Wariishi H, Valli K, Gold MH (1992) Manganese (II) oxidation by manganese peroxidase from the basidiomycetePhanerochaete chrysosporium. J Biol Chem 267:23688–23695

    CAS  PubMed  Google Scholar 

  33. Kurek B, Monties B, Odier E (1990) Dispersion of lignin in water: characterization of the phenomenon and influence on lignin degradability. Holzforschung 44:407–414

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Masaaki Kuwahara.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yoshida, S., Chatani, A., Honda, Y. et al. Reaction of manganese peroxidase ofBjerkandera adusta with synthetic lignin in acetone solution. J Wood Sci 44, 486–490 (1998). https://doi.org/10.1007/BF00833415

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00833415

Key words