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PubMed2005

Bioconcentration factor of relatively low concentrations of chlorophenols in Japanese medaka.

Bioconcentration factors (BCF) for pentachlorophenol (PCP) and 2,4-dichlorophenol (2,4-DCP) in Japanese medaka (Oryzias latipes) were determined at five different concentrations of the chemicals, between 0.1 and 10 microg/l (PCP), 0.3 and 30 microg/l (2,4-DCP), in the ambient water. Medaka were exposed to each chemicals in a continuous-flow system during the embryonic development period and 60 days after hatching from eggs collected in the laboratory. Both the exposure time and the aqueous concentrations are much more realistic and closer to natural aquatic environments than those used in conventional BCF studies. The BCF values of PCP were from (4.9+/-2.8)x10(3) at the aqueous concentration of 0.074+/-0.028 microg/l to (2.1+/-1.4)x10(3) at 9.70+/-0.56 microg/l. The BCF value of 2,4-DCP were from (3.4+/-3.0)x10(2) at 0.235+/-0.060 microg/l to 92+/-27 at 27.3+/-1.6 microg/l. Generally, BCF values increased as the aqueous concentrations of PCP or 2,4-DCP decreased. This finding suggests that a relatively low and realistic aqueous concentration of these compounds is necessary to more accurately determine their BCF values in natural aquatic environments. Conventional BCF experiments at higher aqueous concentrations may underestimate the BCF values.

Animals↗
PubMed2004

Immersed solvent microextraction of phenol and chlorophenols from water samples followed by gas chromatography-mass spectrometry.

A homemade immersed solvent microextraction (SME) device was successfully developed for the trace enrichment of phenols from aqueous samples. A microdrop of butyl acetate was suspended from the tip of a microsyringe needle, immersed in an aqueous spiked solution for a preset time. The microdrop was then retracted into the microsyringe and injected directly into a gas chromatography-mass spectrometry (GC-MS) injection port. Effects of different parameters such as the type of solvent, extraction time, stirring rate, and temperature were investigated and optimized. To reduce the polarity of phenols and prevent tailing effects, all the phenols were derivatized prior to extraction using acetic anhydride in basic media. The enrichment factor and linearity was studied by preconcentration of 1 ml of HPLC-grade and river water, spiked with a standard solution of phenols at a concentration range of 0.05-50 microg l(-1) (R.S.D. < 10%). The correlation coefficient was satisfactory (r2 > 0.98) for all the studied analytes. Detection limits were obtained using HPLC-grade and river water, i.e. 5-22 ng l(-1). The proposed method was successfully applied to the extraction and determination of some environmentally important phenols in different water samples.

Chlorophenols↗
PubMed2006

Multiple response optimisation based on desirability functions of a microwave-assisted extraction method for the simultaneous determination of chloroanisoles and chlorophenols in oak barrel sawdust.

A microwave-assisted extraction (MAE) method was optimised for extracting 2,4,6-trichloroanisole (TCA), 2,3,4,6-tetrachloroanisole (TeCA), pentachloroanisole (PCA), 2,4,6-trichlorophenol (TCP), 2,3,4,6-tetrachlorophenol (TeCP) and pentachlorophenol (PCP) from oak barrels. The method was optimised by using a central composite experimental design with extraction time, temperature and solvent volume as influential parameters. A desirability function was then employed in addition to the simultaneous optimisation of the compounds. The optimal conditions identified were temperature 130 degrees C, solvent volume 35 mL and extraction time 50 min. The compounds were determined by gas chromatography with electron-capture detection. MAE was compared with conventional Soxhlet extraction; the results obtained with MAE were in good agreement with those obtained by Soxhlet extraction.

Anisoles↗
PubMed2006

Adsorptive removal of chlorophenols from aqueous solution by low cost adsorbent--Kinetics and isotherm analysis.

