Biodegradation

, Volume 22, Issue 6, pp 1239–1245 | Cite as

Degradation of the synthetic dye amaranth by the fungus Bjerkandera adusta Dec 1: inference of the degradation pathway from an analysis of decolorized products

  • Nichina Gomi
  • Shuji Yoshida
  • Kazutsugu Matsumoto
  • Masayuki Okudomi
  • Hiroki Konno
  • Toru Hisabori
  • Yasushi Sugano
Original Paper

Abstract

We examined the degradation of amaranth, a representative azo dye, by Bjerkandera adusta Dec 1. The degradation products were analyzed by high performance liquid chromatography (HPLC), visible absorbance, and electrospray ionization time-of-flight mass spectroscopy (ESI-TOF-MS). At the primary culture stage (3 days), the probable reaction intermediates were 1-aminonaphthalene-2,3,6-triol, 4-(hydroxyamino) naphthalene-1-ol, and 2-hydroxy-3-[2-(4-sulfophenyl) hydrazinyl] benzenesulfonic acid. After 10 days, the reaction products detected were 4-nitrophenol, phenol, 2-hydroxy-3-nitrobenzenesulfonic acid, 4-nitrobenzene sulfonic acid, and 3,4′-disulfonyl azo benzene, suggesting that no aromatic amines were created. Manganese-dependent peroxidase activity increased sharply after 3 days culture. Based on these results, we herein propose, for the first time, a degradation pathway for amaranth. Our results suggest that Dec 1 degrades amaranth via the combined activities of peroxidase and hydrolase and reductase action.

Keywords

Bjerkandera adusta Dec 1 Amaranth Azo Degradation Peroxidase 

Notes

Acknowledgments

We thank professor Angel T. Martínez for the valuable suggestion that strain Dec 1 should be reclassified.

