Spectroscopic properties of oxidation species generated in the lignin of wood fibers by a laccase catalyzed treatment: Electronic hole state migration and stabilization in the lignin matrix

Biochimica et Biophysica Acta - General Subjects

Volumn 1472, Issue 3, 1999, Pages 625-642

  Barsberg, Søren ^a   Thygesen, Lisbeth G ^b  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b Dept Dairy Food Sci Roy Vet A ^*  (Denmark)

Author keywords

Electron transfer; Lignin; Oxidation; Radical migration; Spectroscopy; Wood fiber

Indexed keywords

LACCASE; LIGNIN; RADICAL;

ARTICLE; ELECTRON SPIN RESONANCE; ELECTRON TRANSPORT; FIBER; FLUORESCENCE SPECTROSCOPY; OXIDATION; PRIORITY JOURNAL; SPECTROSCOPY; ULTRAVIOLET SPECTROSCOPY; WOOD;

ASCORBIC ACID; ELECTRON SPIN RESONANCE SPECTROSCOPY; LACCASE; LIGNIN; OXIDATION-REDUCTION; OXIDOREDUCTASES; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; WOOD;

EID: 0032699970     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0304-4165(99)00192-0     Document Type: Article

References (41)

1. Felby C., Nielsen B.R., Olesen P.O., Skibsted L.H. Identification and quantification of radical reaction intermediates by electron spin resonance spectrometry of laccase-catalyzed oxidation of wood fibers from beech (Fagus sylvatica). Appl. Microbiol. Biotechnol. 48:1997;459-464.
2. Felby C., Pedersen L.S., Nielsen B.R. Enhanced autoadhesion of wood fibers using phenol oxidases. Holzforschung. 51:1997;281-286.
3. Davin L.B., Wang H.-B., Crowell A.L., Bedgar D.L., Martin D.M., Sarkanen S., Lewis N. Stereoselective bimolecular phenoxy radical coupling by an auxiliary (dirigent) protein without an active center. Science. 275:1997;362-366.
4. K.V. Sarkanen, C.H. Ludwig (Eds.), Lignins - Occurrence, Formation, Structure and Reactions, Wiley, New York, 1971.
5. D.N.-S. Hon, N. Shiraishi (Eds.), Wood and Cellulosic Chemistry, Marcel Dekker, New York, 1991.
6. Jurasek L. Molecular modelling of fibre walls. J. Pulp Paper Sci. 24:1998;209-212.
7. Akhtar M., Blanchette R.A., Kirk T.K. Microbial delignification and biomechanical pulping. Adv. Biochem. Eng. Biotechnol. 57:1997;159.
8. Kirk T.K., Farrell R. Enzymatic 'combustion': The microbial degradation of lignin. Annu. Rev. Microbiol. 41:1987;465-505.
9. Hatakka A. Lignin-modifying enzymes from selected white-rot fungi: Production and role in lignin degradation. FEMS Microbiol. Rev. 13:1994;125-135.
10. Kurek B., Monties B., Odier E. Influence of the physical state of lignin on its degradability by the lignin peroxidase of Phanerochaete chrysosporium. Enzyme Microb. Tech. 12:1990;771-777.
11. Call H.P., Mücke I. History, overview and applications of mediated lignolytic systems, especially laccase-mediator-systems (lignozym(R)-process). J. Biotech. 53:1997;163-202.
12. Srebotnik E., Jensen K.A., Hammel K.E. Evidence that Ceriporiopsis subvermispora degrades non-phenolic lignin structure by a one-electron-oxidation mechanism. Appl. Environ. Microbiol. 63:1997;4435-4440.
13. Bourbonnais R., Leech D., Paice M.G. Electrochemical analysis of the interactions of laccase mediators with lignin model compounds. Biochim. Biophys. Acta. 1379:1998;381-390.
14. Bourbonnais R., Paice M.G. Oxidation of non-phenolic substrates. An expanded role for laccase in biodegradation. FEBS Lett. 267:1990;99-102.
15. Archibald F.S., Bourbonnais R., Jurasek L., Paice M.G., Reid I.D. Kraft pulp bleaching and delignification by Trametes versicolor. J. Biotech. 53:1997;215-236.
16. Stone J.E., Scallan A.M. Pulp Paper Mag. Can. 69:1968;69.
17. J. Hassingboe, L.M. Lawther, C. Felby, Influence of extractives on enzymatic catalyzed bonding of Norway spruce TMP fibers, 7th International Conference on Biotechniques in the Pulp and Paper Industry, 1998, pp. A125-128.
