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Detoxification of model phenolic compounds in lignocellulosic hydrolysates with peroxidase for butanol production from Clostridium beijerinckii

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Abstract

In the present study, we investigated the peroxidase-catalyzed detoxification of model phenolic compounds and evaluated the inhibitory effects of the detoxified solution on butanol production by Clostridium beijerinckii National Collection of Industrial and Marine Bacteria Ltd. 8052. The six phenolic compounds, p-coumaric acid, ferulic acid, 4-hydroxybenzoic acid, vanillic acid, syringaldehyde, and vanillin, were selected as model fermentation inhibitors generated during pretreatment and hydrolysis of lignocellulose. The enzyme reaction was optimized as a function of the reaction conditions of pH, peroxidase concentration, and hydrogen peroxide to substrate ratio. Most of the tested phenolics have a broad optimum pH range of 6.0 to 9. Removal efficiency increased with the molar ratio of H2O2 to each compound up to 0.5–1.25. In the case of p-coumaric acid, ferulic acid, vanillic acid, and vanillin, the removal efficiency was almost 100% with only 0.01 μM of enzyme. The tested phenolic compounds (1 g/L) inhibited cell growth by 64–74%, while completely inhibiting the production of butanol. Although syringaldehyde and vanillin were less toxic on cell growth, the level of inhibition on the butanol production was quite different. The detoxified solution remarkably improved cell growth and surprisingly increased butanol production to the level of the control. Hence, our present study, using peroxidase for the removal of model phenolic compounds, could be applied towards the detoxification of lignocellulosic hydrolysates for butanol fermentation.

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References

  • Aitken MD, Heck PE (1998) Turnover capacity of Coprinus cinereus peroxidase for phenol and monosubstituted phenols. Biotechnol Prog 14(3):487–492

    Article  CAS  PubMed  Google Scholar 

  • Almeida JR, Modig T, Petersson A, Hahn-Hägerdal B, Liden G, Gorwa-Grauslund MF (2007) Increased tolerance and conversion of inhibitors in lignocellulosic hydrolysates by Saccharomyces cerevisiae. J Chem Technol Biotechnol 82(4):340–349

    Article  CAS  Google Scholar 

  • Berlin A, Maximenko V, Gilkes N, Saddler J (2007) Optimization of enzyme complexes for lignocellulose hydrolysis. Biotechnol Bioeng 97(2):287–296

    Article  CAS  PubMed  Google Scholar 

  • Campbell MM, Sederoff RR (1996) Variation in lignin content and composition (mechanisms of control and implications for the genetic improvement of plants). Plant Physiol 110(1):3–13

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Carvalheiro F, Duarte LC, Lopes S, Paraj JC, Pereira H, Girio FM (2005) Evaluation of the detoxification of brewery’s spent grain hydrolysate for xylitol production by Debaryomyces hansenii CCMI 941. Process Biochem 40(3–4):1215–1223

    Article  CAS  Google Scholar 

  • Carvalho WD, Canilha L, Mussatto SI, Dragone G, Morales MLV, Solenzal AIN (2004) Detoxification of sugarcane bagasse hemicellulosic hydrolysate with ion-exchange resins for xylitol production by calcium alginate-entrapped cells. J Chem Technol Biotechnol 79(8):863–868

    Article  CAS  Google Scholar 

  • Castelli F, Uccella N, Trombetta D, Saija A (1999) Differences between coumaric and cinnamic acids in membrane permeation as evidenced by time-dependent calorimetry. J Agric Food Chem 47(3):991–995

    Article  CAS  PubMed  Google Scholar 

  • Caza N, Bewtra JK, Biswas N, Taylor KE (1999) Removal of phenolic compounds from synthetic wastewater using soybean peroxidase. Water Res 33(13):3012–3018

    Article  CAS  Google Scholar 

  • Ezeji T, Blaschek HP (2008) Fermentation of dried distillers’ grains and solubles (DDGS) hydrolysates to solvents and value-added products by solventogenic Clostridia. Bioresour Technol 99(12):5232–5242

    Article  CAS  PubMed  Google Scholar 

  • Ezeji T, Qureshi N, Blaschek HP (2007) Butanol production from agricultural residues: impact of degradation products on Clostridium beijerinckii growth and butanol fermentation. Biotechnol Bioeng 97(6):1460–1469

    Article  CAS  PubMed  Google Scholar 

  • Ghioureliotis M, Nicell JA (2000) Toxicity of soluble products from the peroxidase-catalysed polymerization of substituted phenolic compounds. J Chem Technol Biotechnol 75(1):98–106

    Article  CAS  Google Scholar 

  • Heipieper HJ, Keweloh H, Rehm HJ (1991) Influence of phenols on growth and membrane permeability of free and immobilized Escherichia coli. Appl Environ Microbiol 57(4):1213–1217

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Heipieper HJ, Weber FJ, Sikkema J, Keweloh H, de Bont JAM (1994) Mechanisms of resistance of whole cells to toxic organic solvents. Trends Biotechnol 12(10):409–415

    Article  CAS  Google Scholar 

  • Jones DT, Woods DR (1986) Acetone-butanol fermentation revisited. Microbiol Mol Biol Rev 50(4):484–524

    CAS  Google Scholar 

  • Jönsson LJ, Palmqvist E, Nilvebrant N-O, Hahn-Hägerdal B (1998) Detoxification of wood hydrolysates with laccase and peroxidase from the white-rot fungus Trametes versicolor. Appl Microbiol Biotechnol 49(6):691–697

