Transformation of chrysene and other polycyclic aromatic hydrocarbon mixtures by the fungus Cunninghamella elegans

1995 ◽  
Vol 73 (S1) ◽  
pp. 1025-1033 ◽  
Author(s):  
Jairaj V. Pothuluri ◽  
Allison Selby ◽  
Frederick E. Evans ◽  
James P. Freeman ◽  
Carl E. Cerniglia
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbon ◽  
Aromatic Hydrocarbons ◽  
High Performance ◽  
Parent Compound ◽  
Environmental Pollutants ◽  
Health Concern ◽  
Cunninghamella Elegans ◽  
C Elegans ◽  
Polycyclic Aromatic

Polycyclic aromatic hydrocarbons (PAHs) are ubiquitous and persistent environmental pollutants; some are mutagenic, toxic, and carcinogenic and remain a public health concern. We investigated the metabolism of mixtures of PAHs and a tetracyclic aromatic hydrocarbon, chrysene, by the filamentous fungus, Cunninghamella elegans ATCC 36112. Cunninghamella elegans metabolized a mixture of PAHs including the carcinogen benzo[a]pyrene, phenanthrene, fluoranthene, pyrene, and acenaphthene completely to hydroxylated intermediates within 24 h. The metabolites from the PAH mixtures were similar to those formed in earlier studies of individual PAH compounds. In separate experiments with chrysene, C. elegans metabolized about 45% of the [5,6,11,12-14C]chrysene added to cultures during 144 h incubation. The two major metabolites of chrysene were separated by reverse-phase high performance liquid chromatography and identified by ultraviolet–visible, mass spectral, and 1H-nuclear magnetic resonance techniques as sulfate conjugates of 2,8-dihydroxychrysene and 2-hydroxychrysene. The two major metabolites accounted for about 33% of the total metabolism. The formation of sulfate conjugates of phenolic chrysene metabolites and glucoside conjugates and hydroxylated products of PAH mixtures by C. elegans may be a detoxification step, because these types of products are generally less toxic than the parent compound. Key words: polycyclic aromatic hydrocarbons, PAH mixtures, chrysene, Cunninghamella elegans, biotransformation, oxidation.

scholarly journals Methylation of Imprinted Genes in Sperm DNA Correlated to Urinary Polycyclic Aromatic Hydrocarbons (PAHs) Exposure Levels in Reproductive-Aged Men and the Birth Outcomes of the Offspring

2021 ◽  
Vol 11 ◽  
Author(s):  
Jia Yang ◽  
Zhaoxu Lu ◽  
Zhichao Liu ◽  
Li Wang ◽  
Mei Qiang
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Birth Outcomes ◽  
Negative Correlation ◽  
Aromatic Hydrocarbons ◽  
High Performance ◽  
Environmental Pollutants ◽  
Estimating Equation ◽  
Sperm Dna ◽  
Polycyclic Aromatic ◽  
Underlying Mechanisms

Polycyclic aromatic hydrocarbons (PAHs) are known environmental pollutants. Studies are very limited regarding the impacts of paternal PAHs exposure on birth outcomes as well as the underpinning mechanisms in human. In this study, 302 reproductive-aged males (22–46 years old) were enrolled and demographic informatics data were obtained by questionnaires. The levels of urinary hydroxylated PAHs (OH-PAHs) were assessed by ultra-high performance liquid chromatography-tandem mass spectrometry; and methylation levels of the imprinting genes H19, Meg3, and Peg3 of sperm DNA were evaluated via bisulfite pyrosequencing. The analysis of the correlation between OH-PAHs levels and methylation levels of imprinting genes showed that OH-PAHs are correlated with some CpG sites in H19, Peg3, and Meg3. To further investigate an association of urinary OH-PAHs with birth outcomes, follow-up study of wives of these subjects has been performed for 1–3 years. As the result, a total of 157 babies were born. The birth outcomes parameters including birth weight (BW), length (BL), and ponderal index (PI) were recorded. The further analysis of generalized estimating equation indicated a negative correlation between urinary total OH-PAHs levels and newborn BW (β = −0.081, p = 0.020); but this association has not been found for BL and PI. Furthermore, a logistic regression analysis was employed for examining associations of the methylation of imprinting genes with birth outcomes parameters, which indicated a negative correlation between BW and H19, namely, each unit percent (%) elevation in methylation of H19 (but not Peg3 and Meg3) was significantly associated with a 0.135 g reduction of BW (β = −0.135; 95% CI 0.781–0.978). Putting together, these results show that paternal non-occupational environmental exposure to PAHs is associated with newborn BW. And imprinting gene H19 methylation may be involved in the underlying mechanisms. This study in human population adds a support for previous animal study and implies that environmental impact on the offspring through paternal pathway.

