Benzo(a)pyrene: A potent mutagen and carcinogen. It is a public health concern because of its possible effects on industrial workers, as an environmental pollutant, an as a component of tobacco smoke.Pyrenes: A group of condensed ring hydrocarbons.Benzopyrenes: A class of chemicals that contain an anthracene ring with a naphthalene ring attached to it.Dihydroxydihydrobenzopyrenes: Benzopyrenes saturated in any two adjacent positions and substituted with two hydroxyl groups in any position. The majority of these compounds have carcinogenic or mutagenic activity.DNA Adducts: The products of chemical reactions that result in the addition of extraneous chemical groups to DNA.Polycyclic Hydrocarbons, Aromatic: A major group of unsaturated cyclic hydrocarbons containing two or more rings. The vast number of compounds of this important group, derived chiefly from petroleum and coal tar, are rather highly reactive and chemically versatile. The name is due to the strong and not unpleasant odor characteristic of most substances of this nature. (From Hawley's Condensed Chemical Dictionary, 12th ed, p96)Carcinogens: Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.Polycyclic Compounds: Compounds consisting of two or more fused ring structures.Mutagens: Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.Biotransformation: The chemical alteration of an exogenous substance by or in a biological system. The alteration may inactivate the compound or it may result in the production of an active metabolite of an inactive parent compound. The alterations may be divided into METABOLIC DETOXICATION, PHASE I and METABOLIC DETOXICATION, PHASE II.Benzopyrene Hydroxylase: A drug-metabolizing, cytochrome P-448 (P-450) enzyme which catalyzes the hydroxylation of benzopyrene to 3-hydroxybenzopyrene in the presence of reduced flavoprotein and molecular oxygen. Also acts on certain anthracene derivatives. An aspect of EC 1.14.14.1.Methylcholanthrene: A carcinogen that is often used in experimental cancer studies.Epoxy Compounds: Organic compounds that include a cyclic ether with three ring atoms in their structure. They are commonly used as precursors for POLYMERS such as EPOXY RESINS.Benz(a)Anthracenes: Four fused benzyl rings with three linear and one angular, that can be viewed as a benzyl-phenanthrenes. Compare with NAPHTHACENES which are four linear rings.Cytochrome P-450 CYP1A1: A liver microsomal cytochrome P-450 monooxygenase capable of biotransforming xenobiotics such as polycyclic hydrocarbons and halogenated aromatic hydrocarbons into carcinogenic or mutagenic compounds. They have been found in mammals and fish. This enzyme, encoded by CYP1A1 gene, can be measured by using ethoxyresorufin as a substrate for the ethoxyresorufin O-deethylase activity.Mutagenicity Tests: Tests of chemical substances and physical agents for mutagenic potential. They include microbial, insect, mammalian cell, and whole animal tests.Chrysenes: 1,2-Benzphenanthrenes. POLYCYCLIC COMPOUNDS obtained from coal tar.Coal Tar: A by-product of the destructive distillation of coal used as a topical antieczematic. It is an antipruritic and keratoplastic agent used also in the treatment of psoriasis and other skin conditions. Occupational exposure to soots, tars, and certain mineral oils is known to be carcinogenic according to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985) (Merck Index, 11th ed).Carcinogens, Environmental: Carcinogenic substances that are found in the environment.Aryl Hydrocarbon Hydroxylases: A large group of cytochrome P-450 (heme-thiolate) monooxygenases that complex with NAD(P)H-FLAVIN OXIDOREDUCTASE in numerous mixed-function oxidations of aromatic compounds. They catalyze hydroxylation of a broad spectrum of substrates and are important in the metabolism of steroids, drugs, and toxins such as PHENOBARBITAL, carcinogens, and insecticides.Benzoflavones: Organic compounds containing a BENZENE ring attached to a flavone group. Some of these are potent arylhydrocarbon hydroxylase inhibitors. They may also inhibit the binding of NUCLEIC ACIDS to BENZOPYRENES and related compounds. The designation includes all isomers; the 7,8-isomer is most frequently encountered.PhenanthrenesGlycols: A generic grouping for dihydric alcohols with the hydroxy groups (-OH) located on different carbon atoms. They are viscous liquids with high boiling points for their molecular weights.Cytochrome P-450 Enzyme System: A superfamily of hundreds of closely related HEMEPROTEINS found throughout the phylogenetic spectrum, from animals, plants, fungi, to bacteria. They include numerous complex monooxygenases (MIXED FUNCTION OXYGENASES). In animals, these P-450 enzymes serve two major functions: (1) biosynthesis of steroids, fatty acids, and bile acids; (2) metabolism of endogenous and a wide variety of exogenous substrates, such as toxins and drugs (BIOTRANSFORMATION). They are classified, according to their sequence similarities rather than functions, into CYP gene families (>40% homology) and subfamilies (>59% homology). For example, enzymes from the CYP1, CYP2, and CYP3 gene families are responsible for most drug metabolism.Stereoisomerism: The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)Receptors, Aryl Hydrocarbon: Cytoplasmic proteins that bind certain aryl hydrocarbons, translocate to the nucleus, and activate transcription of particular DNA segments. AH receptors are identified by their high-affinity binding to several carcinogenic or teratogenic environmental chemicals including polycyclic aromatic hydrocarbons found in cigarette smoke and smog, heterocyclic amines found in cooked foods, and halogenated hydrocarbons including dioxins and polychlorinated biphenyls. No endogenous ligand has been identified, but an unknown natural messenger with a role in cell differentiation and development is suspected.Anisoles: A group of compounds that are derivatives of methoxybenzene and contain the general formula R-C7H7O.Creosote: A greasy substance with a smoky odor and burned taste created by high temperature treatment of BEECH and other WOOD; COAL TAR; or resin of the CREOSOTE BUSH. It contains CRESOLS and POLYCYCLIC AROMATIC HYDROCARBONS which are CARCINOGENS. It has been widely used as wood preservative and in PESTICIDES and had former use medicinally in DISINFECTANTS; LAXATIVES; and DERMATOLOGIC AGENTS.Enzyme Induction: An increase in the rate of synthesis of an enzyme due to the presence of an inducer which acts to derepress the gene responsible for enzyme synthesis.Metabolic Detoxication, Drug: Reduction of pharmacologic activity or toxicity of a drug or other foreign substance by a living system, usually by enzymatic action. It includes those metabolic transformations that make the substance more soluble for faster renal excretion.Trichloroepoxypropane: A potent epoxide hydrase and aryl hydrocarbon hydroxylase inhibitor. It enhances the tumor-initiating ability of certain carcinogens.beta-Naphthoflavone: A polyaromatic hydrocarbon inducer of P4501A1 and P4501A2 cytochromes. (Proc Soc Exp Biol Med 1994 Dec:207(3):302-308)Fluorenes: A family of diphenylenemethane derivatives.Papilloma: A circumscribed benign epithelial tumor projecting from the surrounding surface; more precisely, a benign epithelial neoplasm consisting of villous or arborescent outgrowths of fibrovascular stroma covered by neoplastic cells. (Stedman, 25th ed)Deoxyguanosine: A nucleoside consisting of the base guanine and the sugar deoxyribose.Neoplasms, Experimental: Experimentally induced new abnormal growth of TISSUES in animals to provide models for studying human neoplasms.Cocarcinogenesis: The combination of two or more different factors in the production of cancer.Biodegradation, Environmental: Elimination of ENVIRONMENTAL POLLUTANTS; PESTICIDES and other waste using living organisms, usually involving intervention of environmental or sanitation engineers.Tetrachlorodibenzodioxin: A chemical by-product that results from burning or incinerating chlorinated industrial chemicals and other hydrocarbons. This compound is considered an environmental toxin, and may pose reproductive, as well as, other health risks for animals and humans.Environmental Pollutants: Substances or energies, for example heat or light, which when introduced into the air, water, or land threaten life or health of individuals or ECOSYSTEMS.Coke: A residue of coal, left after dry (destructive) distillation, used as a fuel.9,10-Dimethyl-1,2-benzanthracene: 7,12-Dimethylbenzanthracene. Polycyclic aromatic hydrocarbon found in tobacco smoke that is a potent carcinogen.Fundulidae: Family of small, surface-dwelling fish that inhabit fresh and brackish waters, and coastal marine areas.Ethers, Cyclic: Compounds of the general formula R-O-R arranged in a ring or crown formation.2-Acetylaminofluorene: A hepatic carcinogen whose mechanism of activation involves N-hydroxylation to the aryl hydroxamic acid followed by enzymatic sulfonation to sulfoxyfluorenylacetamide. It is used to study the carcinogenicity and mutagenicity of aromatic amines.DNA Damage: Injuries to DNA that introduce deviations from its normal, intact structure and which may, if left unrepaired, result in a MUTATION or a block of DNA REPLICATION. These deviations may be caused by physical or chemical agents and occur by natural or unnatural, introduced circumstances. They include the introduction of illegitimate bases during replication or by deamination or other modification of bases; the loss of a base from the DNA backbone leaving an abasic site; single-strand breaks; double strand breaks; and intrastrand (PYRIMIDINE DIMERS) or interstrand crosslinking. Damage can often be repaired (DNA REPAIR). If the damage is extensive, it can induce APOPTOSIS.Spectrometry, Fluorescence: Measurement of the intensity and quality of fluorescence.Butylated Hydroxyanisole: Mixture of 2- and 3-tert-butyl-4-methoxyphenols that is used as an antioxidant in foods, cosmetics, and pharmaceuticals.Liver: A large lobed glandular organ in the abdomen of vertebrates that is responsible for detoxification, metabolism, synthesis and storage of various substances.Microsomes, Liver: Closed vesicles of fragmented endoplasmic reticulum created when liver cells or tissue are disrupted by homogenization. They may be smooth or rough.Aroclors: Industrial chemicals which have become widespread environmental pollutants. Each aroclor is a mixture of chlorinated biphenyls (1200 series) or chlorinated terphenyls (5400 series) or a combination of both (4400 series).

