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BioMed Research International
Volume 2015, Article ID 891539, 14 pages
http://dx.doi.org/10.1155/2015/891539
Research Article

Production of Monomeric Aromatic Compounds from Oil Palm Empty Fruit Bunch Fiber Lignin by Chemical and Enzymatic Methods

1School of Chemical Sciences and Food Technology, Faculty of Science and Technology, The National University of Malaysia (UKM), 43600 Bangi, Selangor, Malaysia
2Polymer Research Center, Faculty of Science and Technology, The National University of Malaysia (UKM), 43600 Bangi, Selangor, Malaysia

Received 26 June 2015; Revised 13 November 2015; Accepted 30 November 2015

Academic Editor: Alberto Scoma

Copyright © 2015 Pei-Ling Tang et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. P. Oosterveer, B. E. Adjei, S. Vellema, and M. Slingerland, “Global sustainability standards and food security: exploring unintended effects of voluntary certification in palm oil,” Global Food Security, vol. 3, no. 3-4, pp. 220–226, 2014. View at Publisher · View at Google Scholar · View at Scopus
  2. MPOB, “Production of crude palm oil 2013,” Malaysia Palm Oil Board, Kuala Lumpur, Malaysia, 2013, http://bepi.mpob.gov.my/index.php/statistics/production/118-production-2013/603-production-of-crude-oil-palm-2013.html.
  3. V. Menon and M. Rao, “Trends in bioconversion of lignocellulose: biofuels, platform chemicals & biorefinery concept,” Progress in Energy and Combustion Science, vol. 38, no. 4, pp. 522–550, 2012. View at Publisher · View at Google Scholar · View at Scopus
  4. S. Fauziah, A. Nurhayati, G. Heiko, and S. Adilah, “A perspective of oil palm and its wastes,” Journal of Physical Science, vol. 21, pp. 67–77, 2010. View at Google Scholar
  5. N. Mosier, C. Wyman, B. Dale et al., “Features of promising technologies for pretreatment of lignocellulosic biomass,” Bioresource Technology, vol. 96, no. 6, pp. 673–686, 2005. View at Publisher · View at Google Scholar · View at Scopus
  6. R. C. Sun and J. Tomkinson, “Fractional separation and physico-chemical analysis of lignins from the black liquor of oil palm trunk fibre pulping,” Separation and Purification Technology, vol. 24, no. 3, pp. 529–539, 2001. View at Publisher · View at Google Scholar · View at Scopus
  7. K. Minu, K. K. Jiby, and V. V. N. Kishore, “Isolation and purification of lignin and silica from the black liquor generated during the production of bioethanol from rice straw,” Biomass and Bioenergy, vol. 39, pp. 210–217, 2012. View at Publisher · View at Google Scholar · View at Scopus
  8. Q. Xin, K. Pfeiffer, J. M. Prausnitz, D. S. Clark, and H. W. Blanch, “Extraction of lignins from aqueous-ionic liquid mixtures by organic solvents,” Biotechnology and Bioengineering, vol. 109, no. 2, pp. 346–352, 2012. View at Publisher · View at Google Scholar · View at Scopus
  9. S. I. Mussatto, M. Fernandes, and I. C. Roberto, “Lignin recovery from brewer's spent grain black liquor,” Carbohydrate Polymers, vol. 70, no. 2, pp. 218–223, 2007. View at Publisher · View at Google Scholar · View at Scopus
  10. F. Cotana, G. Cavalaglio, A. Nicolini et al., “Lignin as co-product of second generation bioethanol production from lignocellulose biomass,” Energy Procedia, vol. 45, pp. 52–60, 2014. View at Publisher · View at Google Scholar
  11. A. U. Buranov and G. Mazza, “Lignin in straw of herbaceous crops,” Industrial Crops and Products, vol. 28, no. 3, pp. 237–259, 2008. View at Publisher · View at Google Scholar · View at Scopus
