Factors affecting activity of catechol 2,3-dioxygenase from 2-chlorophenol-degrading Stenotrophomonas maltophilia strain KB2

Biocatalysis and Biotransformation

Volumn 31, Issue 3, 2013, Pages 141-147

  Wojcieszyńska, Danuta ^a   Hupert Kocurek, Katarzyna ^a   Guzik, Urszula ^a  

^a UNIVERSITY OF SILESIA   (Poland)

Author keywords

C23O; Chlorophenols; Inhibitors; Stenotrophomonas

Indexed keywords

2 ,4-DICHLOROPHENOL; 8-HYDROXYQUINOLINE; C23O; CHLOROPHENOLS; INHIBITORY EFFECT; PHENANTHROLINES; STENOTROPHOMONAS; STENOTROPHOMONAS MALTOPHILIA;

BIODEGRADATION; BIOREMEDIATION; CORROSION INHIBITORS; ENZYME INHIBITION; HYDROGEN PEROXIDE; METAL IONS; ORGANIC ACIDS; PEROXIDES;

PHENOLS;

2 CHLOROPHENOL; 8 QUINOLINOL; ASCORBIC ACID; CATECHOL 2,3 DIOXYGENASE; EDETIC ACID; HYDROGEN PEROXIDE; METAL ION; PHENANTHROLINE;

ARTICLE; BACTERIAL STRAIN; BIOREMEDIATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; ENZYMATIC DEGRADATION; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME SPECIFICITY; STENOTROPHOMONAS MALTOPHILIA;

STENOTROPHOMONAS; STENOTROPHOMONAS MALTOPHILIA;

EID: 84878773526     PISSN: 10242422     EISSN: 10292446     Source Type: Journal    
DOI: 10.3109/10242422.2013.796456     Document Type: Article

References (54)