    Article  Google Scholar 

  • Kim YH, Won K, Kwon JM, Jeong HS, Park SY, An ES, Song BK (2005) Synthesis of polycardanol from a renewable resource using a fungal peroxidase from Coprinus cinereus. J Mol Catal B: Enzym 34(1–6):33–38

    Article  CAS  Google Scholar 

  • Klinke HB, Thomsen AB, Ahring BK (2004) Inhibition of ethanol-producing yeast and bacteria by degradation products produced during pre-treatment of biomass. Appl Microbiol Biotechnol 66(1):10–26

    Article  CAS  PubMed  Google Scholar 

  • Larsson S, Reimann A, Nilvebrant N-O, Jönsson L (1999) Comparison of different methods for the detoxification of lignocellulose hydrolyzates of spruce. Appl Biochem Biotechnol 77(1):91–103

    Article  Google Scholar 

  • Martinez A, Rodriguez ME, Wells ML, York SW, Preston JF, Ingram LO (2001) Detoxification of dilute acid hydrolysates of lignocellulose with lime. Biotechnol Prog 17(2):287–293

    Article  CAS  PubMed  Google Scholar 

  • Masuda M, Sakurai A, Sakakibara M (2001) Effect of reaction conditions on phenol removal by polymerization and precipitation using Coprinus cinereus peroxidase. Enzyme Microb Technol 28(4–5):295–300

    Article  CAS  PubMed  Google Scholar 

  • Miyafuji H, Danner H, Neureiter M, Thomasser C, Bvochora J, Szolar O, Braun R (2003) Detoxification of wood hydrolysates with wood charcoal for increasing the fermentability of hydrolysates. Enzyme Microb Technol 32(3–4):396–400

    Article  CAS  Google Scholar 

  • Moore K, Moronne M, Mehlhorn R (1992) Electron spin resonance study of peroxidase activity and kinetics. Arch Biochem Biophys 299:47–56

    Article  CAS  PubMed  Google Scholar 

  • Mussatto SI, Roberto IC (2004) Alternatives for detoxification of diluted-acid lignocellulosic hydrolyzates for use in fermentative processes: a review. Bioresour Technol 93(1):1–10

    Article  CAS  PubMed  Google Scholar 

  • Nilvebrant N-O, Reimann A, Larsson S, Jönsson L (2001) Detoxification of lignocellulose hydrolysates with ion-exchange resins. Appl Biochem Biotechnol 91–93(1):35–49

    Article  PubMed  Google Scholar 

  • Palmqvist E, Hahn-Hägerdal B (2000) Fermentation of lignocellulosic hydrolysates. I: inhibition and detoxification. Bioresour Technol 74(1):17–24

    Article  CAS  Google Scholar 

  • Sasaki M, Kabyemela B, Malaluan R, Hirose S, Takeda N, Adschiri T, Arai K (1998) Cellulose hydrolysis in subcritical and supercritical water. J Supercrit Fluids 13(1–3):261–268

    Article  CAS  Google Scholar 

  • Terada H (1990) Uncouplers of oxidative phosphorylation. Environ. Health Perspect 87:213–218

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Torget RW, Kim JS, Lee YY (2000) Fundamental aspects of dilute acid hydrolysis/fractionation kinetics of hardwood carbohydrates. 1. Cellulose hydrolysis. Ind Eng Chem Res 39(8):2817–2825

    Article  CAS  Google Scholar 

  • Villarreal MLM, Prata AMR, Felipe MGA, Almeida E, Silva JB (2006) Detoxification procedures of eucalyptus hemicellulose hydrolysate for xylitol production by Candida guilliermondii. Enzyme Microb Technol 40(1):17–24

    Article  CAS  Google Scholar 

  • Wagner M, Nicell JA (2002) Detoxification of phenolic solutions with horseradish peroxidase and hydrogen peroxide. Water Res 36(16):4041–4052

    Article  CAS  PubMed  Google Scholar 

  • Ward G, Hadar Y, Dosoretz CG (2003) Lignin peroxidase-catalyzed polymerization and detoxification of toxic halogenated phenols. J Chem Technol Biotechnol 78(12):1239–1245

    Article  CAS  Google Scholar 

  • Zaldivar J, Martinez A, Ingram LO (1999) Effect of selected aldehydes on the growth and fermentation of ethanologenic Escherichia coli. Biotechnol Bioeng 65(1):24–33

    Article  CAS  PubMed  Google Scholar 

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Acknowledgement

This research was supported by the Energy Technology Innovation (ETI) Program of the Ministry of Knowledge Economy of Korea.

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Authors and Affiliations

  1. Department of Chemical Engineering, Kwangwoon University, 447-1, Wolgye-Dong, Nowon-Gu, Seoul, 139-701, Korea

    Dae Haeng Cho & Yong Hwan Kim

  2. Center for Environmental Technology Research, Korea Institute of Science and Technology, 39-1 Hawolgok-Dong, Wolsong-Gil 5, Seongbuk-Gu, Seoul, 136-791, Korea

    Yun Jie Lee, Youngsoon Um & Byoung-In Sang

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  1. Dae Haeng Cho
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  2. Yun Jie Lee
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Correspondence to Byoung-In Sang or Yong Hwan Kim.

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Cho, D.H., Lee, Y.J., Um, Y. et al. Detoxification of model phenolic compounds in lignocellulosic hydrolysates with peroxidase for butanol production from Clostridium beijerinckii . Appl Microbiol Biotechnol 83, 1035–1043 (2009). https://doi.org/10.1007/s00253-009-1925-8

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  • DOI: https://doi.org/10.1007/s00253-009-1925-8

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