*Benzopyrene

Two isomeric species of benzopyrene are benzo[a]pyrene and the less common benzo[e]pyrene. They belong to the chemical class of ... Benzo[a]pyrene Benzo[e]pyrene W. D. Betts "Tar and Pitch" in Kirk‑Othmer Encyclopedia of Chemical Technology, 1997, John Wiley ... benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide from benzo[a]pyrene) which intercalate into DNA, interfering with transcription. ... Denissenko, M. F.; Pao, A.; Tang, M.-s.; Pfeifer, G. P. (1996). "Preferential Formation of Benzo[a]pyrene Adducts at Lung ...

*Benzo(e)pyrene

Benzopyrene Benzo[a]pyrene Benzene Pyrene, a four-ring analogue Hoover, Rachel (February 21, 2014). "Need to Track Organic Nano ... Benzo[e]pyrene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12. It is listed as a Group 3 carcinogen by ... including Benzo[e]pyrene, in the universe. According to scientists, more than 20% of the carbon in the universe may be ...

*Benzo(a)pyrene

Benzopyrene Benzo[e]pyrene Pyrene, a four-ring analogue Toxification "benzo[a]pyrene". pubchem.ncbi.nlm.nih.gov. Assessment of ... Benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide is the carcinogenic product of three enzymatic reactions: Benzo[a]pyrene is first ... pyrene-7,8-epoxide. This product is metabolized by epoxide hydrolase, opening up the epoxide ring to yield (-)benzo[a]pyrene-7, ... Benzo[a]pyrene (BaP) is a polycyclic aromatic hydrocarbon found in coal tar with the formula C20H12. The compound is one of the ...

*Benzo(a)pyrene-7,8-dihydrodiol-9,10-epoxide

Benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide is a metabolite of benzo[a]pyrene formed by the introduction of vicinal hydroxyl ... Benzo[a]pyrene is a derivative in which a fifth benzene ring has been fused to the pyrene system, and is a component of tobacco ... pyrene, but the syn isomers are also produced. (+)-Benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide has been shown to bind to an N2 ... pyrene-7,8-epoxide. The enzyme epoxide hydrolase, then hydrates the epoxide ring to yield the vicinal diol (−)-benzo[a]pyrene-7 ...

*Health effects of tobacco

The first PAH to be identified as a carcinogen in tobacco smoke was benzopyrene, which has been shown to toxicate into an ... pyrene in a fully complementary DNA duplex: evidence for a major syn conformation". Biochemistry. 40 (20): 5870-81. doi:10.1021 ... The first PAH to be identified as a carcinogen in tobacco smoke was benzopyrene, which been shown to toxicate into a diol ... "DNA interaction with Benzopyrene". DNA. Archived from the original on December 23, 2004. Retrieved March 5, 2005. Kataoka H, ...

*Pyrene

Although it is not as problematic as benzopyrene, animal studies have shown pyrene is toxic to the kidneys and the liver.[ ... Pyrene was first isolated from coal tar, where it occurs up to 2% by weight. As a peri-fused PAH, pyrene is much more resonance ... Pyrene and its derivatives are used commercially to make dyes and dye precursors, for example pyranine and naphthalene-1,4,5,8- ... Pyrene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings, resulting in a flat aromatic system. ...

*Mycobacterium vanbaalenii

metabolizes salicylic acid, hydrolyses Tween 80, reduces tellurite and uses pyrene, anthracene, fluoranthene, naphthalene, ... phenanthrene, 1-nitropyrene, 6-nitrochrysene, 3-methylcholanthene and benzopyrene. First isolated from an environmental source ...

*Olympicene

Mistry, A. (31 May 2012). "Dehydration of 3,4-dihydro-5H-Benzo[cd]pyren-5-ol; 6H-Benzo[cd]pyrene". ChemSpider. Royal Society of ... Benzo[cd]pyrenes". Chemistry, A European Journal. 21 (5): 2011-2018. doi:10.1002/chem.201404877. Palmer, J. (28 May 2012). "' ... On reduction of this ketone using lithium aluminium hydride the alcohol 3,4-dihydro-5H-benzo[cd]pyren-5-ol was obtained, the 3, ... A very similar molecule (benzo[c]phenanthrene) which lacks the -CH2- spacer between the two sides of the molecule has been ...

*UGT1A3

Substrates of this enzyme include estrone, 2-hydroxyestrone, and metabolites of benzo alpha-pyrene. GRCh38: Ensembl release 89 ...

*C20H12

... fluoranthene Benzo[j]fluoranthene Benzo[k]fluoranthene Benzopyrene Benzo[a]pyrene Benzo[e]pyrene Perylene. ... The molecular formula C20H12 may refer to: Benz[e]acephenanthrylene Benzofluoranthene Benzo[b] ...

*Chimney sweeps' carcinoma

Benzo[α]pyrene interacts with deoxyguanosine of the DNA, damaging it and potentially starting the processes that can lead to ... benzo[α]pyrene. DNA consists of sequences of four bases - adenine, thymine, cytosine and guanine - bound to a deoxyribonucleic ...

*Sphingomonas yanoikuyae

Rentz JA, Alvarez PJ, Schnoor JL (February 2008). "Benzo[a]pyrene degradation by Sphingomonas yanoikuyae JAR02". Environmental ...

*Tobacco smoke

However, several components of tobacco smoke (e.g., hydrogen cyanide, formaldehyde, phenanthrene, and pyrene) do not fit neatly ... benzopyrene), tobacco-specific nitrosamines (NNK, NNN), aldehydes (acrolein, formaldehyde), carbon monoxide, hydrogen cyanide, ...

*Human papillomavirus infection

Alam S, Conway MJ, Chen HS, Meyers C (2007). "Cigarette Smoke Carcinogen Benzo[a]pyrene Enhances Human Papillomavirus Synthesis ...

*Indoor air pollution in developing nations

... pyrene, benzopyrene, benzo(a)pyrene, dibenzopyrenes, dibenzocarbazoles, and cresols). In a typical solid fuel stove, about 6-20 ...

*Aromatization

Denissenko, M. F.; Pao, A.; Tang, M.-S.; Pfeifer, G. P. (1996). "Preferential Formation of Benzo[a]pyrene Adducts at Lung ... Benzo[a]pyrene has been shown to form preferentially in lung cancer hotspots and is known to be transformed into a metabolite ... Benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide, which forms mutagenic adduct with DNA. The epoxide and group on the metabolite ... pyrene in a fully Complementary DNA Duplex: Evidence for a Major Syn Conformation". Biochemistry. 40 (20): 5870-5881. doi: ...

*List of MeSH codes (D04)

... benzopyrenes MeSH D04.615.799.306.300 --- benzo(a)pyrene MeSH D04.615.799.306.400 --- dihydroxydihydrobenzopyrenes MeSH D04.615 ... 400.350 --- 7,8-dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide MeSH D04.615.885.120 --- buspirone MeSH D04.615.885.345 --- ...

*Novosphingobium pentaromativorans

Luo, Y. R.; Kang, S. G.; Kim, S.-J.; Kim, M.-R.; Li, N.; Lee, J.-H.; Kwon, K. K. (2012). "Genome Sequence of Benzo(a)pyrene- ...

*Izrael Hieger

This was identified as 3:4-benzo(a)pyrene, and highly carcinogenic. The discovery confirmed concerns over the correlation ...

*Mycobacterium pyrenivorans

Mineralizes phenanthrene, fluoranthene, and pyrene, but not anthracene or benzo[a]pyrene. Differential characteristics The ... Etymology: pyrenivorans; digesting pyrene. Microscopy Gram-positive, acid-fast rods. Colony characteristics The rough colonies ...