1. Ajao AT, Kannan M, Krishna R, Yakubu SE, Umoh VJ, Ameh JB. 2012. Homology modeling, simulation and molecular docking studies of C23O from Burkholderia cepacia:involved in degradation of petroleum hydrocarbons. Bioinformation 8:848-854.
2. Bartels I, Knackmuss HJ, Reineke W. 1984. Suicide inactivation of C23O from Pseudomonas putida mt-2 by 3-halocatechols. Appl Environ Microbiol 47:500-505. (Pubitemid 14155116)
3. Bayly RC, Dagley S, Gibson DT. 1966. The metabolism of cresols by species of Pseudomonas. Biochem J 101:293-301.
4. Bertini I, Briganti F, Scozzafava A. 1994. Aliphatic and aromatic inhibitors binding to the active site of C23O from Pseudomonas putida mt-2. FEBS Lett 343:56-60. (Pubitemid 24123946)
5. Boldt YR, Sadowsky MJ, Ellis LBM, Que L, Wackett LP. 1995. A manganese-dependent dioxygenase from Arthrobacter globiformis CM-2 belong to the major extradiol dioxygenase family. J Bacteriol 177:1225-1232.
6. Bradford M. 1976. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 7:248-258.
7. Camargo FAO, Andreazza R, Baldoni DB, Bento FM. 2012. Enzymatic activity of catechol 1,2-dioxygenase and C23O produced by Gordonia polyisopreniovorans. Quim Nova 35:1587-1592.
8. Chae JCH, Kim E, Bini E, Zylstra GJ. 2007. Comparative analysis of the C23O gene locus in thermoacidophilic archeon Sulfolobus solfataricus strain 98/2. Biochem Biophys Res Commun 357:815-819. (Pubitemid 46653853)
9. da Silva ACR, Reinach FC. 1991. Calcium binding induces conformational changes in muscle regulatory proteins. Trend Biochem Sci 16:53-57. (Pubitemid 121004402)
10. De Los Cobos-Vasconcelos D, Santoyo-Tepole F, Juarez-Ramirez C, Ruiz-Ordaz N, Galindez-Mayer CJJ. 2006. Cometabolic degradation of chlorophenols by a strain of Bulkholderia in fed-batch culture. Enzyme Microb Technol 40:57-60. (Pubitemid 44566508)
11. Dokic L, Narancic T, Nikodinovic-runic J, Bajkic S, Vasiljevic B. 2011. Four Bacillus sp. soil isolates capable of degrading phenol, toluene, biphenyl, naphthalene and other aromatic compounds exhibit different aromatic catabolic potentials. Arch Biol Sci 63:1057-1067.
12. Dorn E, Knackmuss HJ. 1978. Chemical structure and biodegradability of halogenated aromatic compounds. Biochem J 174:85-94.
13. Elkarmi AZ, Abu-Elteen KH, Atta AA, Abu-Sbitan NA. 2009. Biodegradation of 2,4-dichlorophenol originating from pharmaceutical industries. Afr J Biotechnol 8:2558-2564.
14. Fakhruddin ANM, Quilty B. 2005. The infl uence of glucose and fructose on the degradation of 2-chlorophenol by Pseudomonas putida CP1. World J Microbiol Biotechnol 21:1541-1548. (Pubitemid 43049189)
15. Gren I, Wojcieszynska D, Guzik U, Perkosz M, Hupert-Kocurek K. 2010. Enhanced biotransformation of mononitrophenols by Stenotrophomonas maltophilia KB2 in the presence of aromatic compounds of plant origin. World J Microbiol Biotechnol 26:289-295.
16. Guzik U, Gren I, Hupert-Kocurek K, Wojcieszynska D. 2011. Catechol 1,2-dioxygenase from the new aromatic compounds-degrading Pseudomonas putida strain N6. Int Biodeterior Biodegrad 65:504-512.
17. Guzik U, Gren I, Wojcieszynska D, Abuzek S. 2009. Isolation and characterization of a novel strain of Stenotrophomonas maltophilia possessing various dioxygenases for monocyclic hydrocarbon degradation. Braz J Microbiol 40:285-291.
18. Ha YM, Young HJ, Dae YK, Youngsoo K, Chy-Kyung K, Kyung HM. 2000. Reaction characteristics of 4-methylC23O from Pseudomonas putida SU10. J Microbiol Biotechnol 10:35-42. (Pubitemid 30169532)
19. Hassett DJ, Ochsner UA, Groce SL, Parvatiyar K, Ma JF, Lipscomb JD. 2000. Hydrogen peroxide sensitivity of C23O: a cautionary note on use of xylE reporter fusions under aerobic conditions. Appl Environ Microbiol 66:4119-4123.
