5-Chloropicolinic acid is produced by specific degradation of 4chlorobenzoic acid by Sphingomonas paucimobilis BPSI-3

Journal of Industrial Microbiology and Biotechnology

Volumn 23, Issue 4-5, 1999, Pages 347-352

  Davison, A D ^a,b   Jardine, D R ^a   Karuso, P ^a  

^a MACQUARIE UNIVERSITY   (Australia)

^b Water Technology Australia   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

4 CHLOROBENZOIC ACID; BENZOIC ACID DERIVATIVE; BIPHENYL DERIVATIVE; CATECHOL DERIVATIVE; NAPHTHALENE DERIVATIVE; PICOLINIC ACID DERIVATIVE;

ARTICLE; BIODEGRADATION; CATABOLISM; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SOIL POLLUTION; SOIL TREATMENT; SPHINGOMONAS PAUCIMOBILIS; WASTE MANAGEMENT;

BACTERIA (MICROORGANISMS); NEGIBACTERIA; SPHINGOMONAS PAUCIMOBILIS;

EID: 0033375009     PISSN: 13675435     EISSN: None     Source Type: Journal    
DOI: 10.1038/sj.jim.2900742     Document Type: Article

References (32)

1. 1 Ahmad M and DD Focht. 1973. Degradation of polychlorinated biphenyls by two species of Achromobacter. Can J Microbiol 19: 47-52.
2. 2 Ahmed D, M Sylvestre, M Sondossi and R Massé. 1991. Bioconversion of 2-hydroxy-6-oxo-6-(4′-chlorophenyl)hexa-2,4-dienoic acid, the meta-cleavage product of 4-chlorobiphenyl. J Gen Microbiol 137: 1375-1385.
3. 3 Anon. 1966. Report of a new chemical hazard. New Sci 32: 612.
4. 4 Aoki K, S Takenaka, S Murakami and R Shinke. 1997. Partial purification and characterization of a bacterial dioxygenase that catalyses the ring fission of 2-aminophenol. Microbiol Rev 152: 33-38.
5. 5 Asano Y, Y Yamamoto and H Yamada. 1994. Catechol 2,3-dioxygenase-catalyzed synthesis of picolinic acids from catechols. Biosci Biotechnol Biochem 58: 2954-2956.
6. 6 Bax A, RH Griffey and BL Hawkins. 1983. Correlation of proton and nitrogen-15 chemical shifts by multiple quantum NMR. J Magn Reson 55: 301-315.
7. 7 Bax A and MF Summers. 1986. Proton and carbon-13 assignments from sensitivity-enhanced detection of heteronuclear multiple-bond connectivity by 2 D multiple quantum NMR. J Am Chem Soc 108: 2093-2094.
8. 8 Blasco R, RM Wittich, M Mallavarapu. KN Timmis and DH Pieper. 1995. From xenobiotic to antibiotic, formation of protoanemonin from 4-chlorocatechol by enzymes of the 3-oxoadipate pathway. J Biol Chem 270: 29229-29235.
9. 9 Brückmann M, R Blasco, KN Timmis and DH Pieper. 1998. Detoxification of protoanemonin by dienelactone hydrolase. J Bacteriol 180: 400-402.
10. 10 Dagley S, WC Evans and DW Ribbons. 1960. New pathways in the oxidative metabolism of aromatic compounds by microorganisms. Nature (London) 188: 560-566.
11. 11 Daly JW, DM Jerina and B Witkop. 1972. Arene oxides and the NIH shift: the metabolism, toxicity and carcinogenicity of aromatic compounds. Experientia 28: 1129-1264.
12. 12 Davison AD. 1998. Phenol colada: microbes party on toxic cocktails. Microbiol Austral 19: 24-26.
13. 13 Davison AD, H Csellner, P Karuso and DA Veal. 1994. Synergistic growth between two members in a mixed microbial consortium growing on biphenyl. FEMS Microbiol Ecol 14: 133-146.
14. 14 Davison AD, P Karuso, DR Jardine and DA Veal. 1996. Halopicolinic acids, novel products arising through the degradation of chloro-and bromo-biphenyl by Sphingomonas paucimobilis BPSI-3. Can J Microbiol 42: 66-71.
