Kinetic traits and enzyme form patterns of (R)-2-(2,4-dichlorophenoxy)propionate/α-ketoglutarate dioxygenase (RdpA) after expression in different bacterial strains

Engineering in Life Sciences

Volumn 6, Issue 6, 2006, Pages 552-559

  Westendorf, A ^a   Benndorf, D ^a   Pribyl, T ^a   Harms, H ^a   Muller R H ^a  

^a HELMHOLTZ CENTRE FOR ENVIRONMENTAL RESEARCH UFZ   (Germany)

Author keywords

Biodegradation; Enzymes; Kinetics; Xenobiotics

Indexed keywords

BACTERIA; BIODEGRADATION; ESCHERICHIA COLI; GENES; PURIFICATION; STRAIN;

BACTERIAL STRAINS; CHEMICAL PROPERTIES; XENOBIOTICS;

ENZYME KINETICS;

2 (4 CHLORO 2 METHYLPHENOXY)ACETIC ACID; 2 OXOGLUTARIC ACID; 2,4 DICHLOROPHENOXYACETIC ACID; DICHLORPROP; DIOXYGENASE; MECOPROP; MONOMER; PHENOXYACETIC ACID DERIVATIVE;

BACTERIA; BIODEGRADATION; ENZYME KINETICS; ESCHERICHIA COLI; GENES; PURIFICATION; STRAIN;

BIODEGRADATION; CHEMICAL PROPERTY; ENZYME; KINETICS; XENOBIOTICS;

ARTICLE; BACTERIAL STRAIN; CONTROLLED STUDY; DELFTIA ACIDOVORANS; ENZYME ANALYSIS; ENZYME KINETICS; ENZYME PURIFICATION; ENZYME SUBSTRATE; ESCHERICHIA COLI; GENETIC STRAIN; NONHUMAN; PROTEIN EXPRESSION; PROTEIN PROCESSING; REFERENCE VALUE; STRAIN DIFFERENCE; TWO DIMENSIONAL GEL ELECTROPHORESIS;

BACTERIA (MICROORGANISMS); DELFTIA ACIDOVORANS; ESCHERICHIA COLI; RHODOFERAX SP.; SPHINGOBIUM HERBICIDOVORANS;

EID: 33845740819     PISSN: 16180240     EISSN: 16182863     Source Type: Journal    
DOI: 10.1002/elsc.200620165     Document Type: Article

References (26)