  12. D. W. S. Wong, “Structure and action mechanism of ligninolytic enzymes,” Applied Biochemistry and Biotechnology, vol. 157, no. 2, pp. 174–209, 2009. View at Publisher · View at Google Scholar · View at Scopus
  13. H. Lange, S. Decina, and C. Crestini, “Oxidative upgrade of lignin—recent routes reviewed,” European Polymer Journal, vol. 49, no. 6, pp. 1151–1173, 2013. View at Publisher · View at Google Scholar · View at Scopus
  14. A. Azarpira, J. Ralph, and F. Lu, “Catalytic alkaline oxidation of lignin and its model compounds: a pathway to aromatic biochemicals,” Bioenergy Research, vol. 7, no. 1, pp. 78–86, 2014. View at Publisher · View at Google Scholar · View at Scopus
  15. M. Hofrichter, “Review: lignin conversion by manganese peroxidase (MnP),” Enzyme and Microbial Technology, vol. 30, no. 4, pp. 454–466, 2002. View at Publisher · View at Google Scholar · View at Scopus
  16. J. C. Villar, A. Caperos, and F. García-Ochoa, “Oxidation of hardwood kraft-lignin to phenolic derivatives with oxygen as oxidant,” Wood Science and Technology, vol. 35, no. 3, pp. 245–255, 2001. View at Publisher · View at Google Scholar · View at Scopus
  17. E. Billa, M.-T. Tollier, and B. Monties, “Characterisation of the monomeric composition of in situ wheat straw lignins by alkaline nitrobenzene oxidation: effect of temperature and reaction time,” Journal of the Science of Food and Agriculture, vol. 72, no. 2, pp. 250–256, 1996. View at Publisher · View at Google Scholar
  18. T. Y. Jang, C.-S. Park, K.-S. Kim, M.-J. Heo, and Y. H. Kim, “Benzaldehyde suppresses murine allergic asthma and rhinitis,” International Immunopharmacology, vol. 22, no. 2, pp. 444–450, 2014. View at Publisher · View at Google Scholar · View at Scopus
  19. N. Kumar and V. Pruthi, “Potential applications of ferulic acid from natural sources,” Biotechnology Reports, vol. 4, pp. 86–93, 2014. View at Publisher · View at Google Scholar
  20. J. Muthukumaran, S. Srinivasan, R. S. Venkatesan, V. Ramachandran, and U. Muruganathan, “Syringic acid, a novel natural phenolic acid, normalizes hyperglycemia with special reference to glycoprotein components in experimental diabetic rats,” Journal of Acute Disease, vol. 2, no. 4, pp. 304–309, 2013. View at Publisher · View at Google Scholar
  21. S. Martins, S. I. Mussatto, G. Martínez-Avila, J. Montañez-Saenz, C. N. Aguilar, and J. A. Teixeira, “Bioactive phenolic compounds: production and extraction by solid-state fermentation,” Biotechnology Advances, vol. 29, no. 3, pp. 365–373, 2011. View at Publisher · View at Google Scholar · View at Scopus
  22. K. Shirai and R. L. Jackson, “Lipoprotein lipase-catalyzed hydrolysis of p-nitrophenyl butyrate. Interfacial activation by phospholipid vesicles,” The Journal of Biological Chemistry, vol. 257, no. 3, pp. 1253–1258, 1982. View at Google Scholar · View at Scopus
  23. R. Z. Harris, H. Wariishi, M. H. Gold, and P. R. O. Montellano, “The catalytic site of manganese peroxidase,” The Journal of Biological Chemistry, vol. 266, no. 14, pp. 8751–8758, 1991. View at Google Scholar · View at Scopus
  24. P. Tang, O. Hassan, J. Md-Jahim, W. A. Mustapha, and M. Y. Maskat, “Fibrous agricultural biomass as a potential source for bioconversion to vanillic acid,” International Journal of Polymer Science, vol. 2014, Article ID 509035, 8 pages, 2014. View at Publisher · View at Google Scholar
  25. R. C. Sun, J. M. Fang, J. Tomkinson, and J. Bolton, “Physicochemical and structural characterization of alkali soluble lignins from oil palm trunk and empty fruit-bunch fibers,” Journal of Agricultural and Food Chemistry, vol. 47, no. 7, pp. 2930–2936, 1999. View at Publisher · View at Google Scholar · View at Scopus