*Smoke

... benzo[a]pyrene, studied as a carcinogen, or retene), terpenes. Heterocyclic compounds may be also present. Heavier hydrocarbons ...

*GNMT

Lee CM, Chen SY, Lee YC, Huang CY, Chen YM (July 2006). "Benzo[a]pyrene and glycine N-methyltransferse interactions: gene ... "Glycine N-methyltransferase tumor susceptibility gene in the benzo(a)pyrene-detoxification pathway". Cancer Research. 64 (10): ...

*Eliezer (Eli) Huberman

"Cell specificity in metabolic activation of aflatoxin B1 and benzo(a)pyrene to mutagens for mammalian cells". 276: 277-280. doi ... "Cell susceptibility to transformation and cytotoxicity by the carcinogenic hydrocarbon benzo[a]pyrene". PNAS. 56 (5): 1123-1129 ...

*Methylcholanthrene

Deoxyguanosine is used in the figure, since that base appears to be bound to Benzo[a]pyrene far more often than the other bases ... The mechanism is derived from the binding mechanism of benzo[a]pyrene to DNA. This is likely because it is plausible that two ... "Comparison of the in vitro mutagenicity and metabolism of dimethylnitrosamine and benzo[a]pyrene in tissues from inbred mice ...

*Mir-638 microRNA precursor family

"Aberrant Expression of miR-638 Contributes to Benzo(a)pyrene-Induced Human Cell Transformation". Toxicological Sciences. 125 (2 ...