1. R. H. Don, J. M. Pemberton, Properties of six pesticide degradation plasmids isolated from Alcaligenes paradoxus and Alcaligenes eutrophus, J. Bacteriol. 1981, 145, 681-686.
2. D. H. Pieper, W. Reineke, K. H. Engesser, H. J. Knackmuss, Metabolism of 2,4-dichlorophenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid, and 2-methyl-phenoxyacetic acid by Alcaligenes eutrophus JMP 134, Arch. Microbiol. 1988, 151, 365-371.
3. R. H. Don, A. J. Weightman, H. J. Knackmuss, K. N. Timmis, 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. 1985, 161, 85-90.
4. P. Vandamme, T. Coeyne, Taxonomy of the genus Cupriavidus: a tale of lost and found, Int. J. System. Evol. Microbiol. 2004, 54, 2285-2289.
5. F. Fukumori, R. P. Hausinger, Alcaligenes eutrophus JMP 134 "2,4-dichlorophenoxyacetate monooxygenase" is an α-ketoglutarate-dependent dioxygenase, J. Bacteriol. 1993, 175, 2083-2086.
6. F. Fukumori, R. P. Hausinger, Purification and characterization of 2,4-dichlorophenoxyacetate/α-ketoglutarate dioxygenase, J. Biol. Chem. 1993, 268, 24311-24317.
7. L. Xun, K. B. Wagnon, Purification and properties of component B of 2,4,5-trichloro-phenoxyacetate oxygenase from Pseudomonas cepacia AC110, Appl. Environ. Microbiol. 1995, 61, 3499-3502.
8. H. Sträuber, R. H. Müller, W. Babel, Evidence of cytochrome P450-catalyzed cleavage of the ether bond of phenoxybutyrate herbicides in Rhodococcus erythropolis K2-3, Biodegradation 2003, 14, 41-50.
9. K. Itoh, Y. Tashiro, K. Uobe, Y. Kamagata, K. Suyama, H. Yamamoto, Root nodule Bradyrhizobium spp. harbor tfdAalpha and cadA, homologous with genes encoding 2,4-dichlorophenoxyacetic acid-degrading proteins, Appl. Environ. Microbiol. 2004, 70, 2110-2118.
10. W. Reineke, H. J. Knackmuss, Microbial degradation of haloaromatics, Annu. Rev. Microbiol. 1988, 42, 263-287.
11. R. E. Saari, D. A. Hogan, R. P. Hausinger, Stereospecific degradation of the phenoxypropionate herbicide dichlorprop, J. Mol. Catal. B: Enzymatic 1999, 6, 421-428.
12. R. H. Müller, W. Babel, Separation of two dichlorprop/ α-ketoglutarate dioxygenases with enantiospecific properties from Comamonas acidovorans MC1, Acta Biotechnol. 1999, 19, 349-355.
13. R. H. Müller, S. Kleinsteuber, W. Babel, Physiological and genetic characterization of two bacterial strains utilizing phenoxypropionate and phenoxyacetate herbicides, Microbiol. Res. 2001, 156, 121-131.
14. K. Nickel, M. J. F. Suter, H. P. E. Kohler, Involvement of two α-ketoglutarate-dependent dioxygenase in enantioselective degradation of (R)- and (S)-mecoprop by Sphingomonas herbicidovorans MH, J. Bacteriol. 1997, 179, 6674-6679.
15. A. Westendorf, R. H. Müller, W. Babel, Purification and characterization of the enantiospecific dioxygenases from Delftia acidovorans MC1 initiating the degradation of phenoxypropionate and phenoxyacetate herbicides, Acta Biotechnol. 2003, 23, 3-17.
16. K. M. Schleinitz, S. Kleinsteuber, T. Vallaeys, W. Babel, The genetic backround of 2,4-dichlorophenoxypropionate cleavage in Delftia acidovorans MC1, Appl. Environ. Microbiol. 2004, 70, 5357-5365.
17. T. A. Müller, H. P. E. Kohler, Chirality of pollutants-effects on metabolism and fate, Appl. Microbiol. Biotechnol. 2004, 64, 300-316.
18. C. Zipper, K. Nickel, W. Angst, H. P. E. Kohler, Complete microbial degradation of both enantiomers of the chiral herbicide mecoprop [(R,S)-2-(4-chloro-2-methylphenoxy)propionic acid] in an enantioselective manner by Sphingomonas herbicidovorans sp. nov., Appl. Environ. Microbiol. 1996, 62, 4318-4322.
19. A. Westendorf, D. Benndorf, R. H. Müller, W. Babel, The two enantiospecific dichlorprop/α-ketoglutarate-dioxygenases from Delftia acidovorans MC1 - protein and sequence data of RdpA and SdpA, Microbiol. Res. 2002, 157, 317-322.
20. D. Benndorf, W. Babel, Assimilatory detoxification of herbicides by Delftia acidovorans MC1: Induction of two chlorocatechol 1,2-dioxygenases as response to chemostress, Microbiology 2002, 148, 2883-2888.
21. D. Benndorf, M. Thiersch, N. Loffhagen, C. Kunath, H. Harms, Pseudomonas putida KT2440 responds specifically to chlorophenoxy herbicides and their initial metabolites, Proteomics 2006, 6, 3319-3329.
22. A. Liu, R. Y. Ho, L. Que Jr., M. J. Ryle, B. S. Phinney, R. P. Hausinger, Alternative reactivity of an alpha-ketoglutarate-dependent iron(II) oxygenase: enzyme self-hydroxylation, J. Am. Chem. Soc. 2001, 123, 5126-5127.
23. J. Mostertz, M. Hecker, Patterns of protein carbonylation following oxidative stress in wild-type and sigB Bacillus subtilis cells, Mol. Genet. Genomics 2003, 269, 640-648.
24. J. Choi, H. D. Rees, S. T. Weintraub, A. L. Levey, L. S. Chin, L. Li, Oxidative modification and aggregation of the Cu,Zn-superoxide dismutase associated with Alzheimer and Parkinson diseases, J. Biol. Chem. 2005, 280, 11648-11655.
25. J. R. Requena, C. C. Chao, R. L. Levine, E. R. Stadtman, Glutamic and aminoadipic semialdehydes are the main carbonyl products of metal-catalyzed oxidation of proteins, PNAS 2001, 98, 69-74.
26. B. S. Berlett, E. R. Stadtman, Protein oxidation in aging, disease, and oxidative stress, J. Biol. Chem. 1997, 272, 20313-20316.