Induction of enzymes of 2,4-dichlorophenoxyacetate degradation in Burkholderia cepacia 2a and toxicity of metabolic intermediates

Biodegradation

Volumn 19, Issue 5, 2008, Pages 669-681

  Smith, Anthony R W ^a   Beadle, Carol A ^a,b  

^a UNIVERSITY OF GREENWICH   (United Kingdom)

^b OXFORD BROOKES UNIVERSITY   (United Kingdom)

Author keywords

2,4 Dichlorophenol toxicity; 2,4 Dichlorophenoxyacetate dissimilation; Burkholderia cepacia 2a; Continuous culture; Enzyme induction

Indexed keywords

BURKHOLDERIA CEPACIA; DICHLOROPHENOL; METABOLIC INTERMEDIATES;

2,4 DICHLOROPHENOXYACETIC ACID;

BACTERIUM; BIODEGRADATION; ENZYME ACTIVITY; GROWTH RESPONSE; ISOTHERM; METABOLITE; TOXICITY;

ARTICLE; BURKHOLDERIA CEPACIA; ENZYME INDUCTION; ENZYMOLOGY; GROWTH, DEVELOPMENT AND AGING; METABOLISM; MICROBIOLOGICAL EXAMINATION; ULTRAVIOLET SPECTROPHOTOMETRY;

2,4-DICHLOROPHENOXYACETIC ACID; BURKHOLDERIA CEPACIA; ENZYME INDUCTION; MICROBIAL SENSITIVITY TESTS; SPECTROPHOTOMETRY, ULTRAVIOLET;

BURKHOLDERIA CEPACIA;

EID: 48349094497     PISSN: 09239820     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10532-007-9172-0     Document Type: Article

References (50)

