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Lignin: Chemical structure, biodegradation, and practical application (a review)

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Abstract

The review describes the natural biopolymer lignin, which is second in plant biomass abundance. It is evident now that lignin is considerably undervalued and insufficiently studied in the applied area. The review focuses on the history of the lignin discovery, methods for its extraction from plant objects, its biodegradation by fungi, the enzymes degrading lignin, and the prospects of its application in current biotechnology.

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References

  1. Fuks, V., Khimiya lignina (Lignin Chemistry), Berlin: ONTI, 1936.

    Google Scholar 

  2. Payen, A., Compt. Rend., 1938, vol. 7, p. 1052.

    Google Scholar 

  3. Shubert, V.D., Biokhimiya lignina (Lignin Biochemistry), Moscow: Lesnaya promyshlennost’, 1969.

    Google Scholar 

  4. Freudenberg, K., J. Chem. Educ., 1932, vol. 9, no. 7, pp. 1171–1180.

    Article  CAS  Google Scholar 

  5. Bogolitsin, K.G., Lunin, V.V., Kosyakov, D.S., et al., Fizicheskaya khimiya lignina (Physical Chemistry of Lignin), Moscow: Akademkniga, 2010.

    Google Scholar 

  6. Uraki, Y. and Koda, K., Encyclopedia of Polymeric Nanomaterials, Berlin: Springer-Verlag, 2014, pp. 1–8.

    Google Scholar 

  7. Karmanov, A.P. and Monakov, Yu.B., Usp. Khim., 2003, vol. 72, no. 8, pp. 707–819.

    Article  Google Scholar 

  8. Estevez, J.M., Lu, F., Ruel, K., Denny, M.W., Somerwille, C., and Ralph, J., Curr. Biol., 2009, vol. 19, no. 2, pp. 169–175.

    Article  PubMed  Google Scholar 

  9. Bambalov, N.N., Eurasian Soil Sci., 2001, vol. 34, no. 5, p. 484.

    Google Scholar 

  10. Maciak, F. and Shochtig, H., in Proc. 5 Int. Peat Congress, Poznan, 1978, vol. 2, pp. 306–319.

    Google Scholar 

  11. Reznikov, V.M. and Sorokina, N.F., Zh. Prikl. Khim., 1968, vol. 41, no. 1, pp. 62–69.

    Google Scholar 

  12. Brauns, F., J. Am. Chem. Soc., 1939, vol. 61, pp. 2120–2127.

    Article  CAS  Google Scholar 

  13. Bjorkman, A., Nature, 1954, vol. 174, no. 4440, pp. 1057–1058.

    Article  CAS  Google Scholar 

  14. Adler, E., Pepper, J.M., and Ericsoo, E., Industr. Engineer. Chem., 1957, vol. 49, pp. 1391–1392.

    Article  CAS  Google Scholar 

  15. Pew, J. and Weyna, P., Tappi J., 1962, vol. 45, pp. 247–256.

    CAS  Google Scholar 

  16. Chang, H.M., Cowling, E.B., Brown, W., Adler, E., and Miksche, G., Holzforschung, 1975, vol. 29, pp. 153–159.

    Article  CAS  Google Scholar 

  17. Sluiter, A., Hames, B., Ruiz, R., Scarlata, C., Sluiter, J., Templeton, D., and Crocker, D., National Renewable Energy Laboratory. Technical Report NREL/T, 2012, pp. 1–18.

    Google Scholar 

  18. Sluiter, A., Hames, B., Ruiz, R., Scarlata, C., Sluiter, J., Templeton, D., and Crocker, D., Carbohydr. Res., 2015, vol. 121, pp. 336–341.