scholarly journals BIORREMOÇÃO DE FENANTRENO POR BIOMASSA VIVA E INATIVADA CUNNINGHAMELLA ELEGANS UCP0542

e-xacta ◽  
2013 ◽  
Vol 6 (1) ◽  
pp. 1 ◽  
Author(s):  
Marta Cristina Freitas Silva ◽  
Adriana Almeida Antunes ◽  
Clarissa Isabel Matos Lins ◽  
Antonio Helder Parente ◽  
Sônia Valéria Pereira ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Cunninghamella Elegans ◽  
Biotechnological Potential ◽  
Independent Variables ◽  
C Elegans ◽  
Live Biomass ◽  
Polycyclic Aromatic ◽  
Full Factorial ◽  
Inactivated Biomass

<p align="justify">Realizou-se estudos avaliando a ação da biomassa viva e inativada de Cunninghamella elegans crescida, visando à remoção do hidrocarboneto aromático policíclico fenantreno. Monitorou-se o processo de remoção do fenantreno a cada 24 h por espectrofotometria, de acordo com um planejamento fatorial completo de 22 e, como variáveis independentes 0,1 e 0,2 mM de fenantreno, na presença de 0,6, 3,3 e 6% de glicose e variável resposta o conteúdo de fenantreno removido. Os resultados obtidos indicaram que tanto a biomassa inativada como viva removeram, respectivamente, 90,0% e 82,0% a concentração de 0,2mM de fenantreno na presença da menor concentração de glicose (0,6%). A biomassa inativada de C. elegans demonstrou ser um sorbente com elevado potencial biotecnológico para a remediação de áreas poluídas com hidrocarbonetos aromáticos policíclicos.</p><p align="justify">Abstract</p><p align="justify">Studies were carried out evaluating the action of the life and inactivated biomass of Cunninghamella elegans grown to removal polycyclic aromatic hydrocarbon phenanthrene. The removal process was monitored each 24h by spectrophotometry, de acordo com according to full factorial design 2 2 , and independent variables the phenanthrene concentrations [0.1 and 0.2 mM], and the content of phenanthrene removed as variable response.The results showed that both inactivated and live biomass from C. elegans removed 85.0% and 90.0%, respectively, of phenantrene of 0.2 mM on glucose (0.6) concentration. The inactivated biomass from C. elegans shows a sorbent with high biotechnological potential for bioremediation of polluted area with polycyclic aromatic hydrocarbons.</p>

1,1’-Biaceanthrylene and 2,2'-Biaceanthrylene: Models for Linking Larger Polycyclic Aromatic Hydrocarbons via Five-Membered Rings

2019 ◽  
Author(s):  
Yachu Du ◽  
Kyle Plunkett
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Polycyclic Aromatic Hydrocarbon ◽  
Aromatic Hydrocarbon ◽  
Electronic Properties ◽  
Aromatic Hydrocarbons ◽  
Model Systems ◽  
Redox Potentials ◽  
Dimer Model ◽  
Optical And Electronic Properties ◽  
Polycyclic Aromatic

We show that polycyclic aromatic hydrocarbon (PAH) chromophores that are linked between two five-membered rings can access planarized structures with reduced optical gaps and redox potentials. Two aceanthrylene chromophores were connected into dimer model systems with the chromophores either projected outward (2,2’-biaceanthrylene) or inward (1,1’-biaceanthrylene) and the optical and electronic properties were compared. Only the planar 2,2’-biaceanthrylene system showed significant reductions of the optical gaps (1 eV) and redox potentials in relation to the aceanthrylene monomer.<br>

1,1’-Biaceanthrylene and 2,2'-Biaceanthrylene: Models for Linking Larger Polycyclic Aromatic Hydrocarbons via Five-Membered Rings

2019 ◽  
Author(s):  
Yachu Du ◽  
Kyle Plunkett
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Polycyclic Aromatic Hydrocarbon ◽  
Aromatic Hydrocarbon ◽  
Electronic Properties ◽  
Aromatic Hydrocarbons ◽  
Model Systems ◽  
Redox Potentials ◽  
Dimer Model ◽  
Optical And Electronic Properties ◽  
Polycyclic Aromatic