*Mir-542 microRNA precursor family

Zhao, Y.; Liu, H. Y.; Li, Y. Q.; Jiang, Y. G. (2011). "Effect of miR-542-3p on carcinogenesis induced by anti-benzo(a) pyrene-7 ...
This review exposes the current poor understanding of the internal segmental chain dynamics of dendrimers in solution probed by monitoring the process of excimer formation between pyrene labels covalently attached to the chain ends of dendrimers. The review begins by covering the bases of fluorescence and the kinetics of pyrene excimer formation before describing a procedure based on the Model Free (MF) analysis that is used to analyze quantitatively the fluorescence decays acquired for dendrimers, the ends of which have been fully and covalently labeled with pyrene. Comparison of the various trends obtained by different research groups describing the efficiency of pyrene excimer formation with the generation number of dendrimers illustrates the lack of consensus between the few studies devoted to the topic. One possible reason for this disagreement might reside in the presence of minute amounts of unattached pyrene labels ...
Pyrene derivatives can be carcinogenic, teratogenic and mutagenic, thus having the potential to cause malignant diseases. In this work, the interactions of two selected pyrene derivatives (1-OHP and 1-PBO) and human tumor-related DNA (p53 DNA and C-myc DNA) are investigated by spectroscopic and non-native polyacrylamide gel electrophoresis (PAGE) methods. Using fluorescence spectrometry and circular dichroism (CD), DNA interactions of pyrene derivatives are confirmed to occur mainly via the groove binding mode supported by the intercalation into the base pairs of DNA. There is an obvious binding order of pyrene derivatives to the targeted DNA, 1-OHP | 1-PBO. The binding constants of 1-OHP are 1.16 × 106 L×mol−1 and 4.04 × 105 L×mol−1 for p53 DNA and C-myc DNA, respectively, while that of 1-PBO are only 2.04 × 103 L×mol−1 and 1.39 × 103 L×mol−1 for p53 DNA and C-myc DNA, respectively. Besides, the binding of pyrene ...
TY - JOUR. T1 - Modulations of benzo[a]pyrene-induced DNA adduct, cyclin D1 and PCNA in oral tissue by 1,4-phenylenebis(methylene)selenocyanate. AU - Chen, Kun Ming. AU - Sacks, Peter G.. AU - Spratt, Thomas E.. AU - Lin, Jyh Ming. AU - Boyiri, Telih. AU - Schwartz, Joel. AU - Richie, John P.. AU - Calcagnotto, Ana. AU - Das, Arunangshu. AU - Bortner, James. AU - Zhao, Zonglin. AU - Amin, Shantu. AU - Guttenplan, Joseph. AU - El-Bayoumy, Karam. PY - 2009/5/22. Y1 - 2009/5/22. N2 - Tobacco smoking is an important cause of human oral squamous cell carcinoma (SCC). Tobacco smoke contains multiple carcinogens include polycyclic aromatic hydrocarbons typified by benzo[a]pyrene (B[a]P). Surgery is the conventional treatment approach for SCC, but it remains imperfect. However, chemoprevention is a plausible strategy and we had previously demonstrated that 1,4-phenylenebis(methylene)selenocyanate (p-XSC) significantly inhibited tongue tumors-induced ...
To investigate the specificity of biological monitoring variables (excretion of phenanthrene and pyrene metabolites in urine) and the usefulness of some biomarkers of effect (alkaline filter elution, {sup}32{end}P postlabeling assay, measurement of sister chromatid exchange)in workers exposed to polycyclic aromatic hydrocarbons (PAHs). 29 coke oven workers and a standardised control group were investigated for frequencies of DNA single strand breakage, DNA protein cross links (alkaline filter elution assay), sister chromatid exchange, and DNA adducts ({sup}32{end}P postlabeling assay) in lymphocytes. Phenanthrene and pyrene metabolites were measured in 24 hour urine samples. 19 different PAHs (including benzo(a)pyrene, pyrene, and phenanthrene) were measured at the workplace by personal air monitoring. The GSTT1 activity in erythrocytes and lymphocyte subpopulations in blood was also measured. Concentrations of phenanthrene, ...
TABLE-US-00001 TABLE 1 Dye No. A B C D E X Y b c C-1 2,3- benzo benzo benzo ethylene 4-sulfoanilino 2-hydroxyethylamino 2 1 pyrido C-2 2,3- benzo benzo benzo ethylene 6-sulfo-1- 2-sulfoethylamino 2 1 pyrido naphthylamino C-3 2,3- benzo benzo benzo ethylene 3,8-disulfo-1- amino 2 1 pyrido naphthylamino C-4 2,3- benzo benzo benzo ethylene 3,6-disulfo-1- 2-hydroxyethyl-2- 2 1 pyrido naphthylamino ethoxyamino C-5 2,3- benzo benzo benzo ethylene 4-sulfoanilino 2-hydroxyethyl-2- 2 1 pyrido ethoxyamino C-6 2,3- benzo benzo benzo ethylene 3,8-disulfo-1- morpholino 2 1 pyrido naphthylamino C-7 2,3- benzo benzo benzo ethylene 6,8-disulfo-2- morpholino 2 1 pyrido ...
1-Nitro[U-4,5,9,10-14C]pyrene was synthesized and administered to male F344 rats by intragastric gavage at a dose of 100 mg/kg of body weight. During the first 48 hr, 41% of the dose was eliminated in the feces, and 16% was eliminated in the urine. The corresponding figures after 120 hr were 51 and 19%. In rats with bile cannulae, 37% of the dose was excreted in the bile after 72 hr, and 6% was excreted in the urine. Fecal metabolites included 1-aminopyrene (isolated amount, 11.7% of the dose), 1-amino-6-hydroxypyrene and 1-amino-8-hydroxypyrene (4.6%), and unchanged 1-nitropyrene (6.6%). 1-Aminopyrene and the 1-aminohydroxypyrenes were identified as their acetyl-derivatives by comparison of their chromatographic retention times, mass spectra, and UV spectra to those of synthetic standards. Biliary metabolites included 1-aminopyrene, 1-amino-6-hydroxypyrene, ...
The present study shows the effect of combined dietary deprivation of fat and vitamin A on benzo(a)pyrene (BaP) induced lung carcinogenesis in male Wistar rats. Lung tumors were induced by intratracheal instillation of BaP-Fe2O3 in normal saline. The tumor incidence and tumor burden in control animals were 82% and 2.28 respectively. Fat deficiency decreased the tumor incidence to 57% and tumor burden to 1.66. On the other hand, in vitamin A deficiency these were 83% and 4.02 respectively. Fat deprivation in the diet of animals fed with vitamin A deficient diet decreased the tumor incidence and tumor burden to 69.6% and 2.7 respectively. The results suggest a protective role of low intake of fat in vitamin A deficiency for BaP-induced lung tumorigenesis in rats.
Effects of five organic solvent vehicles on benzo(a)pyrene- hydroxylase (BP-hydroxylase) activity and on the benzo(a)pyrene (50328) (BP) metabolite profile were studied in lung microsomes prepared from male New Zealand white rabbits. The production of 3- OH-benzo(a)pyrene (13345216) and 9-OH-benzo(a)pyrene (17573216) was used to evaluate the effects of dimethyl-sulfoxide (DMSO), acetone, methanol,
Excimers play a key role in a variety of excited-state processes, such as exciton trapping, fluorescence quenching, and singlet-fission. The dynamics of benzene excimer formation in the first 2 ps after S1 excitation from the parallel-displaced geometry of the benzene dimer is reported here. It was simulated Photodissociation and reaction dynamics 2018 PCCP HOT Articles
A new N-thiophosphorylated thiourea (1-pyrene)NHC(S)NHP(S)(OiPr)2 (HL) has been synthesized. The molecular structure of HL was elucidated by X-ray diffraction revealing a linear intramolecular hydrogen bond. Additionally, its crystal structure is stabilized by two intermolecular hydrogen bonds, which in turn
The rate parameters of solvent-solute energy transfer and of oxygen-solvent quenching have been determined for solutions of 2, 5-diphenyloxazole in benzene, toluene, p-xylene and mesitylene. The role of excited molecules and excimers in transfer to the solute molecules is considered in terms of the Voltz relations, which include the Förster critical transfer distance, the molecular diffusion coefficients, and the solvent excitation migration coefficient. It is proposed that the migration is due to excimer formation and dissociation, and that the energy transfer occurs by a diffusion/migration-controlled collisional process. Dilution of the solvent decreases the migration, but increases the transfer distance, so that the transfer efficiency remains practically constant. The excimer formation and dissociation rate parameters in the pure alkyl benzenes are evaluated. ...
TY - JOUR. T1 - A dipyrenyl calixazacrown chemosensor for Mg2+ AU - Hamdi, Abdelwaheb. AU - Kim, Sang Hoon. AU - Abidi, Rym. AU - Thuéry, Pierre. AU - Kim, Jong Seung. AU - Vicens, Jacques. PY - 2009/4/4. Y1 - 2009/4/4. N2 - A new fluorogenic calix[4]tetraaza-crown-6 (4) bearing two pyrene amide groups has been prepared. It was shown to be selective for Mg2+. When Mg2+ is bound to 4, the pyrene monomer emission increased while the excimer emission declined in a ratiometric manner. It is shown by 1H NMR that this ratiometric change is due to the conformational changes of the pyrenes during the chelation of Mg2+ by the amide functions to form a 1:1 complex.. AB - A new fluorogenic calix[4]tetraaza-crown-6 (4) bearing two pyrene amide groups has been prepared. It was shown to be selective for Mg2+. When Mg2+ is bound to 4, the pyrene monomer emission increased while the excimer emission declined in a ratiometric manner. It is ...
Resveratrol inhibits benzo[a]pyrene-DNA adduct formation in human bronchial epithelial cells Resveratrol (trans-3,4,5-trihydroxystilbene), a phytoalexin present in various plants and foods, has in several in vitro and in vivo studies demonstrated cancer chemopreventive and chemotherapeutic potential. We investigated the in vitro effect of resveratrol on benzo[a]pyrene (B[a]P) -induced DNA adducts in human bronchial epithelial cells. This was compared to the effect of resveratrol on the expression of the cytochrome P450 (CYP) genes CYP1A1 and CYP1B1 and the formation of B[a]P metabolites. Exposure of BEAS-2B and BEP2D cells to B[a]P and increasing concentrations of resveratrol resulted in a dose- and time-dependent inhibition of DNA adduct formation quantified by (32)P-postlabelling. Supporting this result, resveratrol was shown to inhibit CYP1A1 and CYP1B1 gene expression, as measured by real-time reverse transcriptase-polymerase chain ...
Precautionary Statements: P260-P271-P304+P340-P312-P314-P501c Do not breathe dust/fume/gas/mist/vapours/spray. Use only outdoors or in a well-ventilated area. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician if you feel unwell. Get medical advice/attention if you feel unwell. Dispose of contents/ container to an approved waste disposal plant ...
