• Title/Summary/Keyword: 2-chlorophenol

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Degradation of Chlorinated Phenolic Compounds by Soil Actinomycetes Isolated from the Contami-nated Soil Nearby the Kyung-An River (경안천 유역 오염토양에서 분리한 방선균의 염화 페놀계 화합물 분해)

  • 김성민;김창영;김응수
    • Microbiology and Biotechnology Letters
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    • v.30 no.3
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    • pp.287-292
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    • 2002
  • Lignin-peroxidase (LiP) has been considered as one of the most important industrial enzymes for biodegradation of various recalcitrant toxic compounds such as chlorinated aromatic hydrocarbons and azo-dyes. Recently, several soil actinomycetes have been reported to secrete a functionally-similar lignin-peroxidase called actinomycetes lig-nin-peroxidase (ALiP). In this manuscript, we isolated over 100 morphologically distinct actinomycetes from the contaminated soils around 10 different gas stations located nearby the Kyung-An river. Among these actinomycetes screened based on the congo-red dye-decolorization activities, one newly-isolated actinomycetes named SMA-2 showed the most significant dye-decoloring activity on the congo-red plate as well as a significant ALiP activity in a yeast-extract-malt-extract liquid media supplemented with starch. The optimum SMA-2 culture condition fur ALiP production was determined and the kinetic parameters fur the SMA-2 AkIP activity were characterized. The optimally-cultured SMA-2 also exhibited the oxidation activities toward various recalcitrant aromatic compounds including phenol, 2- chlorophenol, 4- chlorophenol, 2,4- dichlorophenol ,2,6- dichlorophenol, and 2,4, f-trichlorophe - not, suggesting a potential application of SMA-2 for contaminated soil bioremediation.

A Study on Oxidative Degradation of Chlorophenols by Heat Activated Persulfate (열적활성화된 과황산에 의한 염화페놀의 산화분해특성 연구)

  • Son, JiMin;Kwon, Hee-Won;Hwang, Inseong;Kim, Jeong-Jin;Kim, Young-Hun
    • Journal of Environmental Science International
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    • v.29 no.1
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    • pp.69-77
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    • 2020
  • Oxidative degradation of phenol, three monochlorophenols (2-chlorophenol, 2-CP; 3-chlorophenol, 3-CP; 4-chlorophenol, 4-CP), four dichlorophenols (2,3-dichlorophenol, 2,3-DCP; 2,4-dichlorophenol, 2,4-DCP; 2,5-dichlorophenol, 2,5-DCP; 2,6-dichlorophenol, 2,6-DCP), and two trichlorophenols (2,4,5-trichlorophenol, 2,4,5-TCP; 2,4,6-trichlorophenol, 2,4,6-TCP) was conducted with heat activated persulfate. As the number of chlorinations increased, the reaction rate also increased. The reaction rate was relatively well fitted to the zero-order kinetic model, rather than the pseudo-first order kinetic model for the reactions at 60 ℃, which can be explained by insufficient activation of the persulfate at 60 ℃, and the oxidation reaction of 2,4,6-TCP at 70 ℃ was relatively well fitted to the pseudo-first order kinetic model. The oxidation reaction rate generally increased with increase of persulfate concentration in the solution. 2,6-dichloro-2,5-cyclohexadiene-1,4-dione was found as a degradation product in a GC/MS analysis. This compound is a non-aromatic compound, and one chlorine was removed. This result is similar to the result of previous studies. The current study proved that heat activated persulfate activation could be an alternative remediation technology for phenol and chlorophenols in soil and groundwater.

Regiospecificity of Reductive Dechlorination of Chlorophenols in Mono- and Di-Chlorophenol Adapted Anoxic Sediments (Mono-와 Di-Chlorophenol에 적응시킨 혐기성 저질의 탈염소 특성)

  • 공인철;이석모
    • Journal of Environmental Science International
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    • v.3 no.1
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    • pp.65-76
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    • 1994
  • The regiospecific potential for the reductive dechlorination of 2-, 3-, 4-, 2, 3-, 2, 4-, and 3, 4-chlorophenols (CPs) was studied in mono- and di-CP(DCP) adapted sediment slurries(10% solids). Freshwater sediments adapted to transform 2-CP dechlorinated all tested mono- and di-CPs except 4-CP without a lag period. Adaptation to 2-CP, thus, enhanced the onset of dechlorination of 3-CP and all ortho-substituted CPs tested. Sediment adapted to transform 3-CP dechlorinated all test CPs, except 4-CP and 2, 4-DCP, without a lag period. Sediment adapted to individual DCPs (2, 3-, 2, 4-, and 3, 4-DCP_ exhibited dechlorination(no lag phase) of 2-CP, 2, 3-, 2, 4-, and 3, 4-CDP. Interestingly, meta-cleavage of 3, 4-DCP in all tested adapted sediment occurred, while para-cleavage occurred in 3, 4-DCP adapted sediment. Sediment adapted to dechlorinate ortho and meta-chlorines exhibited a preference for meta following ortho-cleavage, but not for para-cleavage, while the preference for reductive dechlorination was ortho>meta>para for mono-CPs and ortho>para>meta for DCPs in unadapted freshwater anoxic sediments.