20. Heiss G, Muller C, Altenbuchner J, Stolz A. 1997. Analysis of a new dimeric extradiol dioxygenase from a naphthalenesulfonatedegrading sphingomonad. Microbiology 143:1691-1699. (Pubitemid 27230759)
21. Horvath RS. 1970. Co-metabolism of methyl-and chlorosubstituted catechols by an Achromobacter sp. possessing a new meta-cleaving oxygenase. Biochem J 119:871-876.
22. Hupert-Kocurek K, Guzik U, Wojcieszynska D. 2012. Characterization of C23O from Planococcu s sp. strain S5 induced by high phenol concentration. Acta Biochim Pol 59:345-351.
23. Ishida T, Kita A, Miki K, Nozaki M, Horiike K. 2002. Structure and reaction mechanism of C23O (metapyrocatechase). Int Congr Ser 1233:213-220.
24. Jouanneau Y. 2010. Oxidative inactivation of ring-cleavage extradiol dioxygenases: mechanism and ferredoxin-mediated reactivation. In: Timmis KN, ed. Microbiology of hydrocarbons, oils, lipids, and derived compounds. 1st ed. New York: Springer. pp. 1-10.
25. Kaschabek SR, Kasberg T, Muller D, Mars AE, Janssen DB, Reineke W. 1998. Degradation of chloroaromatics: purifi cation and characterization of a novel type of chloroC23O of Pseudomonas putida GJ31. J Bacteriol 180:296-302. (Pubitemid 28100295)
26. Klecka GM, Gibson DT. 1981. Inhibition of C23O from Pseudomonas putida by 3-chlorocatechol. Appl Environ Microbiol 41:1159-1165. (Pubitemid 11084771)
27. Kolvenbach BA, Lenz M, Bendorf D, Rapp E, Fousek J, Vlcek C, Schaffer A, Gabriel FLP, Kohler HPE, Corvini PFX. 2011. Purifi cation and characterization of hydroquinone dioxygenase from Sphingomonas sp. strain TTNP3. AMB Express 1:1-8.
28. Kovaleva EG, Lipscomb JD. 2007. Crystal structures of Fe 2 dioxygenase superoxo, alkylperoxo, and bound product intermediates. Science 316:453-457. (Pubitemid 46651494)
29. Kulkarni M, Chaudhari A. 2006. Biodegradation of p-nitrophenol by P. putida. Biores Technol 97:982-988. (Pubitemid 43138817)
30. Lee BD, Lee MJ. 2009. Prediction of hydroxyl substitution site(s) of phenol, monochlorophenols and 4-chloronitrobenzene by atomic charge distribution calculation. Bull Korean Chem Soc 30:787-790.
31. Loh HCh, Wu T. 2006. Cometabolic transformation of 2-chlorophenol and 4-chlorophenol in the presence of phenol by Pseudomonas putida. Can J Chem Eng 84:356-367. (Pubitemid 44743676)
32. Mars AE, Kingma J, Kaschabek SR, Reineke W, Janssen DB. 1999. Conversion of 3-chlorocatechol by various C23Os and sequence analysis of the chlorocatechol dioxygenase region of Pseudomonas putida GJ31. J Bacteriol 181:1309-1318. (Pubitemid 29119571)
33. Milo RE, Duffner FM, Muller R. 1999. C23O from the thermophilic, phenol-degrading Bacillus thermoleovorans strain A2 has unexpected low thermal stability. Extremophiles 3:185-190. (Pubitemid 29405309)
34. Murakami S, Nakanishi Y, Kodama N, Takenaka S, Shinke R, Aoki K. 1998. Purifi cation, characterization, and gene analysis of C23O from the aniline-assimilating bacterium Pseudomonas species AW-2. Biosci Biotechnol Biochem 62:747-752. (Pubitemid 128473823)
35. Murcia MD, Gomez M, Gomez E, Gomez JL, Sinada FA, Christofi N. 2012. Testing a Pseudomonas putida strain for 4-chlorophenol degradation in the presence of glucose. Desalin Water Treat 40:33-37.
36. Nozaki M, Ono K, Nakazawa T, Kotani S, Hayaishi O. 1968. Metapyrocatechase. II. The role of iron and sulfhydryl groups. J Biol Chem 243:2682-2690.
37. Okuta A, Ohnishi K, Harayama S. 2004. Construction of chimeric C23O exhibiting improved activity against the suicide inhibitor 4-methylcatechol. Appl Environ Microbiol 70:1804-1810. (Pubitemid 38365166)