1. M Alexander 1965 Biodegradation: problems of molecular recalcitrance and microbial fallibility Adv Appl Microbiol 7 35 80
2. Audus LJ (1964) Herbicide behaviour in the soil. In: Audus LJ (ed) The physiology and biochemistry of herbicides. Academic Press, Oxford, pp 163-206
3. CA Beadle ARW Smith 1982 The purification and properties of 2,4-dichlorophenol hydroxylase from a strain of Acinetobacter species Eur J Biochem 123 323 332
4. CA Beadle P Kyprianou ARW Smith ML Weight RJ Yon 1984 Rapid purification of 2,4-dichlorophenol hydroxylase by biospecific desorption from 10-carboxydecylamino-Sepharose Biochem Int 9 587 593
5. HS Bean A Das 1966 The absorption by Escherichia coli of phenols and their bactericidal activity J Pharm Pharmacol 18 107S 113S
6. D Benndorf W Babel 2002 Assimilatory detoxification of herbicides by Delftia acidovorans MC1: induction of two chlorocatechol 1,2-dioxygenases as a response to chemostress Microbiology 148 2883 2888
7. D Benndorf M Thiersch N Loffhagen C Kunath H Harms 2006 Pseudomonas putida KT2440 responds specifically to chlorophenoxy herbicides and their initial metabolites Proteomics 6 3319 3329
8. J-M Bollag GG Briggs JE Dawson M Alexander 1968 2,4-D metabolism: enzymatic degradation of chlorocatechols J Agric Food Chem 16 829 833
9. J-M Bollag CS Helling M Alexander 1968 2,4-D metabolism: enzymatic hydroxylation of chlorinated phenols J Agric Food Chem 16 826 828
10. Carrington B (1994) The biochemistry of 2,4-D dissimilation by Pseudomonas cepacia. PhD thesis, University of Greenwich, London
11. I Cases V de Lorenzo 2001 The black cat/white cat principle of signal integration in bacterial promoters EMBO J 20 1 11
12. CM Cooper GA Fernstrom SA Miller 1944 Performance of agitated gas-liquid contactors Ind Eng Chem 36 504 509
13. Dawson RMC, Elliott EC, Elliott WH, Jones KM (1969) Data for Biochemical Research. 2nd edn. University Press, Oxford
14. RH Don JM Pemberton 1981 Properties of six pesticide degradation plasmids isolated from Alcaligenes paradoxus and Alcaligenes eutrophus J Bacteriol 145 681 686
15. RH Don AJ Weightman H-J Knackmuss KN Timmis 1985 Transposon mutagenesis and cloning analysis of the pathways for degradation of 2,4- dichlorophenoxyacetic acid and 3-chlorobenzoate in Alcaligenes eutrophus JMP134(pJP4) J Bacteriol 161 85 90
16. RL Dryer AR Tammes JI Routh 1957 Determination of phosphorus and phosphatase with N-phenyl-p-phenylenediamine J Biol Chem 225 177 183
17. WC Evans BSW Smith HN Fernley JI Davies 1971 Bacterial metabolism of 2,4-dichlorophenoxyacetate Biochem J 122 543 551
18. WC Evans BSW Smith P Moss HN Fernley 1971 Bacterial metabolism of 4-chlorophenoxyacetate Biochem J 122 509 517
19. K Filer AR Harker 1997 Identification of the inducing agent of the 2,4-dichlorophenoxyacetic acid pathway encoded by plasmid pJP4 Appl Environ Microbiol 63 317 320
20. PR Fisher J Appleton JM Pemberton 1978 Isolation and characterisation of the pesticide-degrading plasmid pJP1 from Alcaligenes paradoxus J Bacteriol 135 798 804
21. F Fukumori RP Hausinger 1993 Alcaligenes eutrophus JMP134 2,4-dichlorophenoxyacetate monooxygenase is an α-ketoglutarate-dependent dioxygenase J Bacteriol 175 2083 2086
22. F Fukumori RP Hausinger 1993 Purification and characterisation of 2,4-dichlorophenoxyacetate/α-ketoglutarate dioxygenase J Biol Chem 268 24311 24317
23. JK Gaunt WC Evans 1971 Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad: preliminary evidence for the metabolic pathway Biochem J 122 519 526
24. JK Gaunt WC Evans 1971 Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad: ring-fission, lactonizing and delactonizing enzymes Biochem J 122 533 542
25. BK Gaur H Beevers 1959 Respiratory and associated responses of carrot disks to substituted phenols Plant Physiol 34 427 432
26. Giles CH, MacEwan TH, Nakhwa SN, Smith D (1960) Studies in adsorption. XI. A system of classification of solution adsorption isotherms, and its use in the diagnosis of adsorption mechanisms and in measurements of specific surface areas of solids. J Chem Soc 3973-3993
27. REW Hancock 1998 Resistance mechanisms in Pseudomonas aeruginosa and other nonfermentative Gram-negative bacteria Clin Infect Dis 27 Suppl 1 S93 S99
28. Herbert D, Phipps PJ, Strange RE (1971) Chemical analysis of microbial cells. In: Norris JR, Ribbons DW (eds) Methods in Microbiology, vol 5B. Academic Press, London & New York, pp 209-344
29. Hugo WB (1976) Survival of microbes exposed to chemical stress. In: Gray TRG, Postgate JR (eds) The survival of vegetative microbes. 26th Symp Soc Gen Microbiol. University Press, Cambridge, pp 383-413
30. B Kaphammer JJ Kukor RH Olsen 1990 Regulation of tfdCDEF by tfdR of the 2,4-dichlorophenoxyacetic acid degradation plasmid pJP4 J Bacteriol 172 2280 2286
31. B Kaphammer RH Olsen 1990 Cloning and characterisation of tfdS, the repressor-activator gene of tfdB, from the 2,4-dichlorophenoxyacetic acid catabolic plasmid pJP4 J Bacteriol 172 5856 5862
32. RJ Lacoste SH Venable JC Stone 1959 Modified 4-aminoantipyrine colorimetric method for phenols. Application to an acrylic monomer Anal Chem 31 1246 1249
33. PA Lambert SM Hammond 1973 Potassium fluxes, first indications of membrane damage in micro-organisms Biochem Biophys Res Comm 54 796 799
34. PA Lambert ARW Smith 1976 Antimicrobial action of dodecyldiethanolamine: induced membrane damage in Escherichia coli Microbios 15 191 202
35. PA Lambert ARW Smith 1976 Antimicrobial action of dodecyldiethanolamine: activation of ribonuclease I in Escherichia coli Microbios 17 35 49
36. T Liu PJ Chapman 1984 Purification and properties of a plasmid-encoded 2,4-dichlorophenol hydroxylase FEBS Letters 173 314 318
37. AC Mitchell 1924 Osmium tetroxide as a reagent for the estimation of tannins and their derivatives Analyst 49 162 169
38. Pemberton JM, Corney B, Don RH (1979) Evolution and spread of pesticide-degrading ability among soil organisms. In: Kimmis KN, Puhler A (eds) Plasmids of Medical, Environmental and Commercial Importance. Elsevier/North Holland Biomedical Press, pp 287-299
39. DH Pieper W Reineke K-H Engesser H-J Knackmuss 1988 Metabolism of 2,4-dichlorophenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid and 2-methylphenoxyacetic acid by Alcaligenes eutrophus JMP134 Arch Microbiol 150 95 102
40. Pirt SJ (1975) Principles of microbe and cell cultivation. Blackwell, Oxford, p 37
41. RP Poh ARW Smith IJ Bruce 2002 Complete characterisation of Tn5530 from Burkholderia cepacia strain 2a (pIJB1) and studies of 2,4-dichlorophenoxyacetate uptake by the organism Plasmid 48 1 12
42. R Poh X Xia IJ Bruce ARW Smith 2001 2,4-dichloro-phenoxyacetate/α- ketoglutarate dioxygenases from Burkholderia cepacia 2a and Ralstonia eutropha JMP134 Microbios 105 43 63
43. M Schlömann 1994 Evolution of chlorocatechol catabolic pathways: conclusions to be drawn from comparisons of lactone hydrolases Biodegradation 5 301 321
44. N Schweigert RW Hunziker BI Escher RIK Eggen 2001 Acute toxicity of (chloro-)catechols and (chloro-)catechol-copper combinations in Escherichia coli corresponds to their membrane toxicity in vitro Environ Toxicol Chem 20 239 247
45. A Sebastianelli IJ Bruce 2007 Tn5530 from Burkholderia cepacia strain 2a encodes a chloride channel protein essential for the catabolism of 2,4-dichlorophenoxyacetic acid Environ Microbiol 9 256 265
46. KW Sharpee JM Duxbury M Alexander 1973 2,4-Dichlorophenoxyacetate metabolism by Arthrobacter sp.: accumulation of a chlorobutenolide Appl Microbiol 26 445 447
47. WG Streber KN Timmis MH Zenk 1987 Analysis, cloning and high-level expression of 2,4-dichlorophenoxyacetate monooxygenase gene tfdA of Alcaligenes eutrophus JMP134 J Bacteriol 169 2950 2955
48. JM Tiedje M Alexander 1969 Enzymatic cleavage of the ether bond of 2,4-dichlorophenoxyacetate J Agric Food Chem 17 1080 1084
49. JM Tiedje JM Duxbury M Alexander JE Dawson 1969 2,4-D metabolism: pathway of degradation of chlorocatechols by Arthrobacter sp J Agric Food Chem 17 1021 1026
50. Umbreit WW, Burris RH, Stauffer JF (1964) Manometric Techniques, 4th edn. Burgess, Minneapolis, p 157