In September 2014, EPA submitted the draft IRIS assessment of benzo[a]pyrene (see downloads) to the agencys Science Advisory Board (SAB) for peer review and comments. EPA had previously released a draft of the assessment for public comment (see related links), held a public meeting about the draft, and then revised it based on the comments received. The SAB Chemical Assessment Advisory Committee (CAAC), augmented for the review of the draft IRIS assessment of benzo[a]pyrene (CAAC-benzo[a]pyrene panel), will review this draft assessment. Details about the CAAC-Benzo[a]pyrene panel, meeting dates, and times will be announced in a Federal Register Notice released by the SAB. The notice will provide information on how the public can participate in the BaP external peer review meetings, as well as instructions about how to provide comments to the SAB. Additional information on ...
CAS NO:192-97-2; Chemical name:benzo[e]pyrene ; physical and chemical property of 192-97-2, benzo[e]pyrene is provided by ChemNet.com
Background Benzo[a]pyrene(B[a]P), and its own greatest metabolite Benzo[a]pyrene 7,8-diol 9,10-epoxide (BPDE), are classic DNA damaging carcinogens. BPDE-DNA adducts. In addition, we found that the combined small alleles of rs3212986 and rs238406 were associated with a reduced DNA restoration capacity. Conclusions Our results claim that the version genotypes of rs3212986 and rs238406 are connected with reduced fix performance of BPDE induced DNA GDC-0973 harm, and may end up being predictive for somebodys DNA fix capability in response to environmental carcinogens. Launch Benzo[a]pyrene(B[a]P) is a vintage DNA harming carcinogen which is normally one of a variety of polycyclic aromatic hydrocarbons(PAHs) typically found in cigarette smoke cigarettes and in the ambient environment [1], [2]. Benzo[a]pyrene 7,8-diol 9,10-epoxide (BPDE), the best metabolite of B[a]P, forms ...
An enzyme immunoassay for the detection of benzo[a]pyrene covalently conjugated to macromolecules has been developed. The monoclonal antibody, raised through in vitro immunization reacted with benzo[a]pyrene metabolites bound to DNA, RNA and proteins. The lower detection limit for the assay was 1 pmol for benzo[a]pyrene bound to DNA or RNA, and 5 pmol when bound to protein.
The benzo[a]pyrene is a polycyclic aromatic hydrocarbon known to be genotoxic, mutagenic and carcinogenic in higher vertebrates. The aim of this study was to evaluate in vitro the enzymatic and genotoxic effects of BaP in a benthic fish species, Solea solea. Sole hepatocytes were exposed to BaP in order to measure the modulation of ethoxyresorufin-o-deethylase (EROD) activity and the DNA strand breaks induced by BaP metabolism. Exposures were performed in both culture flasks and microplate wells in order to check for the possible miniaturization of the exposure system. Moreover, sole liver microsomes were exposed to BaP in the presence of standard DNA in order to assess the potential formation of DNA adducts in sole. The results demonstrated the ability of sole hepatic enzymes to metabolize BaP into reactive species responsible for bulky DNA adducts and DNA strand breakage, whatever the tested exposure concentration and the mode of exposure.
The EFSA ANS Panel provides a scientific opinion re-evaluating the safety of vegetable carbon (E 153). Vegetable carbon has been evaluated previously by the SCF (1977, 1983) and by JECFA (1970, 1977, 1987). Neither Committee established an ADI for vegetable carbon, but the SCF concluded that vegetable carbon could be used in food. The Panel was not provided with a newly submitted dossier and based its evaluation on previous evaluations and additional literature. The Panel considered the available toxicological data too limited to establish an ADI for vegetable carbon. The Panel noted that data on the genotoxicity and carcinogenicity of carbon blacks of hydrocarbon origin has been related to the PAHs content of these substances. However, the Panel noted that the margins of exposure for benzo[a]pyrene exposure from vegetable carbon were considerably higher than those estimated from the dietary benzo[a]pyrene exposure.The Panel concluded that ...
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Introduction. The determination of Benzo(a)pyrene in oil generally used prepacked alumina column, and big volume of elution is needed and take lots of labor and time.. Bonna-Agela developed a new SPE product with much more convenient method. The main challenge is to extract hydrophobic Benzo(a)pyrene from oil matrix. Hexane was chosen as the best solvent to dissolve vegetable oil after investigation.. In the new method, 0.5 g vegetable oil was dissolved in 3 mL hexane and loaded onto the Cleanert® BAP-3 cartridge. 10mL hexane was used to wash the cartridge and 5mL methylene chloride to elute the Benzo(a)pyrene out. After drying the eluant with nitrogen blowing, 1mL acetonitrile was used to reconstitute the sample. The detection was carried out on HPLC with fluorometric detection. In addition, sesame oil contained more impurities which was need to be treated with Cleanert® SI (500 mg/6 mL) firstly. This new ...
Concomitant exposures to arsenic and polycyclic aromatic hydrocarbons (PAHs) such as benzo[a]pyrene (BaP) are widespread. While BaP acts by binding to and inducing mutations in critical sites on DNA, the mechanism(s) of arsenic carcinogenesis remains unknown. Data from epidemiological studies of arsenic copper smelter workers and arsenic ingestion in drinking water suggest a positive interaction f
Levin, W; Wood, A W.; Wislocki, P G.; Kapitulnik, J; Yagi, H; Jerina, D M.; and Conney, A H., "Carcinogenicity of benzo-ring derivatives of benzo(a)pyrene on mouse skin." (1977). Subject Strain Bibliography 1977. 715 ...
Stereoselective metabolism of dibenzo[a,l]pyrene (DB[a,l]P), 2-chlorodibenzo[a,l]pyrene (2-Cl-DB[a,l]P) and 10-chlorodibenzo[a,l]pyrene (10-Cl-DB[a,l]P) by rat liver microsomes was studied and effects of the chloro substituent on the metabolism were determined. All three compounds produced trans-8,9-dihydrodiol, trans-11,12-dihydrodiol, and the 7-hydroxyl derivative as major metabolic products and several other phenolic derivatives as minor metabolites. The trans-8,9- and 11,12-dihydrodiols of DB[a,l]P and 2-Cl-DB[a,l]P preferentially adopted a quasidiequatorial conformation, whereas 10-Cl-DB[a,l]P trans-8,9- and 11,12-dihydrodiols preferentially adopted a quasidiaxial conformation. The yields of the trans-11,12-dihydrodiol metabolites are: DB[a,l]P trans-11,12-dihydrodiol | 2-Cl-DB[a,l]P trans-11,12-dihydrodiol || 10-Cl-DB[a,l]P trans-11,12-dihydrodiol. Circular dichroism (CD) spectral analysis indicates ...
Benzo[a]pyrene (B[a]P) is a well-known genotoxic polycylic aromatic compound whose toxicity is dependent on signaling via the aryl hydrocarbon receptor (AHR). It is unclear to what extent detrimental effects of B[a]P exposures might impact future generations and whether transgenerational effects might be AHR-dependent. This study examined the effects of developmental B[a]P exposure on 3 generations of zebrafish. Zebrafish embryos were exposed from 6 to 120h post fertilization (hpf) to 5 and 10μM B[a]P and raised in chemical-free water until adulthood (F0). Two generations were raised from F0 fish to evaluate transgenerational inheritance. Morphological, physiological and neurobehavioral parameters were measured at two life stages. Juveniles of the F0 and F2 exhibited hyper locomotor activity, decreased heartbeat and mitochondrial function. B[a]P exposure during development resulted in decreased global DNA methylation levels and generally reduced expression of DNA ...
Cigarette smoking is a major risk factor in lung carcinogenesis via carcinogens such as polycyclic aromatic hydrocarbons (PAHs) and nitrosamines. In this study, we used benzo[a]pyrene (BaP) as the classic PAH compound and BEAS-2B cells, a model of normal human bronchial epithelial cells, to investigate whether 5,7-dimethoxyflavone (5,7-DMF) and 3,4-DMF compared with resveratrol (RV) have chemopreventive properties in this cancer. Exposure of BEAS-2B cells to [(3)H]BaP (1 microM) showed increasing binding to DNA up to 72 h of exposure, about 20-fold higher than that at 0.5 h exposure. BaP exposure also increased both CYP1A1/1B1 and microsomal epoxide hydrolase (mEH) enzyme activities with a maximum 10-fold increase at 48 h. BaP induced CYP1A1 protein and mRNA levels maximally after 48 h. In contrast, although CYP1B1 mRNA was rapidly induced, its protein expression showed a very poor response. Simultaneous treatment with BaP and 5,7-DMF, 3,4-DMF or RV for 48 h inhibited ...
TY - JOUR. T1 - Binding of isomers of benzo[a]pyrene diol-epoxide to chromatin. AU - Kootstra, A.. AU - Slaga, T. J.. PY - 1980/4/14. Y1 - 1980/4/14. N2 - Both the carcinogenic B[a]P diol-epoxide (anti) and its relatively noncarcinogenic isomer, B[a]P diol-epoxide (syn), when reacted with chromatin in vitro, bind more extensively to the internucleosomal region of chromatin than to nucleosomes. These results suggest that the increased binding of B[a]P diol-epoxide (anti) to the internucleosomal region may have little relevance to the process of carcinogenesis.. AB - Both the carcinogenic B[a]P diol-epoxide (anti) and its relatively noncarcinogenic isomer, B[a]P diol-epoxide (syn), when reacted with chromatin in vitro, bind more extensively to the internucleosomal region of chromatin than to nucleosomes. These results suggest that the increased binding of B[a]P diol-epoxide (anti) to the internucleosomal region may have little relevance to the process of carcinogenesis.. UR - ...
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When [3H]benzo[a]pyrene is incubated in vitro together with deproteinized salmon sperm DNA, NADPH, and mouse liver microsomes, the covalent binding of benzo[a]pyrene metabolites to DNA occurs. The metabolite-nucleoside complexes can be resolved into at least nine distinct peaks by elution of a Sephadex LH-20 column with a water-methanol gradient. These peaks are arbitrarily designated A (most polar) through I (least polar). With the use of synthetic and biologically produced metabolites, seven of nine peaks are tentatively assigned to one or more metabolites of benzo[a]pyrene. Peaks A and C are unidentified. Peaks B, D, F, and I include products of benzo[a]pyrene quinones that are further metabolized. Peak E reflects almost exclusively both the cis- and trans-7,8-diol 9,10-epoxides of benzo[a]pyrene. Peak G represents predominantly the ...
