Phenolic compounds as enhancers in enzymatic and electrochemical oxidation of veratryl alcohol and lignins

Applied Microbiology and Biotechnology

Volumn 89, Issue 6, 2011, Pages 1693-1700

  Díaz González, María ^a   Vidal, Teresa ^a   Tzanov, Tzanko ^a  

^a UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

Author keywords

Cyclic voltammetry; Laccase; Lignin; Oxidation; Phenolic compounds; Veratryl alcohol

Indexed keywords

ACETOSYRINGONE; ACETOVANILLONE; CATALYTIC EFFICIENCIES; HPLC ANALYSIS; LACCASE; LACCASES; LIGNIN MODEL COMPOUND; METHYL SYRINGATE; NATURALLY OCCURRING; PHENOLIC COMPOUNDS; SULFONIC ACID; SYRINGIC ACID; VERATRALDEHYDE; VERATRYL ALCOHOL; VIOLURIC ACID;

CYCLIC VOLTAMMETRY; ELECTROCHEMICAL CELLS; ELECTROCHEMISTRY; LIGNIN; PHENOLS;

ELECTROCHEMICAL OXIDATION;

2,2' AZINO BIS(3 ETHYLBENZOTHIAZOLINE 6 SULFONIC ACID)DIAMMONIUM SALT; 4 HYDROXYBENZOIC ACID; ACETOSYRINGONE; APOCYNIN; CAFFEIC ACID; CONIFERYL ALDEHYDE; FERULIC ACID; GALLIC ACID; INOSITOL; LACCASE; PARA COUMARIC ACID; PHENOL DERIVATIVE; SINAPIC ACID; SINAPINALDEHYDE; SULFONIC ACID DERIVATIVE; SYRINGALDEHYDE; SYRINGIC ACID; SYRINGIC ACID METHYL ESTER; UNCLASSIFIED DRUG; VANILLIC ACID; VANILLIN; VERATRALDEHYDE; VERATRYL ALCOHOL; VIOLURIC ACID;

ALCOHOL; CATALYSIS; ELECTROCHEMICAL METHOD; ENZYME ACTIVITY; LIGNIN; NUMERICAL MODEL; ORGANIC ACID; ORGANIC COMPOUND; OXIDATION; PERFORMANCE ASSESSMENT; PHENOLIC COMPOUND; SALT;

ARTICLE; CATALYSIS; COMPARATIVE STUDY; CYCLIC POTENTIOMETRY; ELECTROCHEMICAL ANALYSIS; ELECTROCHEMICAL OXIDATION; ENZYMATIC DEGRADATION; ENZYME ACTIVITY; ENZYME ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; OXIDATION;

ACETOPHENONES; BENZOTHIAZOLES; BENZYL ALCOHOLS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ELECTROCHEMICAL TECHNIQUES; GALLIC ACID; LACCASE; LIGNIN; OXIDATION-REDUCTION; PHENOLS; SULFONIC ACIDS;

LINUM USITATISSIMUM;

EID: 79952573420     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00253-010-3007-3     Document Type: Article

References (34)

