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Characterization of pyrene and chrysene degradation by halophilic Hortaea sp. B15

Al Farraj DA, Hadibarata T, Yuniarto A, Syafiuddin A, Surtikanti HK, Elshikh MS, et al.

Bioprocess Biosyst Eng, 2019 Jun;42(6):963-969.
PMID: 30888502 DOI: 10.1007/s00449-019-02096-8

Polycyclic aromatics hydrocarbons (PAHs) are ubiquitous and toxic pollutants that are dangerous to humans and living organism in aquatic environment. Normally, PAHs has lower molecular weight such as phenanthrene and naphthalene that are easy and efficient to degrade, but high-molecular-weight PAHs such as chrysene and pyrene are difficult to be biodegraded by common microorganism. This study investigated the isolation and characterization of a potential halophilic bacterium capable of utilizing two high-molecular-weight PAHs. At the end of the experiment (25-30 days of incubation), bacterial counts have reached a maximum level (over 40 × 1016 CFU/mL). The highest biodegradation rate of 77% of chrysene in 20 days and 92% of pyrene in 25 days was obtained at pH 7, temperature 25 °C, agitation of 150 rpm and Tween 80 surfactant showing to be the most impressive parameters for HMWPAHs biodegradation in this research. The metabolism of initial compounds revealed that Hortaea sp. B15 utilized pyrene to form phthalic acid while chrysene was metabolized to form 1-hydroxy-2-naphthoic acid. The result showed that Hortaea sp. B15 can be promoted for the study of in situ biodegradation of high molecular weight PAH.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Biosorption and biotransformation of fluoranthene by the white-rot fungus Pleurotus eryngii F032

Hadibarata T, Kristanti RA, Hamdzah M

Biotechnol Appl Biochem, 2014 Mar-Apr;61(2):126-33.
PMID: 24033877 DOI: 10.1002/bab.1155

Major concern about the presence of fluoranthene, which consists of four fused benzene rings, in the environment has been raised in the past few years due to its toxic, mutagenic, and persistent organic pollutant properties. In this study, we investigated the removal of fluoranthene under static and agitated conditions. About 89% fluoranthene was removed within 30 days under the agitated condition, whereas under the static condition, only 54% fluoranthene was removed. We further investigated the behavior and mechanism of fluoranthene biosorption and biotransformation by Pleurotus eryngii F032 to accelerate the elimination of fluoranthene. The optimum conditions for the elimination of fluoranthene by P. eryngii F032 included a temperature of 35 °C, pH 3, 0.2% inoculum concentration, and a C/N ratio of 16. Under these conditions at the initial fluoranthene concentration of 10 mg/L, more than 95% of fluoranthene was successfully removed within 30 days. Of those factors influencing the biodegradation of fluoranthene, salinity, glucose, and rhamnolipid content were of the greatest importance. Degradation metabolites identified using gas chromatography-mass spectrometry were 1-naphthalenecarboxylic acid and salicylic acid, suggesting possible metabolic pathways. Finally, it can be presumed that the major mechanism of fluoranthene elimination by white-rot fungi is to mineralize polycyclic aromatic hydrocarbons via biotransformation enzymes like laccase.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Biodegradation and metabolite transformation of pyrene by basidiomycetes fungal isolate Armillaria sp. F022

Hadibarata T, Kristanti RA

Bioprocess Biosyst Eng, 2013 Apr;36(4):461-8.
PMID: 22893180 DOI: 10.1007/s00449-012-0803-4