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Removal of pentachlorophenol by pentachlorophenol resistant strains isolated from activated sludge (활성오니에서 분리한 pentachlorophenol 내성균주의 pentachlorophenol 제거에 관한 연구)

  • Park, Yun-Hee;Cho, Sung-Eun;Lee, Woo-Sang;Jo, Do-Hyun
    • Applied Biological Chemistry
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    • v.35 no.4
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    • pp.242-247
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    • 1992
  • Twenty strains of pentachlorophnol (PCP) resistant bacteria were isolated from activated sludge of the sewage treatment plant of Jung Lang Chun, Seoul. The predominant strains were Bacillus spp. including B. sphaericus and E. schlegelii. The other strains were identified as Corynebacterium spp., Staphylococcus aureus, Arthrobacter spp. and Aeromonas spp. The resistant strains could be grouped into two categories; PCP-degrading and PCP-adsorbing/absorbing ones. PCP-degrading strains degraded $75{\sim}90%$ of PCP in the medium containing 100 ppm PCP during the first 24 hours of growth. At the initial period the PCP-adsorbing/absorbing strains removed PCP from the medium but started to release PCP after 24 or 72 hours of growth. PCP degradation products from the culture broth of PCP-degrading strains were identified by comparing their $R_f$ values with those of the reference compounds. 2-chlorophenol and 2.4-dichlorophenol were presumed to be the intermediate products of PCP degradation.

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Destruction of 2-Chloriphenol from Wastewater and Investigation of By-products by Ozonation

  • Jeong, O Jin
    • Bulletin of the Korean Chemical Society
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    • v.22 no.8
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    • pp.850-856
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    • 2001
  • This study investigates the ozonation kinetics of 2-chlorophenol in wastewater under acidic condition. Intermediates and by-products generated during the process were rigorously identified and quantified. The major by-products are four carboxylic acids: tartaric acid, oxalic acid, maleic acid, and hydroxymalonic acid. The generation of these organic acids is in agreement with theoretical predictions. But hydroxylated compounds are more favorable to produce than their corresponding non-hydroxylated ones. Based on the information concerning the generation of organic acids and other aromatic intermediates, the complete reaction pathways toward mineralization can be proposed and mathematically modeled. The fitted second-order rate constants are in the same order of magnitude with the results from other studies. Using these oxidation pathways and the corresponding kinetic model, by-products generated in ozonation process can be predicted. This can help in optimizing the design and operation of any subsequent treatment processes.

A Study on the Removal of Chloro-Phenols by Photocatalytic Oxidation (광촉매(光觸媒) 산화(酸化) 반응(反應)을 이용한 클로로페놀 분해(分解)에 관한 연구(硏究))

  • Lee, Sang Hyup;Park, Ju Seok;Park, Chung Hyun
    • Journal of Korean Society of Water and Wastewater
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    • v.9 no.4
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    • pp.87-96
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    • 1995
  • The Electron/Hole Pair is generated when the activation energy produced by ultraviolet ray illuminates to the semiconductor and OH- ion produced by water photocleavage reacts with positive Hole. As a results, OH radical acting as strong oxidant is generated and then Photocatalytic oxidation reaction occurs. The photocatalytic oxidation can oxidate the non-degradable and hazardous organic substances such as pesticides and aromatic materials easier, safer and shorter than conventional water treatment process. So in this study, many factors influencing the oxidation of chlorophenols, such as inorganic electrolytes addition, change of oxygen and nitrogen atmosphere, temperature, pH, oxygen concentration, chlorophenol concentration, were throughly examined. According to the experiments observations, it is founded that the rate of chlorophenol oxidation follows a first-order reaction and the modified Langmuir-Hinshelwood relationship. And the photocatalytic oxidation occurs only when activation energy acting as Electron/Hole generation, oxygen acting as electron acceptor to prevent Electron/Hole recombination, $TiO_2$ powder acting as photocatalyst are present. The effects of variation of dissolved oxygen concentration, temperature and inorganic electrolytes concentration on 2-chlorophenol oxidation are negligible. And the lower the organic concentration, the higher the oxidation efficiency becomes. Therefore, the photocatalytic oxidation is much effective to oxidation of hazardous substances at very low concentration. The oxidation is effective in the range of 0.1 g/L-10 g/L of $TiO_2$. Finally when the ultra-violet ray is illuminated to $TiO_2$, the surface characteristics of $TiO_2$ change and Adsorption/Desorption reaction on $TiO_2$ surface occurs.

