Successive transformation of benzo[a]pyrene by laccase of Trametes versicolor and pyrene-degrading Mycobacterium strains

Applied Microbiology and Biotechnology

Volumn 97, Issue 7, 2013, Pages 3183-3194

  Zeng, Jun ^a,b   Lin, Xiangui ^a,b   Zhang, Jing ^a,b   Zhu, Hong ^a,b,c   Chen, Hong ^a   Wong, Ming Hung ^b  

^a INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

^b HONG KONG BAPTIST UNIVERSITY   (Hong Kong)

^c UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

Benzo a pyrene; Fungal laccase; Mycobacterium; Successive transformation

Indexed keywords

BENZO [A] PYRENE; CATECHOL-O-METHYLTRANSFERASE; DEGRADING BACTERIA; FUNGAL LACCASES; MYCOBACTERIUM; POLYCYCLIC AROMATIC HYDROCARBON (PAH); SUCCESSIVE TRANSFORMATION; TRAMETES VERSICOLOR;

ALKYLATION; BIOMOLECULES; ENZYMES; METABOLITES; METHYLATION; VOLATILE FATTY ACIDS;

PYRENE;

ACETIC ACID DERIVATIVE; BENZO[A]PYRENE; LACCASE; PYRENE DERIVATIVE; QUINONE DERIVATIVE; RNA 16S;

BACTERIUM; BIODEGRADATION; BIOTRANSFORMATION; ENZYME ACTIVITY; FUNGUS; METABOLITE; PAH; PYRENE;

ARTICLE; BACTERIAL STRAIN; BIOTRANSFORMATION; CARBON SOURCE; CLUSTER ANALYSIS; COMPARATIVE STUDY; CONTROLLED STUDY; DEGRADATION; GENE SEQUENCE; GENETIC VARIABILITY; GENOTYPE; IONIZATION; MASS SPECTROMETRY; METABOLITE; METHYLATION; MOLECULAR WEIGHT; MYCOBACTERIUM; NONHUMAN; PHYLOGENY; TRAMETES VERSICOLOR;

BENZO(A)PYRENE; BIOTRANSFORMATION; CLUSTER ANALYSIS; DNA, BACTERIAL; DNA, RIBOSOMAL; LACCASE; MOLECULAR SEQUENCE DATA; MYCOBACTERIUM; OXIDATION-REDUCTION; PHYLOGENY; RNA, RIBOSOMAL, 16S; SEQUENCE ANALYSIS, DNA; TRAMETES;

CORYNEBACTERINEAE; MYCOBACTERIUM; PUFFINUS AURICULARIS; TRAMETES VERSICOLOR;

EID: 84876682241     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-012-4120-2     Document Type: Article

References (47)