Armillaria sp. F022 is a white-rot fungus isolated from a tropical rain forest in Indonesia that is capable of utilizing pyrene as a source of carbon and energy. Enzymes production during the degradation process by Armillaria sp. F022 was certainly related to the increase in biomass. In the first week after incubation, the growth rate rapidly increased, but enzyme production decreased. After 7 days of incubation, rapid growth was observed, whereas, the enzymes were produced only after a good amount of biomass was generated. About 63 % of pyrene underwent biodegradation when incubated with this fungus in a liquid medium on a rotary shaker (120 rpm, 25 °C) for 30 days; during this period, pyrene was transformed to five stable metabolic products. These metabolites were extracted in ethyl acetate, isolated by column chromatography, and then identified using thin layer chromatography (TLC) and gas chromatography-mass spectrometry (GC-MS). 1-Hydroxypyrene was directly identified by GC-MS, while 4-phenanthroic acid, 1-hydroxy-2-naphthoic acid, phthalic acid, and protocatechuic acid were identified to be present in their derivatized forms (methylated forms and silylated forms). Protocatechuic acid was the end product of pyrene degradation by Armillaria sp. F022. Dynamic profiles of two key enzymes, namely laccase and 1,2-dioxygenase, were revealed during the degradation process, and the results indicated the presence of a complicated mechanism in the regulation of pyrene-degrading enzymes. In conclusion, Armillaria sp. F022 is a white-rot fungus with potential for application in the degradation of polycyclic aromatic hydrocarbons such as pyrene in the environment.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism
Concentrations and profiles of urinary polycyclic aromatic hydrocarbon metabolites (OH-PAHs) in several Asian countries

Guo Y, Senthilkumar K, Alomirah H, Moon HB, Minh TB, Mohd MA, et al.

Environ Sci Technol, 2013 Mar 19;47(6):2932-8.
PMID: 23409981 DOI: 10.1021/es3052262

Concentrations of 12 hydroxylated polycyclic aromatic hydrocarbons (OH-PAHs) were determined in 306 urine samples collected from seven Asian countries (China, India, Japan, Korea, Kuwait, Malaysia, and Vietnam) by high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS). The total concentrations of OH-PAHs found in the seven Asian countries were in the following increasing order: Malaysia (median: 2260 pg/mL) < Japan (4030 pg/mL) < China (5770 pg/mL) < India (6750 pg/mL) < Vietnam (8560 pg/mL) < Korea (9340 pg/mL) < Kuwait (10170 pg/mL). The measured urinary concentrations of 1-hydroxypyrene (1-PYR) in samples from Malaysia, Korea, and Japan (∼ 100 pg/mL) were similar to those reported for North America and Western Europe. The concentrations of 1-PYR in urine samples from China, India, and Vietnam were 4-10 times higher than those reported for other countries, thus far. Among the 12 OH-PAH compounds analyzed, hydroxynaphthalene (NAP: sum of 1-hydroxynaphthalene and 2-hydroxynaphthalene) was the dominant compound (accounting for 60-90% of total OH-PAHs), followed by hydroxyphenanthrene (PHEN: sum of 2-hydroxyphenanthrene, 3-hydroxyphenanthrene, 4-hydroxyphenanthrene, and 9-hydroxyphenanthrene [3-16%]), 2-hydroxyfluorene (3-20%), and 1-PYR (2-8%). The total daily intakes (DIs) of PAHs were estimated based on the urinary concentrations of their metabolites. The DIs of naphthalene were found to be higher for populations in Korea, Kuwait, and Vietnam (> 10 μg/day) than those of the other countries studied (∼ 5 μg/day). The DIs of phenanthrene and pyrene (> 10 μg/day) in the populations of China, India, and Vietnam were higher than those estimated for the populations in the other countries studied (∼ 5 μg/day).