Tar and nicotine levels have been made to conform to EU standards as of 1 July 2004, but data on tobacco-derived carcinogenic compounds, such as PAH, in Chinese cigarettes are lacking in the literature. Levels of tar, nicotine, carbon monoxide and PAH were measured in 20 cigarette brands purchased in China between 2003 and 2004. Higher nicotine and tar levels were found in Chinese cigarettes than in European brands just 3 months before the above deadline; carcinogenic PAH levels were about 1.5 fold higher than in European cigarettes, but analysed singly, the mean value of benzo(a)pyrene (B(a)P) and dibenzo(a,h)anthracene (DBA), the most potent carcinogenic PAH yields, were 2.4 and 4.4 fold higher, respectively. Tar levels were well correlated with carcinogenic PAH (r = 0.53, P , 0.01), thus providing an easily measurable parameter for ranking various cigarette brands in developing countries where more sophisticated techniques might not be feasible for lack ...
Twelve workers from a coke plant in The Netherlands participated in an intensive skin monitoring programme combined with personal air sampling and biological monitoring during five consecutive eight hour workshifts. The purpose of the study was to make a quantitative assessment of both the dermal and respiratory intake of polycyclic aromatic hydrocarbons (PAHs). Pyrene was used as a marker compound for both dermal and respiratory exposure to PAHs. The biological measure for the internal exposure to PAHs was urinary 1-OH-pyrene concentration. Measurements on exposure pads at six skin sites showed that mean total skin contamination of the 12 workers ranged between 21 and 166 micrograms pyrene a day. The dermal uptake of pyrene ranged between 4 and 34 micrograms/day, which was about 20% of the pyrene contamination on skin. The mean concentration of total pyrene in the breathing zone air of the 12 coke oven ...
The invention provides methods for substituting polyaromatic hydrocarbons or polyheterocyclic compounds with perfluoroalkyl groups. The methods can include heating a polyaromatic hydrocarbon substrate or a polyheterocyclic compound substrate in the presence of a perfluoroalkyl iodide, typically in a closed system, wherein the heating is sufficient to bring both the polyaromatic hydrocarbons or polyheterocyclic compound, and the perfluoroalkyl iodide, into the gas phase, thereby allowing the substrate to react with the perfluoroalkyl iodide in the gas phase to form polyaromatic hydrocarbons or polyheterocyclic compounds having one or more perfluoroalkyl substituents. The methods allow for the creation of versatile libraries of novel perfluoroalkyl-containing derivatives that can serve as important building blocks and active components in biomedical, electronic, and materials applications.
Humans spend most of their lives in indoor environments; hence, indoor exposure to air pollution may constitute a large part of the total exposure to air pollution. Polycyclic aromatic hydrocarbons are well known for their mutagenicity and carcinogenicity and are ubiquitous in urban environments as a result of combustion from e.g. vehicular traffic. Polycyclic aromatic hydrocarbons associated to air particulate matter in indoor environments originates from several sources including: cooking and heating, outdoor sources, smoking, candle and incense burning. Infiltration has been suspected to be one major source of indoor polycyclic aromatic hydrocarbons. In this study, four different air filter materials intended for mechanical ventilation were tested for their capability to remove particle bound polycyclic aromatic hydrocarbons and other genotoxic compounds from a real urban aerosol. Particles were sampled at two highly trafficked locations in Stockholm using a sampling system capable of sample ...
Several solution fluorescence parameters were acquired for the four tetrol hydrolysis products of benzo[a]pyrene-trans-7,8-dihydrodiol9,10-epoxide (BPDE)-DNA adducts, tetrols complexed with DNA, and BPDE-DNA adducts in several methanol/water solvents. The relative polarity of the environment for the tetrols and BPDE-DNA adducts was determined by using a modified definition of the ,i,R,/i, value that is commonly employed for pyrene. The ,i,R,/i, values for the tetrols and BPDE-DNA adducts were calculated by obtaining the ratios of the intensities of the two major fluorescence emission bands at 380 and 400 nm (,i,I,/i,,sub,380,/sub,/,i,I,/i,,sub,400,/sub,). The positions of the hydroxyl groups on the hydroaromatic ring of the tetrols were compared in reference to the ,i,R,/i, values and the changes in the ,i,R,/i, values as a function of methanol/water composition. This approach resulted in a method for determining whether the hydroxyl groups in the 9 and 10 ...
Resonantly stabilized radicals, such as propargyl, cyclopentadienyl, benzyl, and indenyl, play a vital role in the formation and growth of polycyclic aromatic hydrocarbons (PAHs) that are soot precursors in engines and flames. Pyrene is considered to be an important PAH, as it is thought to nucleate soot particles, but its formation pathways are not well known. This paper presents a reaction mechanism for the formation of four-ring aromatics, pyrene and fluoranthene, through the combination of benzyl and indenyl radicals. The intermediate species and transition structures involved in the elementary reactions of the mechanism were studied using density functional theory, and the reaction kinetics were evaluated using transition state theory. The barrierless addition of benzyl and indenyl to form the adduct, 1-benzyl-1H-indene, was found to be exothermic with a reaction energy of 204.2 kJ mol-1. The decomposition of this adduct through H-abstraction and H2-loss was studied to ...
An investigation for the analysis of polycyclic aromatic hydrocarbons in airborne particulates using thermal desorption and gas chromatography-mass spectrometry is described. Samples are obtained from ambient air using fibreglass filters and the volatile material from the filter is thermally desorbed to gas chromatograph. A 30 meter capillary column is used to separate the hydrocarbons and eight polyaromatic hydrocarbons are used to test the method and recovery is >95%. The eight polycyclic aromatic hydrocarbons anthracene, phenanthrene, fluoranthrene, pyrene, benzo (a) anthracene, chrysene, benzo (a) pyrene and benzo (e) pyrene were the most abundant PAHs found in the samples of ambient air with current method at Uxbridge-London. Application of the measurement of polycyclic aromatic hydrocarbons in ambient air samples shows that the hydrocarbons trapped in the particle phase to a lesser degree at higher ...
3129 The exposure to ambient air pollution has negative health consequences including increased morbidity and mortality. Among other pollutants, ambient air contains particulate matter (PM). PM consists of dust, soot and other particles and various chemicals, including polycyclic aromatic hydrocarbons (PAHs). To investigate the role of PAHs and PM in oxidative stress induction we analyzed oxidative damage to DNA, lipids and proteins in human hepatoma cell line HepG2. Cells were exposed to several concentrations of individual carcinogenic PAHs (cPAHs, including benzo[a]pyrene (B[a]P), dibenzo[al]pyrene (DB[al]P), benzo[a]anthracene (B[a]A), benzo[b]fluoranthene (B[b]F), benzo[k]fluoranthene (B[k]F), chrysene, benzo[ghi]perylene (B[ghi]P), indeno[cd]pyrene (I[cd]P) and dibenzo[ah]anthracene (DB[ah]A)), an artificial mixture of cPAHs (cPAHs ...
Consumption of charbroiled red meat and meat-derived polycyclic aromatic hydrocarbons (PAHs) has been associated with risk of colorectal adenoma, a precursor of colorectal cancer. Furthermore, leukocyte PAH-DNA adduct levels have been demonstrated to increase in response to charbroiled red meat intake but to date there have been no studies that have investigated the relationship between leukocyte PAH-DNA adduct levels and risk of colorectal adenoma. We investigated the relation of leukocyte PAH-DNA adduct formation and colorectal adenoma in a clinic-based case-control study of colorectal adenomas. The study comprised 82 cases of colorectal adenoma and 111 polyp-free controls, none of whom were current smokers. Leukocyte PAH-DNA adducts were measured by a sensitive chemiluminescence immunoassay using an antiserum elicited against DNA modified with (±)-7β,8α-dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydro-benzo[a]pyrene that recognizes several PAHs bound to human DNA. Leukocyte ...
TY - JOUR. T1 - Identification of Polycyclic Aromatic Hydrocarbons (PAHs) in the black crusts of Sicilian stone monuments: distribution and sources. AU - Gianguzza, Antonio. AU - Orecchio, Santino. AU - Piazzese, Daniela. PY - 2004. Y1 - 2004. N2 - Polycyclic Aromatic Hydrocarbons are a family of compounds with known carcinogenic potential; their properties of lipophilicity, low water solubility and adsorption to particles and sediments make them a potentially dangerous group of chemicals and a threat to the environment and its bio-resources. The concentrations of total Polycyclic Aromatic Hydrocarbons (PAHs) and 19 individual compounds in 8 black crusts sampled from historical building of Palermo (Italy) were analyzed, by gas chromatography/mass spectrometry (GC/MS) in selected ion monitoring (SIM) mode. PAH concentrations ranged from 78 to 9798 g/Kg of dry matrix. The resulting distributions and molecular ratios of specific compounds have been discussed in terms of sample location and ...