1. Bastiaens L, Springael D, Wattiau P, Harms H, deWachter R, Verachtert H, Diels L (2000) Isolation of adherent polycyclic aromatic hydrocarbon (PAH)-degrading bacteria using PAH-sorbing carriers. Appl Environ Microbiol 66(5):1834-1843
2. Bent SJ, Gucker CL, Oda Y, Forney LJ (2003) Spatial distribution of Rhodopseudomonas palustris ecotypes on a local scale. Appl Environ Microbiol 69(9):5192-5197
3. Bezalel L, Hadar Y, Fu PP, Freeman JP, Cerniglia CE (1996) Metabolism of phenanthrene by the white rot fungus Pleurotus ostreatus. Appl Environ Microbiol 62(7):2547-2553
4. Binde DR, Menna P, Bangel EV, Barcellos FG, Hungria M (2009) rep-PCR fingerprinting and taxonomy based on the sequencing of the 16S rRNA gene of 54 elite commercial rhizobial strains. Appl Microbiol Biotechnol 83(5):897-908
5. Bogan BW, Lamar RT (1996) Polycyclic aromatic hydrocarbon-degrading capabilities of Phanerochaete laevis HHB-1625 and its extracellular ligninolytic enzymes. Appl Environ Microbiol 62(5):1597-1603
6. Bogan B, Lahner L, Sullivan W, Paterek J (2003) Degradation of straight-chain aliphatic and high-molecular-weight polycyclic aromatic hydrocarbons by a strain of Mycobacterium austroafricanum. J Appl Microbiol 94(2):230-239
7. Boonchan S, Britz ML, Stanley GA (2000) Degradation and mineralization of high-molecular-weight polycyclic aromatic hydrocarbons by defined fungal-bacterial cocultures. Appl Environ Microbiol 66(3):1007-1019
8. Cañas AI, Alcalde M, Plou F, Martínez MJ, Martínez ÁT, Camarero S (2007) Transformation of polycyclic aromatic hydrocarbons by laccase is strongly enhanced by phenolic compounds present in soil. Environ Sci Technol 41(8):2964-2971
9. Dandie CE, Thomas SM, Bentham RH, McClure NC (2004) Physiological characterization of Mycobacterium sp. strain 1B isolated from a bacterial culture able to degrade high-molecular-weight polycyclic aromatic hydrocarbons. J Appl Microbiol 97(2):246-255
10. Freeman DJ, Cattell FCR (1990) Woodburning as a source of atmospheric polycyclic aromatic hydrocarbons. Environ Sci Technol 24(10):1581-1585
11. Fujikawa K, Fort FL, Samejima K, Sakamoto Y (1993) Genotoxic potency in Drosophila melanogaster of selected aromatic amines and polycyclic aromatic hydrocarbons as assayed in the DNA repair test. Mutat Res 290(2):175-182
12. Haemmerli SD, Leisola MSA, Sanglard D, Fiechter A (1986) Oxidation of benzo[a]pyrene by extracellular ligninases of Phanerochaete chrysosporium. J Biol Chem 261(15):6900-6903
13. Heitkamp MA, Cerniglia CE (1988) Mineralization of polycyclic aromatic hydrocarbons by a bacterium isolated from sediment below an oil field. Appl Environ Microbiol 54(6):1612-1614
14. Heitkamp MA, Franklin W, Cerniglia CE (1988) Microbial metabolism of polycyclic aromatic hydrocarbons: isolation and characterization of a pyrene-degrading bacterium. Appl Environ Microbiol 54(10):2549-2555
15. Ishii S, Sadowsky MJ (2009) Applications of the rep-PCR DNA fingerprinting technique to study microbial diversity, ecology and evolution. Environ Microbiol 11(4):733-740
16. Johnsen AR, Wick LY, Harms H (2005) Principles of microbial PAH-degradation in soil. Environ Pollut 133(1):71-84
17. Jouanneau Y, Meyer C (2006) Purification and characterization of an arene cis-dihydrodiol dehydrogenase endowed with broad substrate specificity toward polycyclic aromatic hydrocarbon dihydrodiols. Appl Environ Microbiol 72(7):4726-4734
18. Keum YS, Seo JS, Li QX, Kim JH (2008) Comparative metabolomic analysis of Sinorhizobium sp. C4 during the degradation of phenanthrene. Appl Microbiol Biotechnol 80(5):863-872
19. Khan AA, Wang R-F, Cao W-W, Doerge DR, Wennerstrom D, Cerniglia CE (2001) Molecular cloning, nucleotide sequence, and expression of genes encoding a polycyclic aromatic ring dioxygenase from Mycobacterium sp. strain PYR-1. Appl Environ Microbiol 67(8):3577-3585
20. Kim Y-H, Engesser K-H, Cernigliaa CE (2003) Two polycyclic aromatic hydrocarbon o-quinone reductases from a pyrene-degrading Mycobacterium. Arch Biochem Biophys 416(2):209-217
21. Kim Y-H, Moody JD, Freeman JP, Brezna B, Engesser K-H, Cerniglia CE (2004) Evidence for the existence of PAH-quinone reductase and catechol-O-methyltransferase in Mycobacterium vanbaalenii PYR-1. J Ind Microbiol Biotechnol 31(11):507-516
22. Kim S-J, Kweon O, Freeman JP, Jones RC, Adjei MD, Jhoo J-W, Edmondson RD, Cerniglia CE (2006) Molecular cloning and expression of genes encoding a novel dioxygenase involved in low- and high-molecular-weight polycyclic aromatic hydrocarbon degradation in Mycobacterium vanbaalenii PYR-1. Appl Environ Microbiol 72(2):1045-1054