15. 15 Davison AD and DA Veal. 1993. Storage of a mixed microbial consortium capable of growth on biphenyl. Lett Appl Microbiol 17: 101-103.
16. 16 Davison AD and DA Veal. 1997. Synergistic mineralisation of biphenyl by Alcaligenes faecalis type II BPSI-2 and Sphingomonas paucimobilis BPSI-3. Lett Appl Microbiol 25: 58-62.
17. 17 Independent PoIW. 1992. A cleaner Australia. In: Assessment of the Management Options. Independent Panel on Intractable Waste (Australia), vol 2, Paddington NSW, Australia.
18. 18 Katsivela E, V Wray, DH Pieper and R-M Wittich. 1999. Initial reactions in the biodegradation of 1-chloro-4-nitrobenzene by a newly isolated bacterium, strain LW1. Appl Environ Microbiol 65: 1405-1412.
19. 19 Kemp W. 1986. NMR in Chemistry: A Multinuclear Introduction. McMillan, London. 188 pp.
20. 20 Lendenmann U and JC Spain. 1996. 2-Aminophenol 1,6-dioxygenase: a novel aromatic ring cleavage enzyme purified from Pseudomonas pseudoalcaligenes JS45. J Bacteriol 178: 6227-6232.
21. 21 Lerner L and A Bax. 1986. Sensitivity-enhanced two-dimensional heteronuclear relayed coherence transfer NMR spectroscopy. J Magn Reson 69: 375-380.
22. 22 Levy GC and RL Lichter. 1979. Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy. John Wiley and Sons, New York, pp 115-118.
23. 23 Matthiesen P. 1996. Endocrine disruption in wildlife. International Symposium on Environmental Chemistry and Toxicology (INTERSECT 96), Sydney Australia.
24. 24 Megharaj M, R Blasco, RM Wittich, DH Dietmar and KN Timmis. 1996. Ecotoxicity of some chloroaromatic pollutants due to microbial formation of protoanemonin. Microbiol Aust 17: A58.
25. 25 Nozaki M, S Kotani, K Ono and S Senoh. 1970. Metapyrocatechase III. Substrate specificity and mode of ring fission. Biochim Biophys Acta 220: 213-223.
26. 26 Piesche L, H Hilse, J Oehlke, E Schroetter and P Oehme. 1983. Substituted picolinic acids as DBH [dopamine β-hydroxylase] inhibitors. Inhibition of dopamine β-hydroxylase and antihypertensive effect. Pharmazie 38: 335-338.
27. 27 Sanvoisin J, GJ Langley and TDH Bugg. 1995. Mechanism of extradiol catechol dioxygenase: evidence for a lactone intermediate in the 2,3-dihydroxyphenylpropionate 1,2-dioxygenase reaction. J Am Chem Soc 117: 7836-7837.
28. 28 Seo DI, JC Chae, KP Kim, Y Kim, KS Lee and CK Kim. 1998. A pathway for 4-chlorobenzoate degradation by Pseudomonas sp S-47. J Microbiol Biotechnol 8: 96-100.
29. 29 Shields MS, SW Hooper and GS Sayler. 1985. Plasmid-mediated mineralisation of 4-chlorobiphenyl. J Bacteriol 163: 882-889.
30. 30 Sylvestre M, R Massé, F Messier, J Fauteux, JB Bisaillon and R Beaudet. 1982. Bacterial nitration of 4-chlorobiphenyl. Appl Environ Microbiol 44: 871-877.
31. 31 Tanabe S. 1996. Global contamination by persistent organochlorines and their ecotoxicological impact on marine mammals. International Symposium on Environmental Chemistry and Toxicology (INTERSECT 96), Sydney Australia.
32. 32 Willker W, D Leibfritz, R Kerssebaum and W Bermel. 1993. Gradient selection in inverse heteronuclear correlation spectroscopy. Magn Reson Chem 31: 287-292.