Adsorptive removal of parachlorophenol (PCP) and 2,4,6-trichlorophenol (TCP) from aqueous solutions by activated carbon prepared from coconut shell was studied and compared with activated carbon of commercial grade (CAC). Various chemical agents in different concentrations were used (KOH, NaOH, CaCO(3), H(3)PO(4) and ZnCl(2)) for the preparation of coconut shell activated carbon. The coconut shell activated carbon (CSAC) prepared using KOH as chemical agent showed high surface area and best adsorption capacity and was chosen for further studies. Batch adsorption studies were conducted to evaluate the effect of various parameters such as pH, adsorbent dose, contact time and initial PCP and TCP concentration. Adsorption equilibrium reached earlier for CSAC than CAC for both PCP and TCP concentrations. Under optimized conditions the prepared activated carbon showed 99.9% and 99.8% removal efficiency for PCP and TCP, respectively, where as the commercially activated carbon had 97.7% and 95.5% removal for PCP and TCP, respectively, for a solution concentration of 50mg/L. Adsorption followed pseudo-second-order kinetics. The equilibrium adsorption data were analysed by Langmuir, Freundlich, Redlich-Peterson and Sips model using non-linear regression technique. Freundlich isotherms best fitted the data for adsorption equilibrium for both the compounds (PCP and TCP). Similarly, acidic pH was favorable for the adsorption of both PCP and TCP. Studies on pH effect and desorption revealed that chemisorption was involved in the adsorption process. The efficiency of the activated carbon prepared was also tested with real pulp and paper mill effluent. The removal efficiency using both the carbons were found highly satisfactory and was about 98.7% and 96.9% as phenol removal and 97.9% and 93.5% as AOX using CSAC and CAC, respectively.

Adsorption↗
PubMed2006

The role of oxygen in the degradation of p-chlorophenol by Fenton system.

The role of oxygen in the degradation pathway of 4-CP by Fenton system was investigated in this paper. The degradation of 4-CP, changes of Fenton reagent's concentration and formation of the intermediates in Fenton/O2 system were respectively compared with those in Fenton/N2 system. The result showed that both 4-CP degradation and COD(cr) removal in Fenton/O2 system were prior to those in Fenton/N2 system. Investigation into the intermediates suggested that the presence of oxygen impeded the formation of 4-chlorocatechol and accelerated the production of organic acids such as maleic acid, fumaric acid, acetic acid and oxalic acid. Based on the changes of reaction substances and the intermediates, the degradation mechanism of 4-CP by Fenton system in the presence of O2 was suggested. The dissolved oxygen competed against hydroxyl radical to react with ortho-parachlorohydroxyphenyl radical (ClHP) producing ortho-parachlorophenolperoxyl radical (ClPP) and impeding the generation of 4-chlorocatechol. In addition, the reaction of oxygen with (Cl)PP radical increased the extent of benzene ring cleavage, producing more aliphatic organic acids. This study makes clear the mechanism of Fenton/O2 system and thus, it is helpful to establish the kinetic model and provide a good guide to the treatment of real wastewater.

Carboxylic Acids↗
PubMed2006

Non-thermal plasma-induced photocatalytic degradation of 4-chlorophenol in water.

TiO(2) photocatalyst (P-25) (50mgL(-1)) was tentatively introduced into pulsed high-voltage discharge process for non-thermal plasma-induced photocatalytic degradation of the representative mode organic pollutant parachlorophenol (4-CP), including other compounds phenol and methyl red in water. The experimental results showed that rate constant of 4-CP degradation, energy efficiency for 4-CP removal and TOC removal with TiO(2) were obviously increased. Pulsed high-voltage discharge process with TiO(2) had a promoted effect for the degradation of these pollutants under a broad range of liquid conductivity. Furthermore, the apparent formation rates of chemically active species (e.g., ozone and hydrogen peroxide) were increased, the hydrogen peroxide formation rate from 1.10x10(-6) to 1.50x10(-6)Ms(-1), the ozone formation rate from 1.99x10(-8) to 2.35x10(-8)Ms(-1), respectively. In addition, this process had no influence on the photocatalytic properties of TiO(2). The introduction of TiO(2) photocatalyst into pulsed discharge plasma process in the utilizing of ultraviolet radiation and electric field in pulsed discharge plasma process enhanced the yields of chemically active species, which were available for highly efficient removal and mineralization of organic pollutants.

Azo Compounds↗
PubMed2006

Crystal structure of 3-chlorocatechol 1,2-dioxygenase key enzyme of a new modified ortho-pathway from the Gram-positive Rhodococcus opacus 1CP grown on 2-chlorophenol.