23. Kim S-J, Kweon O, Jones RC, Freeman JP, Edmondson RD, Cerniglia CE (2007) Complete and integrated pyrene degradation pathway in Mycobacterium vanbaalenii PYR-1 based on systems biology. J Bacteriol 189(2):464-472
24. Kotterman MJJ, Vis EH, Field JA (1998) Successive mineralization and detoxification of benzo[a]pyrene by the white rot fungus Bjerkandera sp. strain BOS55 and indigenous microflora. Appl Environ Microbiol 64(8):2853-2858
25. Kweon O, Kim S-J, Jones RC, Freeman JP, Adjei MD, Edmondson RD, Cerniglia CE (2007) A polyomic approach to elucidate the fluoranthene-degradative pathway in Mycobacterium vanbaalenii PYR-1. J Bacteriol 189(13):4635-4647
26. Lee B-D, Hosomi M (2001a) Fenton oxidation of ethanol-washed distillation-concentrated benzo[a]pyrene: reaction product identification and biodegradability. Water Res 35(9):2314-2319
27. Lee B-D, Hosomi M (2001b) A hybrid fenton oxidation-microbial treatment for soil highly contaminated with benz[a]anthracene. Chemosphere 43(8):1127-1132
28. Lesko S, Caspary W, Lorentzen R, Ts'o POP (1975) Enzymic formation of 6-oxobenzo[a]pyrene radical in rat liver homogenates from carcinogenic benzo[a]pyrene. Biochemistry 14(18):3978-3984
29. Li X, Wu Y, Lin X, Zhang J, Zeng J (2012) Dissipation of polycyclic aromatic hydrocarbons (PAHs) in soil microcosms amended with mushroom cultivation substrate. Soil Biol Biochem 47:191-197
30. Liang Y, Gardner DR, Miller CD, Chen D, Anderson AJ, Weimer BC, Sims RC (2006) Study of biochemical pathways and enzymes Involved in pyrene degradation by Mycobacterium sp. strain KMS. Appl Environ Microbiol 72(12):7821-7828
31. Moody JD, Freeman JP, Doerge DR, Cerniglia CE (2001) Degradation of phenanthrene and anthracene by cell suspensions of Mycobacterium sp. strain PYR-1. Appl Environ Microbiol 67(4):1476-1483
32. Moody JD, Freeman JP, Fu PP, Cerniglia CE (2004) Degradation of benzo[a]pyrene by Mycobacterium vanbaalenii PYR-1. Appl Environ Microbiol 70(1):340-345
33. Moody JD, Freeman JP, Cerniglia CE (2005) Degradation of benz[a]anthracene by Mycobacterium vanbaalenii strain PYR-1. Biodegradation 16(6):513-526
34. Oda Y, Wanders W, Huisman LA, Meijer WG, Gottschal JC, Forney LJ (2002) Genotypic and phenotypic diversity within species of purple nonsulfur bacteria isolated from aquatic sediments. Appl Environ Microbiol 68(7):3467-3477
35. Penning TM, Burczynski ME, Hung C-F, McCoull KD, Palackal NT, Tsuruda LS (1999) Dihydrodiol dehydrogenases and polycyclic aromatic hydrocarbon activation: generation of reactive and redox active o-quinones. Chem Res Toxicol 12(1):1-14
36. Piskonen R, Itävaara M (2004) Evaluation of chemical pretreatment of contaminated soil for improved PAH bioremediation. Appl Microbiol Biotechnol 65(5):627-634
37. Sambrook J, Russell DW (2001) Molecular cloning: a laboratory manual, 3rd edn. Cold Spring Harbor Laboratory Press, New York
38. Schneider J, Grosser R, Jayasimhulu K, Xue W, Warshawsky D (1996) Degradation of pyrene, benz[a]anthracene, and benzo[a]pyrene by Mycobacterium sp. strain RJGII-135, isolated from a former coal gasification site. Appl Environ Microbiol 62(1):13-19
39. Schuler L, Ni Chadhain SM, Jouanneau Y, Meyer C, Zylstra GJ, Hols P, Agathos SN (2008) Characterization of a novel angular dioxygenase from fluorene-degrading Sphingomonas sp. strain LB126. Appl Environ Microbiol 74(4):1050-1057
40. Sullivan PD (1985) Free radicals of benzo[a]pyrene and derivatives. Environ Health Persp 64:283-295
41. Tamura K, Dudley J, Nei M, Kumar S (2007) MEGA4: molecular evolutionary genetics analysis (MEGA) software version 4.0. Mol Biol Evol 24(8):1596-1599
42. Versalovic J, Koeuth T, Lupski JR (1991) Distribution of repetitive DNA sequences in eubacteria and application to fingerprinting of bacterial genomes. Nucleic Acids Res 19(24):6823-6831
43. Versalovic J, Schneider M, de Bruijn F, Lupski J (1994) Genomic fingerprinting of bacteria using repetitive sequence based PCR (rep-PCR). Method Mol Cell Biol 5:25-40
44. Weisburg W, Barns S, Pelletier D, Lane D (1991) 16S ribosomal DNA amplification for phylogenetic study. J Bacteriol 173(2):697-703
45. Wu Y, Teng Y, Li Z, Liao X, Luo Y (2008) Potential role of polycyclic aromatic hydrocarbons (PAHs) oxidation by fungal laccase in the remediation of an aged contaminated soil. Soil Biol Biochem 40(3):789-796
46. Zeng J, Lin X, Zhang J, Li X (2010) Isolation of polycyclic aromatic hydrocarbons (PAHs)-degrading Mycobacterium spp. and the degradation in soil. J Hazard Mater 183(1-3):718-723
47. Zeng J, Lin X, Zhang J, Li X, Wong MH (2011) Oxidation of polycyclic aromatic hydrocarbons by the bacterial laccase CueO from E. coli. Appl Microbiol Biotechnol 89(6):1841-1849