  26. R. Sun, J. M. Lawther, and W. B. Banks, “The effect of alkaline nitrobenzene oxidation conditions on the yield and components of phenolic monomers in wheat straw lignin and compared to cupric(II) oxidation,” Industrial Crops and Products, vol. 4, no. 4, pp. 241–254, 1995. View at Publisher · View at Google Scholar · View at Scopus
  27. B. Moodley, D. A. Mulholland, and H. C. Brookes, “The chemical oxidation of lignin found in Sappi Saiccor dissolving pulp mill effluent,” Water SA, vol. 38, no. 1, pp. 1–7, 2012. View at Publisher · View at Google Scholar
  28. S. Chen, X. Tong, R. W. Woodard, G. Du, J. Wu, and J. Chen, “Identification and characterization of bacterial cutinase,” The Journal of Biological Chemistry, vol. 283, no. 38, pp. 25854–25862, 2008. View at Publisher · View at Google Scholar · View at Scopus
  29. M. N. M. Ibrahim, M. Y. N. Nadiah, M. S. Norliyana, and S. Shuib, “Separation and characterization of the vanillin compound from soda lignin,” in Innovations in Chemical Biology, B. Sener, Ed., pp. 103–110, Springer Science+Business Media, Dordrecht, The Netherlands, 2009. View at Publisher · View at Google Scholar
  30. M. N. M. Ibrahim, M. Y. N. Nadiah, and H. Azian, “Comparison studies between soda lignin and soda-anthraquinone lignin in terms of physic-chemical properties and structural features,” Journal of Applied Science, vol. 6, pp. 292–296, 2006. View at Google Scholar
  31. M. N. M. Ibrahim, S. B. Chuah, and W. D. W. Rosli, “Characterization of lignin precipitated from the soda black liquor of oil palm empty fruit bunch fibers by various mineral acids,” Asian Journal on Science and Technology for Development, vol. 21, no. 1, pp. 57–67, 2004. View at Google Scholar
  32. K. Iiyama, T. B. T. Lam, and B. A. Stone, “Phenolic acid bridges between polysaccharides and lignin in wheat internodes,” Phytochemistry, vol. 29, no. 3, pp. 733–737, 1990. View at Publisher · View at Google Scholar · View at Scopus
  33. V. E. Tarabanko and D. V. Petukhov, “Study of mechanism and improvement of the process of oxidative cleavage of ligins into the aromatic aldehydes,” Chemistry for Sustainable Development, vol. 11, pp. 655–667, 2003. View at Google Scholar
  34. V. E. Tarabanko, Y. V. Hendogina, D. V. Petuhov, and E. P. Pervishina, “On the role of retroaldol reaction in the process of lignin oxidation into vanillin. Kinetics of the vanillideneacetone cleavage in alkaline media,” Reaction Kinetics and Catalysis Letters, vol. 69, no. 2, pp. 361–368, 2000. View at Publisher · View at Google Scholar · View at Scopus
  35. A. Yoshinaga, S. Ohno, and M. Fujita, “Delignification of cell walls of Chamaecyparis obtusa during alkaline nitrobenzene oxidation,” Journal of Wood Science, vol. 50, no. 4, pp. 287–294, 2004. View at Publisher · View at Google Scholar · View at Scopus
  36. K. Iiyama and T. B. T. Lam, “Lignin in wheat internodes. Part 1: the reactivities of lignin units during alkaline nitrobenzene oxidation,” Journal of the Science of Food and Agriculture, vol. 51, no. 4, pp. 481–491, 1990. View at Publisher · View at Google Scholar
  37. S. Adachi, M. Tanimoto, M. Tanaka, and R. Matsuno, “Kinetics of the alkaline nitrobenzene oxidation of lignin in rice straw,” The Chemical Engineering Journal, vol. 49, no. 2, pp. B17–B21, 1992. View at Publisher · View at Google Scholar · View at Scopus
  38. V. E. Tarabanko, D. V. Petukhov, and G. E. Selyutin, “New mechanism for the catalytic oxidation of lignin to vanillin,” Kinetics and Catalysis, vol. 45, no. 4, pp. 569–577, 2004. View at Publisher · View at Google Scholar · View at Scopus