The crystal structure of the 3-chlorocatechol 1,2-dioxygenase from the Gram-positive bacterium Rhodococcus opacus (erythropolis) 1CP, a Fe(III) ion-containing enzyme specialized in the aerobic biodegradation of 3-chloro- and methyl-substituted catechols, has been solved by molecular replacement techniques using the coordinates of 4-chlorocatechol 1,2-dioxygenase from the same organism (PDB code 1S9A) as a starting model and refined at 1.9 A resolution (R(free) 21.9%; R-factor 17.4%). The analysis of the structure and of the kinetic parameters for a series of different substrates, and the comparison with the corresponding data for the 4-chlorocatechol 1,2-dioxygenase isolated from the same bacterial strain, provides evidence of which active site residues are responsible for the observed differences in substrate specificity. Among the amino acid residues expected to interact with substrates, only three are altered Val53(Ala53), Tyr78(Phe78) and Ala221(Cys224) (3-chlorocatechol 1,2-dioxygenase(4-chlorocatechol 1,2-dioxygenase)), clearly identifying the substitutions influencing substrate selectivity in these enzymes. The crystallographic asymmetric unit contains eight subunits (corresponding to four dimers) that show heterogeneity in the conformation of a co-crystallized molecule bound to the catalytic non-heme iron(III) ion resembling a benzohydroxamate moiety, probably a result of the breakdown of recently discovered siderophores synthesized by Gram-positive bacteria. Several different modes of binding benzohydroxamate into the active site induce distinct conformations of the interacting protein ligands Tyr167 and Arg188, illustrating the plasticity of the active site origin of the more promiscuous substrate preferences of the present enzyme.

Amino Acid Sequence↗
PubMed2005

Histologic evaluation of periradicular tissues in dogs treated with calcium hydroxide in combination with HCT20 and camphorated P-chlorophenol.

OBJECTIVE: The aim of this study was to evaluate the biocompatibility of calcium hydroxide suspended in HTC20 or calcium hydroxide plus CMCP and their effects on the healing of periapical lesions in dogs. STUDY DESIGN: Experimental apical periodontitis was induced by opening the pulp chamber of 36 mandibular premolars in 6 3-year old dogs. The teeth were left opened for 1 week and then closed with IRM for 60 days in order to induce periapical lesions. The teeth were divided into 1 control and 2 experimental groups. Both experimental groups received intracanal dressings with a calcium hydroxide slurry. In the first experimental group calcium hydroxide was mixed with a detergent vehicle and in the second group with camphorated parachlorophenol. The medications were kept in the root canal for 2 periods of 30 days each. Afterwards, the dogs were killed and the periapical areas were studied histologically. RESULTS: Based on biocompatibility and tissue remodeling in the periapical area, the best results were observed when calcium hydroxide was mixed with the detergent. The difference was statistically significant (P < .05). CONCLUSION: Calcium hydroxide plus CMCP intracanal dressing was the most irritating to the periapical region, and the group of calcium hydroxide plus HCT 20 showed the best results whenever biocompatibility and the capacity of new bone formation was considered.

Animals↗
PubMed2001

Purification and catalytic properties of the chlorophenol 4-monooxygenase from Burkholderia cepacia strain AC1100.

Burkholderia cepacia strain AC1100 can be induced for the degradation of 2,4,5-trichlorophenol (2,4,5-TCP). We have purified the active enzyme 30-fold to apparent homogeneity with a 44% yield by a two-step chromatographic procedure, and showed that it consists of a single type of subunit of 59 kDa based on SDS-PAGE using Coomassie blue and Sypro staining. This enzyme has no bound prosthetic group but requires exogenous addition of FAD and NADH to perform the dioxygen-dependent hydroxylation in the 4-position of 2,4,6-TCP. Studies of the stoichiometry revealed the consumption of 2 mol of NADH plus 1 mol of dioxygen per mol of 2,4,6-TCP with identification of the reaction product as 2,6-dichlorohydroquinone. Steady state kinetic parameters for cofactors and a variety of substrates were determined. Low K(m) values of 1+/-0.1 microM, 32+/-5 microM and 4+/-2 microM were found for FAD, NADH and 2,6-dichlorophenol (2,6-DCP), respectively, under saturating conditions for the two others. In the presence of 2,6-DCP as a substrate, methimazole (MMI) inhibited the enzyme competitively with a K(i)=27 microM. When other polychlorinated substrates were studied, IC(50) values for MMI were found in a range compatible with their apparent affinity. On the basis of aromatic product formation, NADH and O(2) consumption schemes for 2,4,6-TCP and 2,4,5-TCP degradation are discussed. A Blast search revealed that this enzyme has a high sequence identity (60%) with 2,4,6-TCP-4-monooxygenases from Burkholderia pickettii and from Azotobacter sp. strain GP1 which all of them catalyze para hydroxylative dehalogenation.

Burkholderia cepacia↗