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Prediction of $EC_{50}$ of Photobacterium phosphoreum for CAHs and Chlorophenol Derivatives Using QSAR (QSAR방법을 이용한 CAHs와 Chlorophenol 유도체에 대한 $EC_{50}$값 예측)

  • Lee, Hong-Joo;Yoo, Seung-O;Lee, Jeong-Gun;Kim, Byung-Yong;Chun, Uck-Han
    • Microbiology and Biotechnology Letters
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    • v.27 no.1
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    • pp.54-61
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    • 1999
  • Measurement of inhibition of bioluminescence in Photobacterium phosphoreum has been porposed as a sensitive and rapid procedure to monitor toxic substances. However, at first, $EC_{50}$ which shows degree of toxicity to each toxic substances must be calculated. QSAR (Quantitative Structure Activity Relationship) model can be used to estimate $EC_{50}$ to save time and endeavor. Moderately high correlation coefficients ($r^2{\geq}$ 0.97) were calculated from the linear correlation between $EC_{50}$ and molecular connectivity indices of CAHs (chlorinated aliphatic hydrocarbons)such as $^0X$, $^0X^V$, $^1X$, $^2X$ and $^3X^v_c$ and quadratic correlation between $EC_{50}$ and $^0X$, $^0X^V$, $^2X^V$, $^3X_c$, $^3X^V_c$ and P. It shows that the molecular connection indices in carbon structure is contributed to biological characters with linear relation and that in the other one with quadratic relation. The $EC_{50}$ of chlorophenol derivatives had quadratic relation with the value of octanol/water prtition coefficients ($r^2$=0.99) and linear and quadratic relation with the number of chlorine compound (($r^2{\geq}$0.94). This confirms the already known trend of increasing toxicity with increasing ability of a compound to diffuse through cell membrane and number of chlorine substitution.

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Studies on the ${\beta}-Tyrosinase$ -Part 2. On the Synthesis of Halo-tyrosine by ${\beta}-Tyrosinase$- (${\beta}-Tyrosinase$에 관한 연구 -제2보 ${\beta}-Tyrosinase$에 의한 Halogen화(化) Tyrosine의 합성(合成)-)

  • Kim, Chan-Jo;Nagasawa, Toru;Tani, Yoshiki;Yamada, Hideaki
    • Applied Biological Chemistry
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    • v.22 no.4
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    • pp.198-209
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    • 1979
  • L-Tyrosine, 2-chloro-L-tyrosine, 2-bromo-L-tyrosine, and 2-iodo-L-tyrosine were synthesized by ${\beta}-tyrosinase$ obtained from cells of Escherichia intermedia A-21, through the reversal of the ${\alpha},{\beta}-elimination$ reaction, and their molecular structures were analyzed by element analysis, NMR spectroscopy, mass spectrometry and IR spectroscopy. Rates of synthesis and hydrolysis of halogenated tyrosines by ${\beta}-tyrosinase$, inhibition of the enzyme activity by halogenated phenols, and effects of addition of m-bromophenol on the synthesis of 2-bromotyrosine were determined. The results obtained were as follows: 1) In the synthesis of halogenated tyrosines, the yield of 2-chlorotyrosine from m-chlorophenol were approximately 15 per cent, that of 2-bromotyrosine from m-bromophenol 13.8 per cent, and that of 2-iodotyrosine from m-iodophenol 9.8 per cent. 2) Rate of synthesis of halogenated tyrosines by ${\beta}-tyrosinase$ was slower than that of tyrosine and the rates were decreased in the order of chlorine, bromine and iodine, that is, by increasing the atomic radius. Relative rate of 2-chlorotyrosine synthesis was determined to be 28.2, that of 2-bromotyrosine to be 8.13, and that of 2-iodotyrosine to be 0.98, respectively, against 100 of tyrosine. However 3-iodotyrosine was not synthesized by the enzyme. 3) The relative rate of 2-chlorotyrosine hydrolysis by ${\beta}-tyrosinase$ was 70.7, that of 2-bromotyrosine was 39.0, and that of 2-iodotyrosine was 12.6 against 100 of tyrosine, respectively. The rate of hydrolysis appeared to be decreased in the order of chlorine, bromine and iodine, that is, by increasing the atomic radius or by decreasing the electronegativity. But 3-iodotyrosine was not hydrolyzed by the enzyme. 4) The activity of ${\beta}-tyrosinase$ was inhibited by phenol markedly. Of the halogenated phenols, o-, or m-chlorophenol and o-bromophenol gave marked inhibition on the enzyme action, however inhibition by iodophenol was not strong. Plotting by Lineweaver-Burk method, a mixed-type inhibition by m-chlorophenol was observed and its Ki value was found to be $5.46{\times}10^{-4}M$. 5) During the synthesizing reaction of 2-bromotyrosine by the enzyme, sequential addition of substrate which was m-bromophenol with time intervals and in a small amount resulted in better yield of the product. 6) The halogenated tyrosines which were produced by ${\beta}-tyrosinase$ from pyruvate, ammonia and m-halogenated phenols were analysed to determine their molecular structures by element analysis, NMR spectroscopy, mass spectrometry, and IR spectroscopy. The result indicated that they were 2-chloro-L-tyrosine, 2-bromo-L-tyrosine, and 2-iodo-L-tyrosine, respectively.

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