38. Palaniandavar M, Mayilmurugan R. 2007. Mononuclear nonheme iron (III) complexes as functional models for catechol dioxygenases. Comptes Rendus Chimie 10:366-379.
39. Rieger PG, Meier HM, Gerle M, Voget U, Groth T, Knackmuss HJ. 2002. Xenobiotics in the environment: present and future strategies to obviate the problem of biological resistance. J Biotechnol 94:101-123. (Pubitemid 34127671)
40. Riegert U, Burger S, Stolz A. 2001. Altering catalytic properties of 3-chlorocatechol-oxidizing extradiol dioxygenase from Sphingomonas xenophaga BN6 by random mutagenesis. J Bacteriol 183:2322-2330. (Pubitemid 32240403)
41. Schmidt E, Mandt Ch, Janssen DB, Pieper DH, Reineke W. 2012. Degradation of chloroaromatics: structure and catalytic activities of wile-type chloroC23Os and modifi ed ones. Environ Microbiol. doi:10.1111/j.1462-2920.2012.02831.x.
42. Senda T, Sugiyama K, Narita H, Yamamoto T, Kimbara K, Fukuda M, Sato M, Yano K, Mitsui Y. 1996. Three-dimensional structures of free form and two substrate complexes of an extradiol ring-cleavage type dioxygenase, the BphC enzyme from Pseudomonas sp. strain KKS102. J Mol Biology 255:735-752. (Pubitemid 26105582)
43. Spain JC, Gibson DT. 1991. Pathway for biodegradation of p-nitrophenol in a Moraxella sp. Appl Environ Microbiol 57:812-819.
44. Takeo M, Nishimura M, Shirai M, Takahashi H, Kitamura Ch, Negoro S. 2007. Purifi cation and characterization of C23O from aniline degradation pathway of Acinetobacter sp. YAA and its mutant enzyme, which resists substrate inhibition. J Bioscen Bioeng 71:1668-1675. (Pubitemid 47358718)
45. Tobajas M, Monsalvo VM, Mohedano AF, Rodriguez JJ. 2010. Enhancement of comatebolic biodegradation of 4-chlorophenol induced with phenol and glucose as carbon sources by Comamonas testosteroni. J Environ Manage. doi:10.1016/j. jenvman.2010.09.030.
46. Vaillancourt FH, Han S, Fortin PD, Bolin JT, Eltis LD. 1998. Molecular basis for the stabilization and inhibition of 2,3-dihydroxybiphenyl 1,2-dioxygenase by t-butanol. J Biol Chem 273:34887-34895. (Pubitemid 29028184)
47. van Hylckama Vlieg JET, Poelarends GJ, Mars AE, Janssen DB. 2000. Detoxifi cation of reactive intermediates during microbial metabolism of halogenated compounds. Curr Opin Microbiol 3:257-262. (Pubitemid 30368058)
48. Veenagayathri K, Vasudevan N. 2011. Ortho and meta cleavage dioxygenases detected during the degradation of phenolic compounds by a moderately halophilic bacterial consortium. Int Res J Microbiol 2:406-414.
49. Wojcieszynska D, Gren I, Guzik U. 2008a. New pathway of dichlorophenols degradation by Pseudomonas sp. strain US1 in aerobic conditions. Ecol Chem Eng A 15:703-710.
50. Wojcieszynska D, Guzik U, Gren I. 2008b. Infl uence of additional carbon sources on chlorophenols degradation by strain Pseudomonas sp. Arch Waste Manage Environ Protect 9:69-80.
51. Wojcieszynska D, Guzik U, Gren I, Perkosz M, Hupert-Kocurek K. 2011a. Induction of aromatic ring-cleavage dioxygenases in Stenotrophomonas maltophilia strain KB2 in cometabolic systems. World J Microbiol Biotechnol 27:805-811.
52. Wojcieszynska D, Hupert-Kocurek K, Gren I, Guzik U. 2011b. High activity C23O from the cresols-degrading Stenotrophomonas maltophilia strain KB2. Int Biodeter Biodegr 65:853-858.
53. Yeom SH, Yoo YJ. 1997. Overcoming the inhibition effects of metal ions in the degradation of benzene and toluene by Alcaligenes xylosoxidans Y234. Korean J Chem Eng 14:204-308.
54. Zhao HP, Liang SH, Yang X. 2011. Isolation and characterization of C23O genes from phenanthrene degraders Sphingomonas sp. ZP1 and Pseudomonas sp. ZP2. Environ Technol 32:1895-1901.