1. Aracri E, Colom JF, Vidal T (2009) Application of laccase-natural mediator systems to sisal pulp: an effective approach to biobleaching or functionalizing pulp fibres? Bioresour Technol 100:5911-5916
2. Arora DS, Sharma RK (2009) Ligninolytic fungal laccases and their biotechnological applications. Appl Biochem Biotechnol 160:1760-1788
3. Asgher M, Bhatti HN, Ashraf M, Legge RL (2008) Recent developments in biodegradation of industrial pollutants by white rot fungi and their enzyme system. Biodegradation 19:771-783
4. Astolfi P, Brandi P, Galli C, Gentili P, Gerini MF, Greci L, Lanzalunga O (2005) New mediators for the enzyme laccase: mechanistic features and selectivity in the oxidation of non-phenolic substrates. New J Chem 29(130):8-1317
5. Bourbonais R, Paice MG (1987) Oxidation and reduction of lignin-related aromatic compounds by Aureobasidium pullulans. Appl Microbiol Biotechnol 26:164-169
6. Bourbonnais R, Paice M (2004) Voltammetric measurement of lignin in pulp and paper samples. J Electrochem Soc 151:E246-E249
7. Bourbonnais R, Paice MG, Reid ID, Lanthier P, Yaguchi M (1995) Lignin oxidation by laccase isozymes from Trametes versicolor and role of the mediator 2, 2′-azinobis (3-ethylbenzthiazoline-6-sulfonate) in kraft lignin depolymerisation. Appl Environ Microbiol 61:1876-1880
8. Bourbonnais R, Paice MG, Freiermuth B, Bodie E, Borneman S (1997) Reactivities of various mediators and laccases with kraft pulp and lignin model compounds. Appl Environ Microbiol 63:4627-4632 (Pubitemid 27524189)
9. Bourbonnais R, Leech D, Paice MG (1998) Electrochemical analysis of the interactions of laccase-mediators with lignin model compounds. BBA Gen Subjects 1379:381-390 (Pubitemid 28127880)
10. Camarero S, Ibarra D, Martínez MJ, Martínez AT (2005) Ligninderived compounds as efficient laccase mediators for decolorization of different types of recalcitrant dyes. Appl Environ Microbiol 71:1775-1784 (Pubitemid 40546092)
11. Camarero S, Ibarra D, Martinez AT, Romero J, Gutierrez A, del Rio JC (2007) Paper pulp delignification using laccase and natural mediators. Enzyme Microbi Technol 40:1264-1271 (Pubitemid 46371320)
12. Chakar FS, Ragauskas AJ (2004) Biobleaching chemistry of laccase-mediator systems on high-lignin-content kraft pulps. Can J Chem 82:344-352 (Pubitemid 38570043)
13. Collinson SR, Thielemans W (2010) The catalytic oxidation of biomass to new materials focusing on starch, cellulose and lignin. Coord Chem Rev 254:1854-1870
14. d'Acunzo F, Galli C, Gentili P, Sergi F (2006) Mechanistic and steric issues in the oxidation of phenolic and non-phenolic compounds by laccase or laccase-mediator systems. The case of bifunctional substrates. New J Chem 30:583-591
15. Díaz-González M, Vidal T, Tzanov T (2009) Electrochemical study of phenolic compounds as enhancers in laccase-catalyzed oxidative reactions. Electroanal 21:2249-2257
16. Dubé E, Shareck F, Hurtubise Y, Beauregard M, Daneault C (2008) Decolourization of recalcitrant dyes with a laccasefrom Streptomyces coelicolor under alkaline conditions. J Ind Microbiol Biotechnol 35:1123-1129
17. Fillat U, Colom JF, Vidal T (2010) A new approach to the biobleaching of flax pulp with laccase using natural mediators. Bioresour Technol 101:4104-4110
18. Gent X, Li K (2002) Degradation of non-phenolic lignin by the whiterot fungus Pycnoporus cinnabarinus. Appl Microbiol Biotechnol 60:342-346
19. González Arzola K, Arévalo MC, Falcón MA (2009) Catalytic efficiency of natural and synthetic compounds used as laccasemediators in oxidising veratryl alcohol and a kraft lignin, estimated by electrochemical analysis. Electrochim Acta 54:2621-2629
20. Gutiérrez A, Rencoret J, Ibarra D, Molina S, Camarero S, Romero J, del Rio JC, Martínez A (2007) Removal of lipophilic extractives from paper pulp by laccase and lignin-derived phenols as natural mediators. Environ Sci Technol 41:4124-4129
21. Himmel ME, Ding SY, Johnson DK, Adney WS, Nimlos MR, Brady JW, Foust TD (2007) Biomass recalcitrance: engineering plants and enzymes for biofuels production. Science 315:804-807
22. Johannes C, Majcherczyk A (2000) Natural mediators in the oxidation of polycyclic aromatic hydrocarbons by laccase mediator systems. Appl Environ Microbiol 66:524-528 (Pubitemid 30082736)
23. Khlifi R, Belbahri L, Woodwarda S, Ellouz M, Dhouib A, Sayadi S, Mechichi T (2010) Decolourization and detoxification of textile industry wastewater by the laccase-mediator system. J Hazard Mater 175:802-808
24. Martínez AT, Speranza M, Ruiz-Dueñas FJ, Ferreira P, Camarero S, Guillén F, Martínez MJ, Gutiérrez A, del Río JC (2005) Biodegradation of lignocellulosics: microbial, chemical, and enzymatic aspects of the fungal attack of lignin. Int Microbiol 8:195-204
25. Moldes D, Díaz-González M, Tzanov T, Vidal T (2008) Comparative study of the efficiency of synthetic and natural mediatorsin laccase-assisted bleaching of eucalyptus kraft pulp. Bioresour Technol 99:7959-7965
26. Moldes D, Cadena EM, Vidal T (2010) Biobleaching of eucalypt kraft pulp with a two laccase-mediator stages sequence. Bioresour Technol 101:6924-6929
27. Müller C, Euring M, Kharazipour A (2009) Enzymatic modification of wood fibres for activating their ability of self bonding. Int J Mater Prod Tec 36:189-199
28. Nousiainen P, Pekka Maijala P, Hatakka A, Martínez AT, Sipila J (2009) Syringyl-type simple plant phenolics as mediating oxidants in laccase catalyzed degradation of lignocellulosic materials: model compound studies. Holzforschung 63:699-704
29. Nyanhongo GS, Gomes J, Gübitz GM, Zvauya R, Read J, Steiner W (2002) Decolorization of textile dyes by laccases froma newly isolated strain of Trametes modesta. Water Res 36:1449-1456 (Pubitemid 34230340)
30. Sánchez C (2009) Lignocellulosic residues: biodegradation and bioconversion by fungi. Biotechnol Adv 27:85-194
31. Shumakovich GP, Shleev SV, Morozova OV, Khohlov PS, Gazaryan IG, Yaropolov AI (2006) Electrochemistry and kinetics of fungal laccase mediators. Bioelectrochemistry 69:16-24 (Pubitemid 44287604)
32. Theuerl S, Buscot F (2010) Laccases: toward disentangling their diversity and functions in relation to soil organic matter cycling. Biol Fertil Soils 46:215-225
33. Wong DWS (2009) Structure and action mechanism of ligninolytic enzymes. Appl Biochem Biotechnol 157:174-209
34. Zhou A, Sadik OA (2008) Comparative analysis of quercetin oxidation by electrochemical, enzymatic, autoxidation, and free radical generation techniques: a mechanistic study. J Agric Food Chem 56:12081-12091