TY - JOUR. T1 - Phosphorus-Containing Polycyclic Aromatic Hydrocarbons. AU - Szűcs, Rózsa. AU - Bouit, Pierre Antoine. AU - Nyulászi, L.. AU - Hissler, Muriel. PY - 2017/10/6. Y1 - 2017/10/6. N2 - Polycyclic aromatic hydrocarbons (PAHs) are highly appealing functional materials in the field of molecular electronics. In particular, molecular engineering of these derivatives by using organic chemistry is a powerful method to tune their properties from the point of view of the band gap and supramolecular assemblies. Another way to achieve such control is to take advantage of the specific reactivity of heteroatoms placed within the sp2-carbon framework. This strategy has been successfully applied to nitrogen, sulfur and boron. In this review, examples of phosphorus-containing PAHs and the effect of the phosphorus environment on the electronic properties from both experimental and theoretical points of view are discussed.. AB - Polycyclic aromatic hydrocarbons (PAHs) are highly appealing ...
Zhigacheva I.. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, street Kosygin, 4, Moscow, 119334 Russia 1 pp. (accepted). The consequences of long-term exposure to polycyclic aromatic hydrocarbons (PAHs) and nitrosamines (NA) on the body began to be studied in detail more than 100-150 years ago [Proctor R. N., 2004; Scanlan R. A., 2004]. The researchers interest in these toxicants is associated with the high carcinogenic properties of PAHs and NAs. The bulk of PAHs in the environment is of anthropogenic origin. The main sources of PAHs are: household, industrial discharges, wash-outs, transport, accidents. The anthropogenic flux of PAHs, in particular benzo(a)pyrene (BP) is approximately 30 tons a year [Larin S. A. and co-authors, 2005]. Currently, the contamination by polycyclic aromatic hydrocarbons (PAHs) is global. Their presence is found in all elements of the natural environment (air, soil, water, biota) from the Arctic to Antarctica. Not less ...
Ön İşlem ve GC/MS ile Yarı Uçucu Organik Maddelerin (SVOC) Tayini. Phenols. (2,4-Dimethylphenol, 2,4-Dinitrophenol, 2-Methyl-4-Dinitrophenol, 2-Nitrophenol, 4-Nitrophenol, o-Cresol ( 2-Methylphenol ), m-Cresol ( 3-Methylphenol ), p-Cresol ( 4-Methylphenol ), Phenol). Poly Aromatic Hydrocarbons (PAHs). (Acenaphthene, Acenaphthylene, Anthracene,Benzo (a) Antrcene, Benzo (a) Pyrene, Benzo (b) Fluoranthene, Benzo (g,h,i) Perylene, Benzo (k) Fluoranthene, Chrysene, Dibenz (a,h) Anthracene, Fluoranthene, Fluorene, Indone (1,2,3-cd) Pyrene, Naphthalene, Perylene, Phenanthrene, Pyrene). Halogenated Aromatic Hydrocarbons. (1,2,3,4-Tetrachlorobenzene, 1,2,3,5-Tetrachlorobenzene, 1,2,3-Trichlorobenzene, 1,2,4,5-Tetrachlorobenzene, 1,2,4-Trichlorobenzene, 1,3,5-Trichlorobenzene, Hexachlorobenzene, Pentachloronitrobenzene, Pentachlorobenzene, Other Compounds Brominated-diphenylethers, ...
Air sampled from the breathing zone of chimney sweeps during "dirty work" and soot samples were analysed for polycyclic aromatic hydrocarbons (PAH). A total of 20 PAH were quantified by gas chromatography-mass spectrometry in 115 air samples and 18 soot samples. These included benzo(b)fluoranthene, benzo(a)pyrene (BaP), chrysene, dibenz(a,h)anthracene, and indeno (1,2,3-cd)pyrene, all of which are animal carcinogens. The summed atmospheric concentration of these compounds depended on the type of fuel used and averaged 2.27 micrograms/m3 for oil fuel. If a mixture of oil and solid fuel was used the concentration was 5.06 micrograms/m3; pure solid fuel heating yielded 5.08 micrograms/m3. The air concentrations of BaP were 0.36, 0.83, and 0.82 micrograms/m3 respectively. The soot samples recovered after using the three different fuel types were 10.50, 109.10, and 51.25 mg BaP/kg. The maximum total concentrations of the five carcinogenic PAH ...
Two diol-epoxide metabolites of benzo[c]phenanthrene and benzo[a]pyrene, polynuclear aromatic hydrocarbons which occur in the environment, were tested for carcinogenicity by direct injection into the mammary fat pads of female CD rats. The compounds anti-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrobenzo[c]phenanthrene (BcPDE), a fjord region diol-epoxide, and anti-7,8-dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene, a bay region diol-epoxide, were applied at total doses of 12.2 µmol. 6-Nitrochrysene was applied at the same dose as a positive control (K. El-Bayoumy, A. Rivenson, P. Upadhyaya, Y-H. Chae, and S. S. Hecht, Cancer Res. 53: 3719-3722, 1993). The sterically hindered fjord region diol-epoxide BcPDE was a powerful mammary tumorigen and carcinogen, rapidly inducing significantly more fibroadenoma and adenocarcinoma than either of the other compounds. ...
This paper proposes an analytical method for determining amounts of polycyclic aromatic hydrocarbons (PAHs; benzo[a]anthracene, chrysene, benzo[b]fluoranthene, benzo[k]fluoranthene, benzo[a]pyrene, dibenzo[a,h]anthracene, benzo[g,h,i] perylene) in ...
The purpose of this project is to better understand the interactions between two potentially hazardous, common contaminants; the prototype polycyclic aromatic hydrocarbon (PAH), benzo(a)pyrene (BP), and the heavy metal, cadmium (Cd). This is particularly important since cadmium was found to alter the level and activity of several enzyme systems that catalyze the conversion of BP to its reactive metabolites, and the detoxification and excretion of these metabolites. Experiments are designed to investigate the extent to which Cd, in environmentally realistic concentrations, is capable of altering: 1) the level and activity of some phase I and phase II enzymes involved in the breakdown and excretion of BP; 2) the BP metabolic profile (i.e., increases or decreases in the generation of carcinogenic/mutagenic metabolites); 3) immunocompetence; 4) the formation of stable BP-DNA adducts; 5) development of hepatic preneoplastic lesions; and 6) the development of liver cancers in the ...
TY - JOUR. T1 - Metabolic activation of aromatic hydrocarbons in purified rat liver nuclei. T2 - induction of enzyme activities and binding to DNA with and without monooxygenase catalyzed formation of active oxygen. AU - Rogan, Eleanor G. AU - Mailander, P.. AU - Cavalieri, Ercole. PY - 1976/1/1. Y1 - 1976/1/1. N2 - Purified rat liver nuclei covalently bound low levels of seven aromatic [14C]hydrocarbons to nuclear DNA. Iduction with 3 methylcholanthrene increased the binding of six carcinogenic hydrocarbons, but did not raise the level of binding of noncarcinogenic anthracene. Removal of the nuclear envelope by Triton N 101 eliminated binding and aryl hydrocarbon hydroxylase activities and cytochrome P 450 from the nuclei. Binding of two strong carcinogens, benzo[α]pyrene and 7,12 dimethylbenz[α]anthracene, to nuclear DNA was compared to the levels of aryl hydrocarbon hydroxylase and cytochrome P 450 in nuclei from uninduced and benz[α]anthracene, 3 methylcholanthrene, and ...
Butylated hydroxyanisole (BHA) is a commonly used food additive with demonstrated inhibitory action against chemical carcinogenesis in animals. In order to elucidate the mechanism of the anticarcinogenic action, the effects of BHA on benzo(a)pyrene (BP) metabolism were studied with lung microsomes from female mice. BHA treatment (0.5% in the diet for 7 days) inhibited BP metabolism and altered the ratios among different metabolites as analyzed by high-performance liquid chromatography. The treatment reduced the metabolic formation of 9,10-dihydroxy-9,10-dihydrobenzo(a)pyrene, but not the production of 3-hydroxybenzo(a)pyrene and trans-4,5-dihydroxy-4,5-dihydrobenzo(a)pyrene. Since the gross microsomal cytochrome P-450 content was not significantly affected by the treatment, the change of regioselectivity in BP metabolism was probably due to the alteration of cytochrome P-450 ...
Bioflavonoids are plant compounds touted for their potential to treat or prevent several diseases including cancers induced by common environmental chemicals. Much of the biologic activity of one such class of pollutants, polycyclic aromatic hydrocarbons (PAH), is mediated by the aryl hydrocarbon receptor/transcription factor (AhR). For example, the AhR regulates PAH immunotoxicity that manifests as pre-B cell apoptosis in models of B cell development. Because bioflavonoids block PAH-induced cell transformation and are structurally similar to AhR ligands, it was postulated that some of them would suppress PAH-induced, AhR-dependent immunotoxicity, possibly through a direct AhR blockade. This hypothesis was tested using a model of B cell development in which pre-B cells are cultured with and are dependent on bone marrow stromal or hepatic parenchymal cell monolayers. Of seven bioflavonoids screened, galangin (3,5,7-trihydroxyflavone) blocked PAH-induced but not C(2)-ceramide- or H(2)O(2)-induced ...
178366-78-4 - 6,8-Diallyl 5,7-dihydroxy 2-(2-allyl 3-hydroxy 4-methoxyphenyl)1-H benzo(b)pyran-4-one - Searchable synonyms, formulas, resource links, and other chemical information.
The fluorescence lifetimes of a number of aromatic hydrocarbons are shortened by 15-40% when the matrix is compressed by 30 kbar pressure. The causes of environmentally-induced lifetime shortening may be further illuminated by a detailed study of one solute under a variety of conditions. The document reports on such a study of pyrene and in addition, compares the pressure-enhanced electronic relaxation for the monomeric and excimeric forms of pyrene. The work established the magnitude of environmental influences on the singlet lifetime of pyrene and demonstrated a remarkable insensitivity of the emitting species to the nature of the microscopic surroundings, be it monomer or excimer.(*POLYCYCLIC COMPOUNDS
Polycyclic aromatic hydrocarbons (PAHs) are widespread in various ecosystems and are pollutants of great concern due to their potential toxicity, mutagenecity and carcinogenicity. Surfactant has become a hot topic for its wide application in the bioremediation of PAHs. The aim of this work is to explore a microcalorimetric method to determine the toxic effect of pyrene on Bacillus subtilis (B. subtilis) and the PAH-degrading bacteria Burkholderia cepacia (B. cepacia) and to evaluate the effect of Tween 80 on biodegradation of pyrene. Power-time curves were studied and calorimetric parameters including the growth rate constant (k), half inhibitory concentration (IC50), and total thermal effect (QT) were determined. B. subtilis, B. cepacia and B. cepacia with Tween 80 were completely inhibited when the concentration of pyrene were 200, 800 and 1600μgmL-1, respectively. B. cepacia shows better tolerance to pyrene than B. subtilis. Tween 80 ...