  39. V. E. Tarabanko, E. P. Pervishina, and Y. V. Hendogina, “Kinetics of aspen wood oxidation by oxygen in alkaline media,” Reaction Kinetics and Catalysis Letters, vol. 72, no. 1, pp. 153–162, 2001. View at Publisher · View at Google Scholar · View at Scopus
  40. T. Sumathi, A. Srilakshmi, V. S. Kotakadi, and D. V. R. Saigopal, “Role of fungal enzymes in polymer degradation: a mini review,” Research Journal of Pharmaceutical, Biological and Chemical Sciences, vol. 5, no. 2, pp. 1694–1711, 2014. View at Google Scholar · View at Scopus
  41. K. Dutta, S. Sen, and V. D. Veeranki, “Production, characterization and applications of microbial cutinases,” Process Biochemistry, vol. 44, no. 2, pp. 127–134, 2009. View at Publisher · View at Google Scholar · View at Scopus
  42. S. Chen, L. Su, J. Chen, and J. Wu, “Cutinase: characteristics, preparation, and application,” Biotechnology Advances, vol. 31, no. 8, pp. 1754–1767, 2013. View at Publisher · View at Google Scholar · View at Scopus
  43. P. B. Agrawal, V. A. Nierstrasz, and M. M. C. G. Warmoeskerken, “Role of mechanical action in low-temperature cotton scouring with F. solani pisi cutinase and pectate lyase,” Enzyme and Microbial Technology, vol. 42, no. 6, pp. 473–482, 2008. View at Publisher · View at Google Scholar · View at Scopus
  44. C. M. L. Carvolho, M. R. A. Barros, and J. M. S. Cabral, “Cutinase structure, function and biocatalytic applications,” Electronic Journal of Biotechnology, vol. 1, no. 3, 1998. View at Publisher · View at Google Scholar
  45. J. Järvinen, S. Taskila, R. Isomäki, and H. Ojamo, “Screening of white-rot fungi manganese peroxidases: a comparison between the specific activities of the enzyme from different native producers,” AMB Express, vol. 2, no. 1, pp. 62–70, 2012. View at Publisher · View at Google Scholar · View at Scopus
  46. C. Crestini, M. Crucianelli, M. Orlandi, and R. Saladino, “Oxidative strategies in lignin chemistry: a new environmental friendly approach for the functionalisation of lignin and lignocellulosic fibers,” Catalysis Today, vol. 156, no. 1-2, pp. 8–22, 2010. View at Publisher · View at Google Scholar · View at Scopus
  47. I. T. Forrester, A. C. Grabski, R. R. Burgess, and G. F. Leatham, “Manganese, Mn-dependent peroxidases, and the biodegradation of lignin,” Biochemical and Biophysical Research Communications, vol. 157, no. 3, pp. 992–999, 1988. View at Publisher · View at Google Scholar · View at Scopus
  48. P. Nousiainen, J. Kontro, H. Manner, A. Hatakka, and J. Sipilä, “Phenolic mediators enhance the manganese peroxidase catalyzed oxidation of recalcitrant lignin model compounds and synthetic lignin,” Fungal Genetics and Biology, vol. 72, pp. 137–149, 2014. View at Publisher · View at Google Scholar · View at Scopus
  49. D. N. Thompson, B. R. Hames, C. A. Reddy, and H. E. Grethlein, “In vitro degradation of insoluble lignin in aqueous media by lignin peroxidase and manganese peroxidase,” Applied Biochemistry and Biotechnology—Part A: Enzyme Engineering and Biotechnology, vol. 70–72, pp. 967–982, 1998. View at Publisher · View at Google Scholar · View at Scopus
  50. R. Araújo, C. Silva, A. O'Neill et al., “Tailoring cutinase activity towards polyethylene terephthalate and polyamide 6,6 fibers,” Journal of Biotechnology, vol. 128, no. 4, pp. 849–857, 2007. View at Publisher · View at Google Scholar · View at Scopus
  51. S. Yoshida, A. Chatani, Y. Honda, T. Watanabe, and M. Kuwahara, “Reaction of manganese peroxidase of Bjerkandera adusta with synthetic lignin in acetone solution,” Journal of Wood Science, vol. 44, no. 6, pp. 486–490, 1998. View at Publisher · View at Google Scholar · View at Scopus