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PMID: 16347956 Published · ppublish English Journal Article

Novel pathway of toluene catabolism in the trichloroethylene-degrading bacterium g4.

Applied and environmental microbiology ·Vol. 55 ·No. 6 ·1989-06-00 ·Pages 1624-9

Shields MS, Montgomery SO, Chapman PJ, Cuskey SM, Pritchard PH

Abstract

o-Cresol and 3-methylcatechol were identified as successive transitory intermediates of toluene catabolism by the trichloroethylene-degrading bacterium G4. The absence of a toluene dihydrodiol intermediate or toluene dioxygenase and toluene dihydrodiol dehydrogenase activities suggested that G4 catabolizes toluene by a unique pathway. Formation of a hybrid species of O- and O-labeled 3-methylcatechol from toluene in an atmosphere of O(2) and O(2) established that G4 catabolizes toluene by successive monooxygenations at the ortho and meta positions. Detection of trace amounts of 4-methylcatechol from toluene catabolism suggested that the initial hydroxylation of toluene was not exclusively at the ortho position. Further catabolism of 3-methylcatechol was found to proceed via catechol-2,3-dioxygenase and hydroxymuconic semialdehyde hydrolase activities.

Authors & Affiliations
5 authors, click to expand affiliations / ORCID
Shields M S
Technical Resources Inc. and U.S. Environmental Protection Agency Environmental Research Laboratory, Gulf Breeze, Florida 32561.
Montgomery S O
Chapman P J
Cuskey S M
Pritchard P H
References (23)
23 references, click to expand
  1. Purification and properties of cis-toluene dihydrodiol dehydrogenase from Pseudomonas putida.
    J Bacteriol. 1977 Jun;130(3):1117-24 PMID: 16865
  2. Aerobic metabolism of trichloroethylene by a bacterial isolate.
    Appl Environ Microbiol. 1986 Aug;52(2):383-4 PMID: 16347139
  3. Trichloroethylene metabolism by microorganisms that degrade aromatic compounds.
    Appl Environ Microbiol. 1988 Feb;54(2):604-6 PMID: 3355147
  4. Benzylic monooxygenation catalyzed by toluene dioxygenase from Pseudomonas putida.
    Biochemistry. 1988 Feb 23;27(4):1360-7 PMID: 3365392
  5. Resonance Raman evidence for oxygen exchange between the FeIV = O heme and bulk water during enzymic catalysis of horseradish peroxidase and its relation with the heme-linked ionization.
    Proc Natl Acad Sci U S A. 1986 Apr;83(8):2417-21 PMID: 3458206
  6. Isolation of a Pseudomonas stutzeri strain that degrades o-xylene.
    Appl Environ Microbiol. 1987 Sep;53(9):2129-32 PMID: 3674872
  7. Phenol hydroxylase from yeast. Purification and properties of the enzyme from Trichosporon cutaneum.
    Eur J Biochem. 1973 Jun;35(2):386-400 PMID: 4146224
  8. Oxidative degradation of aromatic hydrocarbons by microorganisms. I. Enzymatic formation of catechol from benzene.
    Biochemistry. 1968 Jul;7(7):2653-62 PMID: 4298226
  9. The aerobic pseudomonads: a taxonomic study.
    J Gen Microbiol. 1966 May;43(2):159-271 PMID: 5963505
  10. Mechanisms of hydroxylation by cytochrome P-450: exchange of iron-oxygen intermediates with water.
    Biochem Biophys Res Commun. 1982 Jan 29;104(2):620-5 PMID: 6803786
  11. Deuterium and tritium kinetic isotope effects on initial rates.
    Methods Enzymol. 1982;87:607-25 PMID: 7176927
  12. METAPYROCATECHASE. I. PURIFICATION, CRYSTALLIZATION AND SOME PROPERTIES.
    Biochem Z. 1963;338:582-90 PMID: 14087325
  13. A press for disrupting bacteria and other micro-organisms.
    Br J Exp Pathol. 1951 Apr;32(2):97-109 PMID: 14848424
  14. Studies on hydroperoxide-dependent substrate hydroxylation by purified liver microsomal cytochrome P-450.
    Arch Biochem Biophys. 1976 Aug;175(2):524-33 PMID: 8710
  15. Transformation of toluene and benzene by mixed methanogenic cultures.
    Appl Environ Microbiol. 1987 Feb;53(2):254-60 PMID: 3105454
  16. Degradation of trichloroethylene by toluene dioxygenase in whole-cell studies with Pseudomonas putida F1.
    Appl Environ Microbiol. 1988 Jul;54(7):1703-8 PMID: 3415234
  17. Biodegradation of trichloroethylene and involvement of an aromatic biodegradative pathway.
    Appl Environ Microbiol. 1987 May;53(5):949-54 PMID: 3606099
  18. Expression of naphthalene oxidation genes in Escherichia coli results in the biosynthesis of indigo.
    Science. 1983 Oct 14;222(4620):167-9 PMID: 6353574
  19. Formation of (+)-cis-2,3-dihydroxy-1-methylcyclohexa-4,6-diene from toluene by Pseudomonas putida.
    Biochemistry. 1970 Mar 31;9(7):1626-30 PMID: 4314232
  20. Measurement of protein using bicinchoninic acid.
    Anal Biochem. 1985 Oct;150(1):76-85 PMID: 3843705
  21. Multiple mechanisms of cytochrome P450-catalyzed substrate hydroxylations.
    Biochem Biophys Res Commun. 1981 Mar 31;99(2):530-5 PMID: 7236281
  22. THE BACTERIAL DEGRADATION OF CATECHOL.
    Biochem J. 1965 May;95:466-74 PMID: 14340096
  23. Metabolism of toluene and xylenes by Pseudomonas (putida (arvilla) mt-2: evidence for a new function of the TOL plasmid.
    J Bacteriol. 1975 Oct;124(1):7-13 PMID: 1176436
Article Info
Journal
Applied and environmental microbiology
Abbr.
Appl Environ Microbiol
ISSN
0099-2240
Published
1989-06-00
Pages
1624-9
Language
English
Region
United States
NLM ID
7605801
PMCID
PMC202915
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