Pseudomonas putida KF715 bphABCD operon encoding biphenyl and polychlorinated biphenyl degradation: cloning, analysis, and expression in soil bacteria

Hayase, Nobuki; Taira, Kazunari; Furukawa, Koichi

doi:10.1128/jb.172.2.1160-1164.1990

Cited by 149 publications

(81 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Comparison of the amino acid sequence of DbfB revealed significant homologies (Ͼ30% identity) to the meta cleavage enzyme of Burkholderia sp. strain LB400 (Hofer et al, 1993), P. pseudoalcaligenes strain KF707 (Furukawa et al, 1987), and P. putida KF715 (Hayase et al, 1990). These significant homologies to meta cleavage enzyme from biphenyl/polychlorinated biphenyl-degrading bacteria are perhaps not surprising, given the structural relatedness of the substrates of these enzymes.…”

Section: Df/dd-degradation Pathway Of S Wittichii Strain Rw1mentioning

confidence: 95%

Bacterial degradation of aromatic compounds via angular dioxygenation.

Nojiri

Habe

Omori

2001

J. Gen. Appl. Microbiol.

View full text Add to dashboard Cite

Dioxygenation is one of the important initial reactions of the bacterial degradation of various aromatic compounds. Aromatic compounds, such as biphenyl, toluene, and naphthalene, are dioxygenated at lateral positions of the aromatic ring resulting in the formation of cis-dihydrodiol. This "normal" type of dioxygenation is termed lateral dioxygenation. On the other hand, the analysis of the bacterial degradation of fluorene (FN) analogues, such as 9-fluorenone, dibenzofuran (DF), carbazole (CAR), and dibenzothiophene (DBT)-sulfone, and DF-related diaryl ether compounds, dibenzo-p-dioxin (DD) and diphenyl ether (DE), revealed the presence of the novel mode of dioxygenation reaction for aromatic nucleus, generally termed angular dioxygenation. In this atypical dioxygenation, the carbon bonded to the carbonyl group in 9-fluorenone or to heteroatoms in the other compounds, and the adjacent carbon in the aromatic ring are both oxidized. Angular dioxygenation of DF, CAR, DBT-sulfone, DD, and DE produces the chemically unstable hemiacetal-like intermediates, which are spontaneously converted to 2,2,3-trihydroxybiphenyl, 2-aminobiphenyl-2,3-diol, 2,3-dihydroxybiphenyl-2-sulfinate, 2,2,3-trihydroxydiphenyl ether, and phenol and catechol, respectively. Thus, angular dioxygenation for these compounds results in the cleavage of the three-ring structure or DE structure. The angular dioxygenation product of 9-fluorenone, 1-hydro-1,1a-dihydroxy-9-fluorenone is a chemically stable cis-diol, and is enzymatically transformed to 2-carboxy-2,3-dihydroxybiphenyl. 2-Substituted 2,3-dihydroxybiphenyls formed by angular dioxygenation of FN analogues are degraded to monocyclic aromatic compounds by meta cleavage and hydrolysis. Thus, after the novel angular dioxygenation, subsequent degradation pathways are homologous to the corresponding part of that of biphenyl. Compared to the bacterial strains capable of catalyzing lateral dioxygenation, few bacteria having angular dioxygenase have been reported. Only a few degradation pathways, CARdegradation pathway of Pseudomonas resinovorans strain CA10, DF/DD-degradation pathway of Sphingomonas wittichii strain RW1, DF/DD/FN-degradation pathway of Terrabacter sp. strain DBF63, and carboxylated DE-degradation pathway of P. pseudoalcaligenes strain POB310, have been investigated at the gene level. As a result of the phylogenetic analysis and the comparison of substrate specificity of angular dioxygenase, it is suggested that this atypical mode of dioxygenation is one of the oxygenation reactions originating from the relaxed substrate specificity of the Rieske nonheme iron oxygenase superfamily. Genetic characterization of the degradation pathways of these compounds suggests the possibility that the respective genetic elements constituting the entire catabolic pathway have been recruited from various other bacteria and/or other genetic loci, and that these pathways have not evolutionary matured.

show abstract

Section: Df/dd-degradation Pathway Of S Wittichii Strain Rw1mentioning

confidence: 95%

Bacterial degradation of aromatic compounds via angular dioxygenation.

Nojiri

Habe

Omori

2001

J. Gen. Appl. Microbiol.

View full text Add to dashboard Cite

show abstract

“…somes (Bergeron et al, 1994;Furukawa and Miyazaki, 1986;Hayase et al, 1990;Kimbara et al, 1989;Mondello, 1989), plasmids (Hooper et al, 1989;Yamada et al, 1998), and transposons (Lloyd-Jones et al, 1994;Springael et al, 1993). The presence of similar genes in different strains implies that even chromosomal bph genes have or previously had a mechanism for mobilization to other strains.…”

Section: The Bph Genes As Conjugative Elementsmentioning

confidence: 99%

“…KKS102 are shuffled, and the bphA4 gene is downstream of bphD (Kikuchi et al, 1994a, b). The bph cluster in Pseudomonas putida KF715 is lacking the 3.5 kb bphX region (Hayase et al, 1990;Nishi et al, 2000). In the Rhodococcus sp.…”

Section: Pcb Catabolic Genesmentioning

confidence: 99%

“…The bph gene cluster of B. cepacia LB400 was also cloned after this (Mondello, 1989). Since then, several bph genes have been cloned and analyzed from a variety of Gram-negative and Gram-positive strains (Fukuda et al, 1994;Hauschild et al, 1996;Hayase et al, 1990;Kikuchi et al, 1994a, b;Kim et al, 1996;Kim and Zylstra, 1995;Kimbara et al, 1989;Maeda et al, 1995;Peloquin and Greer, 1993;Pflugmacher et al, 1996;Sylvestre et al, 1996;Taira et al, 1988). The typical upstream bph gene cluster composed of orf0-bphA1-bphA2-orf3-bphA3-bphA4-bphB-bphC-bphX0-bphX1-bphX2-bphX3-bphD from KF707 is presented in comparison with those of LB400 (Fig.…”

Section: Pcb Catabolic Genesmentioning

confidence: 99%

“…In total, seven bphClike genes were found in RHA1, of which four were on plasmids and three were on chromosome. KF707-bph: P. pseudoalcaligenes KF707 bph gene cluster (Taira et al, 1992); LB400-bph: B. cepacia LB400 (Erickson and Mondello, 1992;Hofer et al, 1996); KF715-bph: P. putida KF715 (Hayase et al, 1990;Nishi et al, 2000); KKS102-bph: Pseudomonas sp. strain KKS102 (Kikuchi et al, 1994a, b;Kimbara et al, 1989); RHA1-bph: Rhodococcus sp.…”

Section: Pcb Catabolic Genesmentioning

confidence: 99%

See 2 more Smart Citations