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Distributions and compositional patterns of polycyclic aromatic hydrocarbons (PAHs) and their derivatives in three edible fishes from Kharg coral Island, Persian Gulf, Iran

Ranjbar Jafarabadi A, Riyahi Bakhtiari A, Yaghoobi Z, Kong Yap C, Maisano M, Cappello T

Chemosphere, 2019 Jan;215:835-845.
PMID: 30359953 DOI: 10.1016/j.chemosphere.2018.10.092

This is the first report on bioaccumulation of polycyclic aromatic hydrocarbons (PAHs) and their derivatives (oxygen, nitrogen, sulfur, hydroxyl, carbonyl and methyl-containing PAHs) in three edible marine fishes, namely Lutjanus argentimaculatus, Lethrinus microdon and Scomberomorus guttatus, from Kharg Island, Persian Gulf, Iran. The concentrations (ng g-1dw) of Σ39PAHs resulted significantly higher in fish liver than muscle, with the PAH composition pattern dominated by low molecular weight compounds (naphthalene, alkyl-naphthalenes and phenanthrene). The highest mean concentrations of ∑9 oxygenated and ∑15 hydroxylated PAHs (ng g-1dw) were found ound in L. microdon and L. argentimaculatus, respectively, while the lowest values in S. guttatus. Additionally, the highest mean concentrations of Σ5 carbonylic PAHs (ng g-1dw) were found in L. argentimaculatus, followed by L. microdon. The PAHs levels and distribution in fish liver and muscle were dependent on both the Kow of PAHs congeners and fish lipid contents. Overall, the present findings provide important baseline data for further research on the ecotoxicity of PAHs in aquatic organisms, and consequent implications for human health.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism
The impact of biochars on sorption and biodegradation of polycyclic aromatic hydrocarbons in soils--a review

Anyika C, Abdul Majid Z, Ibrahim Z, Zakaria MP, Yahya A

Environ Sci Pollut Res Int, 2015 Mar;22(5):3314-41.
PMID: 25345923 DOI: 10.1007/s11356-014-3719-5

Amending polycyclic aromatic hydrocarbon (PAH)-contaminated soils with biochar may be cheaper and environmentally friendly than other forms of organic materials. This has led to numerous studies on the use of biochar to either bind or stimulate the microbial degradation of organic compounds in soils. However, very little or no attention have been paid to the fact that biochars can give simultaneous impact on PAH fate processes, such as volatilization, sorption and biodegradation. In this review, we raised and considered the following questions: How does biochar affect microbes and microbial activities in the soil? What are the effects of adding biochar on sorption of PAHs? What are the effects of adding biochar on degradation of PAHs? What are the factors that we can manipulate in the laboratory to enhance the capability of biochars to degrade PAHs? A triphasic concept of how biochar can give simultaneous impact on PAH fate processes in soils was proposed, which involves rapid PAH sorption into biochar, subsequent desorption and modification of soil physicochemical properties by biochar, which in turn stimulates microbial degradation of the desorbed PAHs. It is anticipated that biochar can give simultaneous impact on PAH fate processes in soils.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Evaluation of the potential bioaccumulation ability of the blood cockle (Anadara granosa L.) for assessment of environmental matrices of mudflats

Mirsadeghi SA, Zakaria MP, Yap CK, Gobas F

Sci Total Environ, 2013 Jun 1;454-455:584-97.
PMID: 23583984 DOI: 10.1016/j.scitotenv.2013.03.001

The spatial distribution of 19 polycyclic aromatic hydrocarbons (tPAHs) was quantified in aquacultures located in intertidal mudflats of the west coast of Peninsular Malaysia in order to investigate bioaccumulation of PAH in blood cockles, Anadara granosa (A. granosa). Fifty-four samples from environmental matrices and A. granosa were collected. The sampling locations were representative of a remote area as well as PAH-polluted areas. The relationship of increased background levels of PAH to anthropogenic PAH sources in the environment and their effects on bioaccumulation levels of A. granosa are investigated in this study. The levels of PAH in the most polluted station were found to be up to ten-fold higher than in remote areas in blood cockle. These high concentrations of PAHs reflected background contamination, which originates from distant airborne and waterborne transportation of contaminated particles. The fraction and source identification of PAHs, based on fate and transport considerations, showed a mix of petrogenic and pyrogenic sources. The relative biota-sediment accumulation factors (RBSAF), relative bioaccumulation factors from filtered water (RBAFw), and from suspended particulate matter (SPM) (RBAFSP) showed higher bioaccumulations of the lower molecular weight of PAHs (LMWs) in all stations, except Kuala Juru, which showed higher bioaccumulation of the higher molecular weight of PAHs (HMWs). Calculations of bioaccumulation factors showed that blood cockle can accumulate PAHs from sediment as well as water samples, based on the physico-chemical characteristics of habitat and behaviour of blood cockles. Correlations among concentrations of PAHs in water, SPM, sediment and A. granosa at the same sites were also found. Identification of PAH levels in different matrices showed that A. granosa can be used as a good biomonitor for LMW of PAHs and tPAHs in mudflats. Considering the toxicity and carcinogenicity of PAHs, the bioaccumulation by blood cockles are a potential hazard for both blood cockles and their consumers.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Concentrations of heavy metals (Cu, Cd, Zn and Ni) and PAHs in Perna viridis collected from seaport and non-seaport waters in the Straits of Johore