18. B. Hapke, Theory of Reflectance and Emittance Spectroscopy, Cambridge University Press, New York, 1993.
19. Tylli H., Forsskåhl I., Olkkonen C. The effect of photoirradiation on high-yield pulps: Spectroscopy and kinetics. J. Photochem. Photobiol. A Chem. 87:1995;181-191.
20. Bro R. PARAFAC. Tutorial and applications. Chemometr. Intell. Lab. Syst. 38:1997;149-171.
21. Henrion R. Tutorial: N-way principal component analysis. Theory, algorithms and applications. Chemometr. Intell. Lab. Syst. 25:1994;1-23.
22. Rothberg L.J., Yan M., Papadimitrakopoulos F., Galvin M.E., Kwock E.W., Miller T.M. Photophysics of phenylenevinylene polymers. Synth. Methods. 80:1996;41-58.
23. H. Martens, T. Näs, Multivariate Calibration, Wiley, Chichester, 1989.
24. Davidson R.S. The photodegradation of some naturally occurring polymers. J. Photochem. Photobiol. B. 33:1996;3-25.
25. Schmidt J.A., Heitner C., Kelly G.P., Leichester P.A., Wilkinson F. Diffuse-reflectance laser flash photolysis studies of the photochemistry of bleached thermomechanical pulp. J. Photochem. Photobiol. A Chem. 57:1991;111-125.
26. B.W. Meer, G. Coker, S.-Y.S. Shen, Resonance Energy Transfer, VCH, New York, 1994.
27. Shukla D., Schepp N.P., Mathivanan N., Johnston L.J. Generation and spectroscopic and kinetic characterization of methoxy-substituted phenoxyl radicals in solution and on paper. Can. J. Chem. 75:1997;1820-1829.
28. Bietti M., Baciocchi E., Steenken S. Lifetime, reduction potential and base-induced fragmentation of the veratryl alcohol radical cation in aqueous solution. Pulse radiolysis studies on a ligninase 'mediator'. J. Phys. Chem. A. 102:1998;7337-7342.
29. T. Shida, Electronic Absorption Spectra of Radical Ions, Physical Science Data 34, Elsevier, Amsterdam, 1988.
30. Kaufman J.H., Colaneri N., Scott J.C., Street G.B. Evolution of polaron states into bipolarons in polypyrrole. Phys. Rev. Lett. 53:1984;1005-1008.
31. Genoud F., Guglielmi M., Nechtschein M., Genies E., Salmon M. ESR study of electrochemical doping in the conducting polymer polypyrrole. Phys. Rev. Lett. 55:1985;118-121.
32. Brédas J.L., Scott J.C., Yakushi K., Street G.B. Polarons and bipolarons in polypyrrole: Evolution of the band structure and optical spectrum upon doping. Phys. Rev. B. 30:1984;1023-1025.
33. Brédas J.L., Thémans B., Fripiat J.G., André J.M., Chance R.R. Highly conducting polyparaphenylene, polypyrrole, and polythiopene chains: An ab initio study of the geometry and electronic-structure modifications upon doping. Phys. Rev. B. 29:1984;6761-6773.
34. Zotti G., Zecchin S. Decay of electrochemically injected polarons in polythiophenes. Bipolaron stabilization by structural factors. Synth. Methods. 87:1997;115-118.
35. N.M. Emanuel, G.E. Zaikov, Z.K. Maizus, Oxidation of Organic Compounds, Pergamon, Oxford, 1984.
36. Yan M., Rothberg L.J., Papadimitrakopoulos F., Galvin M.E., Miller T.M. Defect quenching of conjugated polymer luminescence. Phys. Rev. Lett. 73:1994;744-747.
37. Kahol P.K., Dyakonov A.J., McCormick B.J. An electron-spin-resonance study of polymer interactions with moisture in polyanaline and its derivatives. Synth. Methods. 89:1997;17-28.
38. 3. Optics Commun. 24:1978;231-232.
39. F. Wilkinson, A. Goodwin, D.R. Worrall, Diffuse reflectance laser flash photolysis of thermomechanical pulp, in: C. Heitner, J.C. Scaniano (Eds.), Photochemistry of Lignocellulosic Materials, ACS Symp. Series 531, Am. Chem. Soc., Washington, 1993, pp. 86-98.
40. Olmstead J.A., Gray D.G. Fluorescence spectroscopy of cellulose, lignin and mechanical pulps: A review. J. Pulp Paper Sci. 23:1997;571-581.
41. E.A. Silinsh, Organic Molecular Crystals - Their Electronic States, Springer Series Solid State Science, vol. 16, Springer, Berlin, 1980.