References

  1. Alvarez PJ, Vogel TM (1991) Substrate interactions of benzene, toluene, and para-xylene during microbial degradation by pure cultures and mixed culture aquifer slurries. Appl Environ Microbiol 57:2981–2985PubMedGoogle Scholar
  2. Bagnéris C, Cammack R, Mason JR (2005) Subtle difference between benzene and toluene dioxygenase of Pseudomonas putida. Appl Environ Microbiol 71:1570–1580PubMedCrossRefGoogle Scholar
  3. Champagne PP, Ramsay JA (2005) Contribution of manganese peroxidase and laccase to dye decolorization by Trametes versicolor. Appl Microbiol Biotechnol 69:276–285PubMedCrossRefGoogle Scholar
  4. Chen H (2006) Recent advances in azo dye degradaing enzyme research. Curr Protein Pept Sci 7:101–111PubMedCrossRefGoogle Scholar
  5. Chivukla M, Renganathan V (1995) Phenolic azo dye oxidation by laccase from Pyricularia oryzae. Appl Environ Microbiol 61:4374–4377Google Scholar
  6. Delee W, O’Neill C, Hawkes FR, Pinheiro HM (1998) Anaerobic treatment of textile effluents: a review. J Chem Technol Biotechnol 73:323–335CrossRefGoogle Scholar
  7. Drista V, Rigas F, Natsis K, Marchant R (2007) Characterization of a fungal strain isolated from a polyphenol polluted site. Biores Technol 98:1741–1747CrossRefGoogle Scholar
  8. Gavril M, Hodson PV (2007) Decoloration of amaranth by the white-rot fungus Trametes versicolor. Part II verification study. Can J Microbiol 53:327–336PubMedCrossRefGoogle Scholar
  9. Gavril M, Hodson PV, Mclellan J (2007) Decoloration of amaranth by the white-rot fungus Trametes versicolor. Part I statistical analysis. Can J Microbiol 53:313–326PubMedCrossRefGoogle Scholar
  10. Goszczynski S, Paszczynski A, Pasti-Grigsby MB, Crawford RL, Crawford DL (1994) New pathway for degradation of sulfonated azo dyes by microbial peroxidases of Phanerochaete chrysosporium and Streptomyces cheomofuscus. J Bacteriol 176:1339–1347PubMedGoogle Scholar
  11. Hong Y, Gan J, Xu Z, Mo C, Xu M, Sun G (2007) Reduction and partial degradation mechanisms of naphtylamine sulfonic azo dye amaranth Shewanella decolorationis S12. Appl Microbial Biotechnol 75:647–654CrossRefGoogle Scholar
  12. Jindorová E, Chocová M, Demnerová K, Brenner V (2002) Bacterial aerobic degradation of benzene, toluene, ethylbenzene and xylene. Folia Microbiol 47:83–93CrossRefGoogle Scholar
  13. Kim SJ, Shoda M (1998) Decolorization of molasses by a new isolate of Geotrichum candidum in a jar fermenter. Biotechnol Techn 12:497–499CrossRefGoogle Scholar
  14. Kim SJ, Shoda M (1999) Purification and characterization of a novel peroxidase from Geotrichum candidum Dec 1 involved in decolorization of dyes. Appl Environ Microbiol 65:1029–1035PubMedGoogle Scholar
  15. Kim SJ, Ishikawa K, Hirai M, Shoda M (1995) Characteristics of a newly isolated fungus, Geotrichum candidum Dec 1, which decolorizes various dyes. J Ferment Bioeng 79:601–607CrossRefGoogle Scholar
  16. Kudlich M, Hetheridge MJ, Knackmuss H, Stolz A (1999) Autooxidation reactions of different o-aminohydroxynaphthalenes that are formed during the anaerobicreduction of sulfonated azo dyes. Environ Sci Technol 33:896–901CrossRefGoogle Scholar
  17. Mohanty S, Dafale N, Rao NN (2006) Microbial decolorization of reactive black 5 in a two-stage anaerobic-aerobic reactor using acclimatized activated textile sludge. Biodegradation 17:403–413PubMedCrossRefGoogle Scholar
  18. O’Neill C, Hawkes FR, Hawkes DL, Lourenço ND, Pinheiro HM, Delée W (1999) Colour in textile effluents–sources, measurement, discharge consents and simulation: a review. J Chem Technol Biotechnol 74:1009–1018CrossRefGoogle Scholar
  19. Robinson T, McMullan G, Marchant R, Nigam P (2001) Remediation of dyes in textile effluent: a critical review on current treatment technologies with a proposed alternative. Bioresour Technol 77:247–255PubMedCrossRefGoogle Scholar
  20. Shintani N, Sugano Y, Shoda M (2002) Decolorization of kraft pulp bleaching effluent by a newly isolated fungus Geotrichum candidum Dec 1. J Wood Sci 48:402–408CrossRefGoogle Scholar
  21. Stolz A (2001) Basic and applied aspects in the microbial degradation of azo dyes. Appl Microbiol Biotechnol 56:69–80PubMedCrossRefGoogle Scholar
  22. Sugano Y (2009) DyP-type peroxidases comprise a novel heme peroxidase family. Cell Mol Life Sci 66:1387–1403PubMedCrossRefGoogle Scholar
  23. Sugano Y, Nakano R, Sasaki K, Shoda M (2000) Efficient heterologous expression in Aspergillus oryzae of a unique dye-decolorizing peroxidase, DyP, of Geotrichum candidum Dec 1. Appl Environ Microbiol 66:1754–1758Google Scholar
  24. Sugano Y, Matsushima Y, Shoda M (2006) Complete decolorization of the anthraquinone dye Reactive blue 5 by the concerted action of two peroxidases from Thanatephorus cucumeris Dec 1. Appl Microbiol Biotechnol 73:862–871PubMedCrossRefGoogle Scholar
  25. Sugano Y, Muramatsu R, Ichiyanagi A, Sato T, Shoda M (2007) DyP, a unique dye-decolorizing peroxidase, represents a novel heme peroxidase family: Asp171 replaces the distal histidine of classical peroxidases. J Biol Chem 282:36652–36658PubMedCrossRefGoogle Scholar
  26. Sugano Y, Matsushima Y, Tsuchiya K, Aoki H, Hirai M, Shoda M (2009) Degradation pathway of an anthraquinone dye catalyzed by a unique peroxidase DyP from Thanatephorus cucumeris Dec 1. Biodegradation 20:433–440PubMedCrossRefGoogle Scholar
  27. Sumathi S, Manju BS (2001) Fungal mediated decolorization of media containing procion dyes. Water Sci Technol 43:285–290PubMedGoogle Scholar
  28. Takahashi H, Hashimoto Y (2001) Formaldehyde-mediated modification of deoxyguanosine with amines: one pot cyclization as a molecular model for genotoxicity. Bioorg Med Chem Lett 11:729–731PubMedCrossRefGoogle Scholar
  29. Tauber MM, Guebitz GM, Rehorek A (2005) Degradation of azo dyes by laccase and ultrasound treatment. Appl Environ Microbiol 71:2600–2607PubMedCrossRefGoogle Scholar
  30. Wesenberg D, Kyriakides I, Agathos SN (2003) White-rot fungi and their enzymes for the treatment of industrial dye effluents. Biotechnol Adv 22:161–187PubMedCrossRefGoogle Scholar
  31. Zhou W, Zimmermann W (1993) Decolorization of industrial effluents containing reactive dyes by actinomycetes. FEMS Microbiol Lett 107:157–161PubMedCrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media B.V. 2011

Authors and Affiliations

  • Nichina Gomi
    • 1
  • Shuji Yoshida
    • 1
  • Kazutsugu Matsumoto
    • 2
  • Masayuki Okudomi
    • 2
  • Hiroki Konno
    • 1
  • Toru Hisabori
    • 1
  • Yasushi Sugano
    • 1
  1. 1.R1-7 Chemical Resources LaboratoryTokyo Institute of TechnologyYokohamaJapan
  2. 2.Department of Chemistry, College of Science and TechnologyMeisei UniversityTokyoJapan

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