• Korean Journal of Microbiology
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• v.54 no.1
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• pp.46-52
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• 2018

Biodegradation pathway of dibenzofuran (DBF) of Novosphingobium pentaromativorans US6-1, a high-molecular-weight polycyclic aromatic hydrocarbons degrading strain, was investigated via analysis of metabolic intermediates and transcriptome. As a result, 3(2H)-benzofuranone, a basic skeleton of the metabolic intermediates produced by lateral dioxygenation process, was detected as an intermediate. RNA-Seq analysis confirmed that most of the expressed genes upon exposure to DBF were related to the lateral degradation pathway. Based on these results, the biodegradation pathway of DBF by N. pentaromativorans US6-1 was proposed.

• Environmental Engineering Research
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• v.11 no.4
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• pp.217-231
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• 2006

The gas-phase formation of polychlorinated naphthalenes (PCNs) and dibenzofurans (PCDFs) was experimentally investigated by slow combustion of the three chlorophenols (CPs): 2-chlorophenol (2-CP), 3-chlorophenol (3-CP) and 4-chlorophenol (4-CP), in a laminar flow reactor over the range of 550 to $750^{\circ}C$ under oxidative condition. Contrary to the a priori hypothesis, different distributions of PCN isomers were produced from each CP. To explain the distributions of polychlorinated dibenzofuran (PCDF) and PCN congeners, a pathway is proposed that builds on published mechanisms of PCDF formation from chlorinated phenols and naphthalene formation from dihydrofulvalene. This pathway involves phenoxy radical coupling at unsubstituted ortho-carbon sites followed by CO elimination to produce dichloro-9, 10-dihydrofulvalene intermediates. Naphthalene products are formed by loss of H and/or Cl atoms and rearrangement. The degree of chlorination of naphthalene and dibenzofuran products decreased as temperature increased, and, on average, the naphthalene congeners were less chlorinated than the dibenzofuran congeners. PCDF isomers were found to be weakly dependent to temperature, suggesting that phenoxy radical coupling is a low activation energy process. Different PCN isomers, on the other hand, are formed by alternative fusion routes from the same phenoxy radical coupling intermediate. PCN isomer distributions were found to be more temperature sensitive, with selectivity to particular isomers decreasing with increasing temperature.

• Journal of Microbiology
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• v.35 no.4
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• pp.241-252
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• 1997

Polychlorodibenzofurans and polychlorodibenzo-pdioxins are among the most toxic xenobiotics released into the biosphere and the cause of significant public concern because of their apparent ubiquityalbeit at low levels- in food and environment. Several bacteria able to degrade nonchlorinated dioxin and dibenzofuran and in some cases to attack chlorinated analogues have recently been isolated. This opens up the possibility that bioremediation processes may ultimately be developed to eliminate these toxic compounds from contaminated sites. In this review we summarize current knowledge on the genetics and biochemistry of dioxin and dibenzofruan degradation by Sphingomonas sp. RW1, a gram-negative bacterium, and highlight the unusual nature of the genetic organization of these pathways.

• Bulletin of the Korean Chemical Society
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• v.22 no.6
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• pp.605-610
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• 2001

The molecular geometries and harmonic vibrational frequencies of dibenzofuran in the ground and lowest triplet state have been calculated using the Hartree-Fock and Becke-3-Lee-Yang-Parr(B3LYP)density functional methods with the 6-31G basis set. Upon the excitation to the lowest triplet state, the molecular structure retains the planar form but distorts from a benzene-like to a quinone-like form in skeleton. Scaled vibrational frequencies for the ground and lowest triplet state obtained from the B3LYP calculation show excellent agreement with the available experimental data. A few vibrational fundamentals for both states are newly assigned based on the B3LYP results.