    Google Scholar 

  19. Adler, E., Wood Sci. Technol., 1977, vol. 11, pp. 169–218.

    Article  CAS  Google Scholar 

  20. Fuchs, W., Die chemie des lignin, Berlin: Verlag von J. Springer, 1926, pp. 368, 355.

    Book  Google Scholar 

  21. Fellenberg, L., Untersuchungen und Hygiene, 1916, vol. 7, p. 42.

    Google Scholar 

  22. Robinson, A.R. and Mansfield, S.D., Plant J., 2009, vol. 58, pp. 706–714.

    Article  CAS  PubMed  Google Scholar 

  23. Ralph, S., Landucci, L.L., and Ralph, J., NMR Database of Model Compounds for Lignin and Related Plant Cell Wall Components, 2015. http//ars.usda.gov/SP2UserFiles/Place/36553000/software/NMR/NMR_ DataBase_Intro_&_Index.pdf.

    Google Scholar 

  24. Stewart, J.J., Akiyama, T., Chapple, C., Ralph, J., and Mansfield, S.D., Plant Physiol., 2009, vol. 150, no. 5, pp. 621–635.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  25. Reshetnikova, I.A., Destruktsiya lignina ksilotrofnymi makromitsetami. Nakoplenie selena i fraktsionirovanie ego izotopov mikroorganizmami (Lignin Degradation by Xylotrophic Macromycetes. Accumulation of Selenium and Fractionation of Its Isotopes by Microorganisms), Moscow: Novintekh-Press, 1997.

    Google Scholar 

  26. Schacht, H., Jahr. Wiss. Bot., 1863, vol. 3, pp. 442–483.

    Google Scholar 

  27. Hartig, R., Die Zerzetzungserscheinungen des Holzes der Nadelholbaume und der Eiche in forstlicher und chemicher Richtung, Berlin: Springer, 1878.

    Google Scholar 

  28. Kapich, A.N. and Shishkina, L.N., Mikrobiologiya, 1995, vol. 64, no. 3, pp. 320–326.

    CAS  Google Scholar 

  29. Kapich, A., Jensen, K.A., and Hammel, K.E., FEBS Lett., 1999, vol. 461, pp. 115–119.

    Article  CAS  PubMed  Google Scholar 

  30. Klein, O.I., Kulikova, N.A., Stepanova, E.V., Sof’in, A.V., Filippova, O.I., Landesman, E.O., and Koroleva, O.V., Probl. Agrokhim. Ekol., 2011, no. 3, pp. 36–39.

    Google Scholar 

  31. Klein, O.I., Kulikova, N.A., Konstantinov, A.I., Fedorova, T.V., Landesman, E.O., and Koroleva, O.V., Appl. Biochem. Microbiol., 2013, vol. 49, no. 3, pp. 287–295.

    Article  CAS  Google Scholar 

  32. Rabinovich, M.L., Balobova, A.V., and Kondrashenko, V.I., Teoreticheskie osnovy biotekhnologii drevesnykh komponentov (The Theoretical Bases of Biotechnology of Wood Composites), Book 1: Drevesina i razrushayushchie ee griby (Wood and Wood-Decaying Fungi), Moscow: Nauka, 2001.

    Google Scholar 

  33. Babitskaya, V.G., Prikl. Biokhim. Mikrobiol., 1994, vol. 30, no. 6, pp. 827–835.

    CAS  Google Scholar 

  34. Stokland, J.N., Siitonen, J., and Jonsson, B.G., Biodiversity in Dead Wood, Cambridge: Cambridge University Press, 2012.

    Book  Google Scholar 

  35. Ripachek, V., Biologiya derevorazrushayushchikh gribov (Biology of Wood-Decay Fungi), Moscow: Lesnaya promyshlennost’, 1967.

    Google Scholar 

  36. Dashtban, M., Schraft, H., Syed, T.A., and Qin, W., Int. J. Mol. Biol., 2010, vol. 1, no. 1, pp. 36–50.

    CAS  Google Scholar 

  37. Ryazanova, T.V., Chuprova, N.A., and Luneva, T.A., Kataliz Promyshl., 2014, no. 6, pp. 64–70.

    Google Scholar 

  38. Russell, A.E., Ecosystems, 2014, vol. 17, pp. 918–930.

    Article  CAS  Google Scholar 

  39. Martinez, F.T., Speranza, M., Ruiz-Duenas, F.J., Ferreira, P., Gamarero, S., Guillen, F., Martinez, M.J., Gutierrez, A., and del Rio, J.C., Int. Microbiol., 2005, vol. 8, pp. 195–204.