Yap CK, Shahbazi A, Zakaria MP

Bull Environ Contam Toxicol, 2012 Dec;89(6):1205-10.
PMID: 23052577 DOI: 10.1007/s00128-012-0838-x

In this study, the ranges of pollutants found in the soft tissues of Perna viridis collected from Kg. Masai and Kg. Sg. Melayu, both located in the Straits of Johore, were 0.85-1.58 μg/g dry weight (dw) for Cd, 5.52-12.2 μg/g dw for Cu, 5.66-8.93 μg/g dw for Ni and 63.4-72.3 μg/g dw for Zn, and 36.4-244 ng/g dry weight for ∑PAHs. Significantly (p < 0.05) higher concentrations of Cd, Cu, Ni, Zn and ∑PAHs in the mussels were found in the water of a seaport site at Kg. Masai than a non-seaport site at Kg. Sg. Melayu population. The ratios of low molecular weight/high molecular weight hydrocarbons (2.94-3.42) and fluoranthene/pyrene (0.43-0.45) in mussels from both sites indicated the origin of the PAHs to be mainly petrogenic. This study has demonstrated the utility of using the soft tissues of P. viridis as a biomonitor of PAH contamination and bioavailability in the coastal waters of Peninsular Malaysia.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Fenton based remediation of polycyclic aromatic hydrocarbons-contaminated soils

Yap CL, Gan S, Ng HK

Chemosphere, 2011 Jun;83(11):1414-30.
PMID: 21316731 DOI: 10.1016/j.chemosphere.2011.01.026

This paper aims to review the applications of Fenton based treatments specifically for polycyclic aromatic hydrocarbons-contaminated soils. An overview of the background and principles of Fenton treatment catalysed by both homogenous (conventional and modified Fenton) and heterogeneous (Fenton-like) catalysts is firstly presented. Laboratory and field soil remediation studies are then discussed in terms of efficiency, kinetics and associated factors. Four main scopes of integrated Fenton treatments, i.e. physical-Fenton, biological-Fenton, electro-Fenton and photo-Fenton are also reviewed in this paper. For each of these integrated remediation technologies, the theoretical background and mechanisms are detailed alongside with achievable removal efficiencies for polycyclic aromatic hydrocarbons in contaminated soils compared to sole Fenton treatment. Finally, the environmental impacts of Fenton based soil treatments are documented and discussed.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism
Exploring the potential of halotolerant bacteria for biodegradation of polycyclic aromatic hydrocarbon

Al Farraj DA, Hadibarata T, Yuniarto A, Alkufeidy RM, Alshammari MK, Syafiuddin A

Bioprocess Biosyst Eng, 2020 Dec;43(12):2305-2314.
PMID: 32812060 DOI: 10.1007/s00449-020-02415-4