• Journal of Korean Society of Environmental Engineers
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• v.27 no.3
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• pp.273-279
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• 2005

The degradation of o-chlorophenol(o-CP) in the presence of NaOH and the byproducts formed were investigated in a supercritical water(SCW) destruction process. The conversion of o-CP in the absence of NaOH was less than 20%, however it showed 100% conversion in the presence of NaOH(mole ratio[NaOH]/[o-CP] over than 2) with a residence time of less than 1 second. The formation of PAHs and the phenolic compounds formed were decreased in the presence of NaOH. The results revealed that the formation of byproducts during the destruction of o-CP in SCW was effected by the addition of NaOH. Phenol, cresols, chlorinated phenols, PAHs, p,p'-dihydroxybiphenyl and oxygenated polyaromatic compounds such as 1-indanone, dibenzofuran and dibenzo-p-dioxin were detected in both conditions(presence and absence of NaOH). At the same time, in the presence of NaOH, 2-ethylphenol, o-hydroxyacetophenone, hydroquinone, 4-allylphenol, 3-phenoxyphenol and 4,4'-oxybisphenol were also detected. The observed results suggest that the destruction of o-CP in SCW with NaOH occurs through a number of complicated reaction pathways. Dibenzofuran and dibenzo-p-dioxin were also detected during destruction of o-CP by SCW. The above observation suggests that there may be a common relationship between the thermal incineration process and SCW decomposition process.

• Bulletin of the Korean Chemical Society
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• v.30 no.1
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• pp.261-263
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• 2009

• Environmental Engineering Research
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• v.11 no.4
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• pp.232-240
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• 2006

Polychlorinated naphthalenes (PCNs) formed along with dibenzo-p-dioxin and dibenzofuran products in the slow combustion of dichlorophenols (DCPs) at $600^{\circ}C$ were identified. Each DCP reactant produced a unique set of PCN products. Major PCN congeners observed in the experiments were consistent with products predicted from a mechanism involving an intermediate formed by ortho-ortho carbon coupling of phenoxy radicals; polychlorinated dibenzofurans (PCDFs) are formed from the same interemediate. Tautomerization of the intermediate and $H_2O$ elimination produces PCDFs; alternatively, CO elimination to form dihydrofulvalene and fusion produces naphthalenes. Only trace amounts of tetrachloronaphthalene congeners were formed, suggesting that the preferred PCN formation pathways from chlorinated phenols involve loss of chlorine. 3,4-DCP produced the largest yields of PCDF and PCN products with two or more chlorine substituents. 2,6-DCP did not produce tri- or tetra-chlorinated PCDF or PCN congeners. It did produce 1,8-DCN, however, which could not be explained.

• Journal of Microbiology and Biotechnology
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• v.23 no.2
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• pp.260-266
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• 2013

Rhodococcus sp. strain p52, a previously isolated dibenzofuran degrader, could effectively inhibit the growth of cyanobacteria, including species of Microcystis, Anabaena, and Nodularia. When strain p52 was inoculated at the concentration of $7.7{\times}10^7$ CFU/ml, 93.5% of exponentially growing Microcystis aeruginosa ($7.3{\times}10^6$ cells/ml initially) was inhibited after 4 day. The threshold concentration for its algicidal activity against M. aeruginosa was $7.7{\times}10^6$ CFU/ml. Strain p52 exerted algicidal effect by synthesizing extracellular substances, which were identified as trans-3-indoleacrylic acid, DL-pipecolic acid, and L-pyroglutamic acid. The effective concentrations of trans-3-indoleacrylic acid and DL-pipecolic acid against M. aeruginosa were tested to be 0.5 mg/l and 5 mg/l, respectively.

• Bulletin of the Korean Chemical Society
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• v.30 no.6
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• pp.1376-1378
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• 2009

• Journal of Korean Society for Atmospheric Environment
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• v.22 no.6
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• pp.842-850
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• 2006

The role of chlorination reactions in the formation of polychlorinated dibenzofurans (PCDFs) in a municipal waste incinerator was assessed using a chlorination model for predicting PCDF isomer distributions. Complete distributions of PCDF congeners were obtained from a stoker-type municipal waste incinerator operated under 13 test conditions. Samples were collected from the flue gas prior to the gas cleaning system. While total PCDF yields varied by a factor of five to six, the distributions of congeners were similar. A chlorination model, dependent only on the observed distribution of monochlorinated isomers, was developed to predict the distributions of poly-chlorinated isomers formed by chlorination of dibenzofuran (DF). Agreement between predicted and measured PCDF isomer distributions was high for all homologues, supporting the hypothesis that DF chlorination can play an important role in the formation of PCDF byproducts.