This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Reprints and Permissions Copyright Information Books from ASM Press MicrobeWorld Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Hernandez, B S Articles by Focht, D D Search for Related Content PubMed PubMed Citation Articles by Hernandez, B S Articles by Focht, D D Agricola Articles by Hernandez, B S Articles by Focht, D D

 Previous Article  |  Next Article 

Appl Environ Microbiol. 1991 November; 57(11): 3361-3366

Metabolism of and inhibition by chlorobenzoates in Pseudomonas putida P111.

Department of Microbiology, University of Panama, Republic of Panama.

ABSTRACT

Pseudomonas putida P111 was isolated by enrichment culture on 2,5-dichlorobenzoate and was also able to grow on 2-chloro-, 3-chloro-, 4-chloro-, 2,3-dichloro-, 2,4-dichloro-, and 2,3,5-trichlorobenzoates. However, 3,5-dichlorobenzoate completely inhibited growth of P111 on all ortho-substituted benzoates that were tested. When 3,5-dichlorobenzoate was added as a cosubstrate with either 3- or 4-chlorobenzoate, cell yields and chloride release were greater than those observed from growth on either monochlorobenzoate alone. Moreover, resting cells of P111 grown on 4-chlorobenzoate released chloride from 3,5-dichlorobenzoate and produced no identifiable intermediate. In contrast, resting cells grown on 2,5-dichlorobenzoate metabolized 3,5-dichlorobenzoate without release of chloride and accumulated a degradation product, which was identified as 1-carboxy-1,2-dihydroxy-3,5-dichlorocyclohexadiene on the basis of gas chromatography-mass spectrometry confirmation of its two acid-hydrolyzed products, 3,5- and 2,4-dichlorophenol. Since 3,5-dichlorocatechol was rapidly metabolized by cells grown on 2,5-dichlorobenzoate, it is apparent that 1-carboxy-1,2-dihydroxy-3,5-dichlorocyclohexadiene is not further metabolized by these cells. Moreover, induction of a functional dihyrodiol dehydrogenase would not be required for growth of P111 on other ortho-chlorobenzoates since the corresponding chlorodihydrodiols produced from a 1,2-dioxygenase attack would spontaneously decompose to the corresponding catechols. In contrast, growth on 3-chloro-, 4-chloro-, or 3,5-dichlorobenzoate requires a functional dihydrodiol dehydrogenase, yet only the two monochlorobenzoates appear to induce for it.

This article has been cited by other articles:

• Liu, S., Ogawa, N., Senda, T., Hasebe, A., Miyashita, K. (2005). Amino Acids in Positions 48, 52, and 73 Differentiate the Substrate Specificities of the Highly Homologous Chlorocatechol 1,2-Dioxygenases CbnA and TcbC. J. Bacteriol. 187: 5427-5436 [Abstract] [Full Text]  
• Pollmann, K., Wray, V., Pieper, D. H. (2005). Chloromethylmuconolactones as Critical Metabolites in the Degradation of Chloromethylcatechols: Recalcitrance of 2-Chlorotoluene. J. Bacteriol. 187: 2332-2340 [Abstract] [Full Text]  
• Hickey, W. J., Sabat, G. (2001). Integration of Matrix-Assisted Laser Desorption Ionization-Time of Flight Mass Spectrometry and Molecular Cloning for the Identification and Functional Characterization of Mobile ortho-Halobenzoate Oxygenase Genes in Pseudomonas aeruginosa Strain JB2. Appl. Environ. Microbiol. 67: 5648-5655 [Abstract] [Full Text]  
• Kitagawa, W., Miyauchi, K., Masai, E., Fukuda, M. (2001). Cloning and Characterization of Benzoate Catabolic Genes in the Gram-Positive Polychlorinated Biphenyl Degrader Rhodococcus sp. Strain RHA1. J. Bacteriol. 183: 6598-6606 [Abstract] [Full Text]  
• Blasco, R., Wittich, R.-M., Mallavarapu, M., Timmis, K. N., Pieper, D. H. (1995). From Xenobiotic to Antibiotic, Formation of Protoanemonin from 4-Chlorocatechol by Enzymes of the 3-Oxoadipate Pathway. J. Biol. Chem. 270: 29229-29235 [Abstract] [Full Text]  
• Harkness, M., McDermott, J., Abramowicz, D., Salvo, J., Flanagan, W., Stephens, M., Mondello, F., May, R., Lobos, J., Carroll, K., et, al. (1993). In situ stimulation of aerobic PCB biodegradation in Hudson River sediments. Science 259: 503-507 [Abstract]