The present study aimed to determine the degradation and transformation of three-ring PAHs phenanthrene and anthracene by Cryptococcus sp. MR22 and Halomonas sp. BR04 under halophilic conditions. The growth progress of Cryptococcus sp. MR22 and Halomonas sp. BR04 on anthracene and phenanthrene was monitored by colony-forming unit (CFU) technique. The growth of the bacteria was maintained at a maximum concentration of 200 mg/L of all tested hydrocarbon, indicating that Cryptococcus sp. MR22 and Halomonas sp. BR04 significantly perform in the removal of the PAH-contaminated medium at low concentrations. The fit model to represent the biodegradation kinetics of both PAHs was first-order rate equation The extract prepared from cells supplemented with three different substrates exhibited some enzymes such as hydroxylase, dioxygenase, laccase and peroxidase. The results suggest that both strains had an impressive ability in the degradation of aromatic and aliphatic hydrocarbon but also could tolerate in the extreme salinity condition.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism*
Bioremediation of PAHs and VOCs: Advances in clay mineral-microbial interaction

Biswas B, Sarkar B, Rusmin R, Naidu R

Environ Int, 2015 Dec;85:168-81.
PMID: 26408945 DOI: 10.1016/j.envint.2015.09.017

Bioremediation is an effective strategy for cleaning up organic contaminants, such as polycyclic aromatic hydrocarbons (PAHs) and volatile organic compounds (VOCs). Advanced bioremediation implies that biotic agents are more efficient in degrading the contaminants completely. Bioremediation by microbial degradation is often employed and to make this process efficient, natural and cost-effective materials can serve as supportive matrices. Clay/modified clay minerals are effective adsorbents of PAHs/VOCs, and readily available substrate and habitat for microorganisms in the natural soil and sediment. However, the mechanism underpinning clay-mediated biodegradation of organic compounds is often unclear, and this requires critical investigation. This review describes the role of clay/modified clay minerals in hydrocarbon bioremediation through interaction with microbial agents in specific scenarios. The vision is on a faster, more efficient and cost-effective bioremediation technique using clay-based products. This review also proposes future research directions in the field of clay modulated microbial degradation of hydrocarbons.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism
Inhibitory effect of phenethyl isothiocyanate against benzo[a] pyrene-induced rise in CYP1A1 mRNA and apoprotein levels as its chemopreventive properties

Abdull Razis AF, Konsue N, Ioannides C

Asian Pac J Cancer Prev, 2015;16(7):2679-83.
PMID: 25854346

BACKGROUND: Phenethyl isothiocyanate (PEITC), the most comprehensively studied aromatic isothiocyanate, has been shown to act as an anti-cancer agent mainly through modulation of biotransformation enzymes responsible for metabolizing carcinogens in the human body. Humans are often exposed to carcinogenic factors, some of which through the diet, such as polycyclic aromatic hydrocarbon benzo[a]pyrene via the consumption of over-cooked meats. Inhibition of the enzymes responsible for the bioactivation of this carcinogen, for example CYP1A1, the major enzyme required for polycyclic aromatic hydrocarbons (PAHs) bioactivation, is recognized as a chemoprevention strategy.
OBJECTIVE: To evaluate the inhibitory effects of PEITC against benzo[a]pyrene-induced rise in rat liver CYP1A1 mRNA and apoprotein levels.
MATERIALS AND METHODS: Precision cut rat liver slices were treated with benzo[a]pyrene at 1 and 5 μM in the presence of PEITC (1-25 μM) for 24 hours, followed by determination of CYP1A1 mRNA and apoprotein levels using quantitative polymerase chain reaction and immunoblotting.
RESULTS: Findings revealed that PEITC inhibited benzo[a]pyrene-induced rise in rat liver CYP1A1 mRNA in a dose-dependent manner as well as the apoprotein levels of CYP1A.
CONCLUSIONS: It was demonstrated that PEITC can directly inhibit the bioactivation of benzo[a]pyrene, indicating chemopreventive potential.

Matched MeSH terms: Polycyclic Hydrocarbons, Aromatic/metabolism

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