    CAS  PubMed  Google Scholar 

  40. Hofrichter, M., Enz. Microbial Technol., 2002, vol. 30, no. 4, pp. 454–466.

    Article  CAS  Google Scholar 

  41. Monties, B. and Furushima, K., Biopolymers, vol. 1: Lignin, Humic Substances, and Coal, Sleimbüche, A. and Hofrichter, M., Eds., Weinheim, Germany: Wiley-VCH, 2001, pp. 1–64.

    Google Scholar 

  42. Saparrat, M.C.N., Balatti, P.A., Arambarri, A.M., and Martinez, M.J., J. Ind. Microbiol. Biotechnol., 2014, vol. 41, pp. 607–617.

    Article  CAS  PubMed  Google Scholar 

  43. Henriksson, G., Johansson, G., and Pettersson, G.A., J. Biotechnol., 2000, vol. 78, no. 2, pp. 93–113.

    Article  CAS  PubMed  Google Scholar 

  44. Brock, B.J., Rieble, S. and Gold, M.N., Appl. Environ. Microbiol., 1995, vol. 61, pp. 3076–3081.

    CAS  PubMed  PubMed Central  Google Scholar 

  45. Gessler, I.N., Aver’yanova, A.A., and Belozerskaya, T.A., Biochemistry (Mosscow), 2007, vol. 72, no. 10, pp. 1091–1109.

    Article  CAS  Google Scholar 

  46. Ivashechkin, A.A., Sergeeva, Ya.E., Bogdan, V.I., Sorokin, V.V., Lunin, V.V., Mysyakina, I.S., and Feofilova, E.P., Appl. Biochem. Microbiol., 2014, vol. 50, no. 3, pp. 286–291.

    Article  CAS  Google Scholar 

  47. Ivashechkin, A.A., Sergeeva, Ya.E., Lunin, V.V., Mysyakina, I.S., and Feofilova, E.P., Appl. Biochem. Microbiol., 2015, vol. 51, no. 3, pp. 350–354.

    Article  CAS  Google Scholar 

  48. Zavarzin, G.A., Lektsii po prirodovedcheskoi mikrobiologii (Lectures on Nature-History Microbiology), Moscow: Nauka, 2004.

    Google Scholar 

  49. Tsirlin, Yu.A., Gidroliz rastitel’nogo syr’ya i utilizatsiya gidroliznogo lignina. Ministerstvo meditsinskoi i mikrobiologicheskoi promyshlennosti. Sb. trudov (Hydrolysis of Plant Raw Material and Hydrolyzed Lignin Utilization), Department of Medical and Microbiological Industry, Collected Works, Leningrad: VNIIgidroliz, 1987, no. 36.

    Google Scholar 

  50. Hossain, M.M., Scott, I.M., McGarvey, B.D., Conn, K.L., Ferrante, L., Berruti, F., and Briens, C., J. Pestic. Sci., 2015, vol. 88, pp. 171–179.

    Article  Google Scholar 

  51. Liu, Y., Hu, T., Wu, Z., Zeng, G., Huang, D., Shen, Y., He, X., Lai, M., and He, Y., Environ. Sci. Pollut. Rev. Int., 2014, vol. 21, pp. 14004–14013.