We show that polycyclic aromatic hydrocarbon (PAH) chromophores that are linked between two five-membered rings can access planarized structures with reduced optical gaps and redox potentials. Two aceanthrylene chromophores were connected into dimer model systems with the chromophores either projected outward (2,2’-biaceanthrylene) or inward (1,1’-biaceanthrylene) and the optical and electronic properties were compared. Only the planar 2,2’-biaceanthrylene system showed significant reductions of the optical gaps (1 eV) and redox potentials in relation to the aceanthrylene monomer.<br>

scholarly journals Reduction of Polycyclic Aromatic Hydrocarbons (PAHs) in Sesame Oil Using Cellulosic Aerogel

Foods ◽  
2021 ◽  
Vol 10 (3) ◽  
pp. 644
Author(s):  
Do-Yeong Kim ◽  
Boram Kim ◽  
Han-Seung Shin
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
High Performance ◽  
Oil Quality ◽  
Acid Value ◽  
Quality Parameters ◽  
Sesame Oil ◽  
Miscanthus Sinensis ◽  
Polycyclic Aromatic ◽  
And Control

The effect of cellulosic aerogel treatments used for adsorption of four polycyclic aromatic hydrocarbons (PAHs)—benzo[a]anthracene, chrysene, benzo[b]fluoranthene, and benzo[a]pyrene [BaP])—generated during the manufacture of sesame oil was evaluated. In this study, eulalia (Miscanthus sinensis var. purpurascens)-based cellulosic aerogel (adsorbent) was prepared and used high performance liquid chromatography with fluorescence detection for determination of PAHs in sesame oil. In addition, changes in the sesame oil quality parameters (acid value, peroxide value, color, and fatty acid composition) following cellulosic aerogel treatment were also evaluated. The four PAHs and their total levels decreased in sesame oil samples roasted under different conditions (p < 0.05) following treatment with cellulosic aerogel. In particular, highly carcinogenic BaP was not detected after treatment with cellulosic aerogel. Moreover, there were no noticeable quality changes in the quality parameters between treated and control samples. It was concluded that eulalia-based cellulosic aerogel proved suitable for the reduction of PAHs from sesame oil and can be used as an eco-friendly adsorbent.

scholarly journals Grill Workers Exposure to Polycyclic Aromatic Hydrocarbons: Levels and Excretion Profiles of the Urinary Biomarkers

2020 ◽  
Vol 18 (1) ◽  
pp. 230
Author(s):  
Marta Oliveira ◽  
Sílvia Capelas ◽  
Cristina Delerue-Matos ◽  
Simone Morais
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
High Performance ◽  
Principal Component ◽  
Fold Increase ◽  
Urinary Biomarkers ◽  
Analysis Model ◽  
Exposed Workers ◽  
Polycyclic Aromatic ◽  
The Impact

Grilling activities release large amounts of hazardous pollutants, but information on restaurant grill workers’ exposure to polycyclic aromatic hydrocarbons (PAHs) is almost inexistent. This study assessed the impact of grilling emissions on total workers’ exposure to PAHs by evaluating the concentrations of six urinary biomarkers of exposure (OHPAHs): naphthalene, acenaphthene, fluorene, phenanthrene, pyrene, and benzo(a)pyrene. Individual levels and excretion profiles of urinary OHPAHs were determined during working and nonworking periods. Urinary OHPAHs were quantified by high-performance liquid-chromatography with fluorescence detection. Levels of total OHPAHs (∑OHPAHs) were significantly increased (about nine times; p ≤ 0.001) during working comparatively with nonworking days. Urinary 1-hydroxynaphthalene + 1-hydroxyacenapthene and 2-hydroxyfluorene presented the highest increments (ca. 23- and 6-fold increase, respectively), followed by 1-hydroxyphenanthrene (ca. 2.3 times) and 1-hydroxypyrene (ca. 1.8 times). Additionally, 1-hydroxypyrene levels were higher than the benchmark, 0.5 µmol/mol creatinine, in 5% of exposed workers. Moreover, 3-hydroxybenzo(a)pyrene, biomarker of exposure to carcinogenic PAHs, was detected in 13% of exposed workers. Individual excretion profiles showed a cumulative increase in ∑OHPAHs during consecutive working days. A principal component analysis model partially discriminated workers’ exposure during working and nonworking periods showing the impact of grilling activities. Urinary OHPAHs were increased in grill workers during working days.

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