    Article  CAS  Google Scholar 

  52. Gilca, I.A., Ghitescu, R.E., Puitel, A.C., and Popa, V.J., Iran. Polymer. J, 2014, vol. 23, pp. 355–363.

    Article  CAS  Google Scholar 

  53. Nordström, Y., Norberg, J., Sjöholm, E., and Drougge, R., J. Appl. Polym. Sci., 2013, vol. 129, pp. 1274–1279.

    Article  Google Scholar 

  54. Lallave, M., Bedia, J., Ruiz-Rosas, R., Rodriguez-Mirasol, J., Cordero, T., Otero, J.C., Marquez, M., Barrero, A., and Loscertales, I.G., Adv. Mater., 2007, vol. 19, pp. 4292–4296.

    Article  CAS  Google Scholar 

  55. Otsuka, Y., Nakamura, M., Shigehara, K., Sugemura, K., Masai, E., Ohara, S., and Katayama, Y., Appl. Microbiol. Biotechnol., 2006, vol. 71, pp. 608–614.

    Article  CAS  PubMed  Google Scholar 

  56. Hishida, M., Shikinaka, K., Katayama, Y., Kajita, S., Masai, E., Nakamura, M., Otsuka, Y., Ohara, S., and Shigehara, K., Polymer J., 2009, vol. 41, pp. 297–302.

    Article  CAS  Google Scholar 

  57. Uraki, Y., Sugiyama, Y., Koda, K., Kubo, S., Kishimoto, T., and Kadla, J.F., Biomacromolecules, 2012, vol. 13, pp. 867–872.

    Article  CAS  PubMed  Google Scholar 

  58. Roberts, T., The carbon fiber industry: global strategic market evaluation 2006–2010, Materials Technology Publication, Watford, UK, 2006, p. 120.

    Google Scholar 

  59. Schreiber, M., Vivekanandhan, S., Cooke, P., Mohanty, A.K., and Misra, M., J. Mater. Sci., 2014, vol. 49, pp. 7949–7958.

    Article  CAS  Google Scholar 

  60. Xi, Chen and Ning, Yan., Catal. Surv. Asia, 2014, vol. 18, pp. 164–176.

    Article  Google Scholar 

  61. Chernysheva, E.A., Ignatova, O.N., and Dronov, V.G., Sovrem. Tekhnol. Nauch.-Tekhn. Progr., 2014, vol. 1, no. 1, p. 37.

    Google Scholar 

  62. Jalc, D., Nerud, F., and Siroka, P., Folia Microbiol., 1998, vol. 43, no. 6, pp. 687–689.

    Article  CAS  Google Scholar 

  63. Borisenkov, M.F., Karmanov, A.P., and Kocheva, L.S., Usp. Gerontol., 2005, no. 17, pp. 34–41.

    Google Scholar 

  64. Karmanov, A.P., Davydov, V.D., and Bogomolov, B.F., Khim. Drev., 1982, no. 2, pp. 3–25.

    Google Scholar 

  65. RF Patent no. 2395559, 2010.

  66. Smirnova, V.V., Zh. Sib. Feder. Univ., Khim., 2010, vol. 3, no. 4, pp. 340–354.

    Google Scholar 

  67. Tuntsev, D.V., Khairullina, M.R., and Garaeva, I.F., Aktual. Napravl. Nauch. Issled. XX Veka: Teor. Prakt., 2014, vol. 2, no. 4, pp. 482–487.

    Google Scholar 

  68. Margolina, A.A. and Ernandes, E.I., Novaya kosmetologiya (New Cosmetology), Moscow: OOO Firma Klavel, 2005.

    Google Scholar 

  69. Muzzarelli, R.A.A., Chitin, Oxford: Pergamon Press, 1977.

    Google Scholar 

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Correspondence to E. P. Feofilova.

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Original Russian Text © E.P. Feofilova, I.S. Mysyakina, 2016, published in Prikladnaya Biokhimiya i Mikrobiologiya, 2016, Vol. 52, No. 6, pp. 559–569.

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Feofilova, E.P., Mysyakina, I.S. Lignin: Chemical structure, biodegradation, and practical application (a review). Appl Biochem Microbiol 52, 573–581 (2016). https://doi.org/10.1134/S0003683816060053

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