Benzo[a]pyrene; Refer to the product ′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
The Koggala lagoon is a coastal wetland affected by a major oil spill and other anthropogenic pollution sources. In this study, gill and liver histological alterations and polycyclic aromatic hydrocarbon (PAH) exposure indicative bile fluorescence patterns of the fish species inhabiting the lagoon were examined in order to explore the potential biological impacts. Fixed wavelength fluorescence patterns in the bile of Mugil cephalus, Lutjanus russellii and Etroplus suratensis showed bioavailability of naphthalene type-, phenanthrene type-, pyrene type- and benzo(a)pyrene type- metabolites indicating recent exposure of the fishes to petrogenic and pyrogenic PAHs. Histological analysis revealed the occurrence of prominent gill and liver lesions, especially in the tissues of M. cephalus and L. russellii. Of the fish species examined, which included 43 individual fishes, the liver tissues of M. cephalus (two fish) and L. russellii (one fish) displayed foci of ...
Possibility of improving physiological traits and minituber yield of potato cultivars (cvs. Agria and Fontane) was investigated by application of plant growth regulators (BAP, ABA and BAP+ABA) at tuber initiation stage. Regardless of the cultivars, Net photosynthesis rate (Np), actual quantum yield (Φ), stomatal conductance (gs) and Transpiration rate (Tr) of BAP-treated leaves were superior to those of the control. For Agria, the greatest Chlorophyll content (Chl) was observed in BAP-treated plants, while the highest Chl for Fontane was observed in ABA-treated plants. Increasing Np and Chl content were associated with higher Soluble Carbohydrate content (SC). BAP+ABA application increased SC of leaflets in both cultivars compared with the control. Tuber Yield per Plant (Y/P), Mean Tuber Weight (MTW), and Tuber Number (TN) were stimulated by foliar treatment of plants with PGRs compared with the untreated ones, but there were significant interactions between cultivar and hormone type. Positive
Possibility of improving physiological traits and minituber yield of potato cultivars (cvs. Agria and Fontane) was investigated by application of plant growth regulators (BAP, ABA and BAP+ABA) at tuber initiation stage. Regardless of the cultivars, Net photosynthesis rate (Np), actual quantum yield (Φ), stomatal conductance (gs) and Transpiration rate (Tr) of BAP-treated leaves were superior to those of the control. For Agria, the greatest Chlorophyll content (Chl) was observed in BAP-treated plants, while the highest Chl for Fontane was observed in ABA-treated plants. Increasing Np and Chl content were associated with higher Soluble Carbohydrate content (SC). BAP+ABA application increased SC of leaflets in both cultivars compared with the control. Tuber Yield per Plant (Y/P), Mean Tuber Weight (MTW), and Tuber Number (TN) were stimulated by foliar treatment of plants with PGRs compared with the untreated ones, but there were significant interactions between cultivar and hormone type. Positive
By the method of artificial soil pollution, an exposure experiment with different concentrations of pyrene (0, 60, 120, 240, 480, 960 microg x kg(-1)) was conducted to determine the cytochrome P450 and MDA contents and the glutathione-S-transferase (GST), superoxide dismutase (SOD), peroxidase (POD) and catalase (CAT) activities in earthworm gut after exposure for 1, 3, 7 and 14 days. The results indicated that within the range of test pyrene concentrations, all the biochemical indices tested differed in their sensitivity to pyrene toxicity, among which, P450 content and GST and SOD activities were most sensitive, followed by POD and CAT activities, while MDA content did not show any obvious response. Exposure duration had stronger effects than exposure dosage. In diagnosing the ecotoxicity of soil pollutant, it could be necessary to use a combined multi-time and multi-index diagnostic method to enhance the sensitivity and effectiveness of the indices ...
Concentrations of polynuclear aromatic hydrocarbons in oysters were determined seasonally by sampling three stations at four sites in Galveston Bay (Texas). The four sites were Houston Yacht Club, Todds Dump, Confederate Reef, and Hanna Reef. The individual polynuclear aromatic hydrocarbons measured were naphthalene, 2-methylnaphthalene, 1-methylnaphthalene, biphenyl, 2,6-dimethylnaphthalene, acenaphthene, fluorene, phenanthrene, anthracene, 1-methylphenanthrene, fluoranthrene, pyrene, benz(a)anthracene, chrysene, benzo(e)pyrene, benzo(a)pyrene, perylene, and dibenz(a,h)anthracene. Pyrene had the single highest value at 537 ppb, while dibenz(a,h)anthracene was never above the limit of the quantitation (LOQ = 20 ppb). Each analyte was below the LOQ in at least one sample. Fluoranthrene had the highest mean concentration over the entire study at 129 ppb. The mean concentration of 1-methylnaphthalene, biphenyl, ...
Dibenz(a,h)anthracene has produced tumours by different routes of administration in mice, rats, guinea pigs, frogs, pigeons and chickens. It has both local and systemic carcinogenic effects.. On oral administration, it produced tumours of the forestomach in the mouse; intratracheal administration to rats produced lung tumours. In repeated skin painting experiments in mice, dibenz(a,h)anthracene and benzo(a)pyrene appeared to be equally effective. In a dose-response study on s.c. carcinogenicity with dibenz(a,h)anthracene, benzo(a)pyrene and 3-methylcholanthrene, dibenz(a,h)anthracene was shown to be effective at a lower dose than that effective for benzo(a)pyrene or for 3-methylcholanthrene; its latent period, however, was longer. Dibenz(a,h)anthracene induced local sarcomas and increased the incidence of lung adenomas following a single s.c. injection in newborn mice at dose levels which were ineffective ...
AZEVEDO, Débora de A.; GERCHON, Elaine and REIS, Ederson O. dos. Monitoring of pesticides and polycyclic aromatic hydrocarbons in water from Paraíba do Sul River, Brazil. J. Braz. Chem. Soc. [online]. 2004, vol.15, n.2, pp.292-299. ISSN 0103-5053. http://dx.doi.org/10.1590/S0103-50532004000200021.. The Paraíba do Sul River, in the State of Rio de Janeiro, was studied for its water quality, by determining the levels of selected polycyclic aromatic hydrocarbons (PAHs) and pesticides from six sites in two cities, Resende and Campos dos Goytacazes, as they have industrial and agricultural activities. This study was carried out between July 2001 and March 2002. The method involved 200 mL samples taken by off-line, solid phase extraction by OASIS polymeric cartridges followed by gas chromatography-mass spectrometry (GC-MS). Recoveries and standard deviation of pesticides in non polluted real water sample spiked with a standard mixture were 82-119% and less then 20%. For PAH, recoveries and standard ...
Article Adsorption of polycyclic aromatic hydrocarbons from wastewater by using silica-based organic–inorganic nanohybrid material. Polycyclic aromatic hydrocarbons (PAHs) are a group of priority pollutants, which are classified as persistent ...
Polycyclic aromatic hydrocarbons (PAHs) have garnered much attention due to their bioaccumulation, carcinogenic properties, and persistence in the environment. Investigation of the spatial distribution, composition, and sources of PAHs in sediments of three recreational marinas in San Diego Bay, California revealed significant differences among marinas, with concentrations in one site exceeding 16,000 ng g− 1. Hotspots of PAH concentration suggest an association with stormwater outfalls draining into the basins. High-molecular weight PAHs (4-6 rings) were dominant (, 86%); the average percentage of potentially carcinogenic PAHs was high in all sites (61.4-70%) but ecotoxicological risks varied among marinas. Highly toxic benzo(a)pyrene (BaP) was the main contributor (, 90%) to the total toxic equivalent quantity (TEQ) in marinas. PAHs in San Diego Bay marina sediments appear to be derived largely from pyrogenic sources, potentially from combustion products that reach the ...
Polycyclic aromatic hydrocarbons (PAHs) are commonly referred to a large class of organic compounds, which have been shown to be highly carcinogenic, and to have a significant persistence in an environment for many years. In this study, the adsorption of pyrene, which was chosen as a model PAH due to its specific volatility, miscibility, and relatively soluble properties, onto sepiolite (Turkish origin) was investigated in detail. Pyrene used as a model PAH due to its specific volatility and miscibility characteristics, relatively soluble yet hydrophobic to explore the potential of sepiolite (Turkish origin) to sorb hydrophobic organic compounds from aqueous solution. The microstructure and morphology of sepiolite were characterized by using Elemental analysis, X-ray diffractometry (XRD), Fourier transform infrared spectroscopy (FTIR), Field emission scanning electron microscope (FE-SEM), and surface property evaluation by the BET method from nitrogen adsorption isotherms. ...
Polycyclic aromatic hydrocarbons (PAHs) are potential carcinogenic and hazardous compounds having raised appreciable environmental concerns around the world in recent decades. This research investigates the effect of soil washing on removal of PAHs in contaminated soil. The study was conducted by collecting soil samples from a petrochemical complex in south of Iran. Testing was carried out at three temperatures of 20°C, 40°C, and 80°C and washing periods of 30 min and 60 min. Moreover, two different concentrations of Triton X-100 and Brij 35 surfactants were used throughout the experiments. The results of this research indicated that the maximum removal efficiency of PAHs was obtained using Brij 35 at concentration of 5 g/L, temperature of 80°C and washing duration of 60 min. The highest removal efficacies for anthracene, naphthalene, fluorene, and benzo(a)pyrene in coarse and fine fractions of the samples occurred at 76.24%, 86.32%, 78.54%, 85.81% and 57.50%, 63.39%, ...
Urban air quality and real human exposure to chemical environmental stressors is an issue of high scientific and political interest. In an effort to find innovative and inexpensive means for air quality monitoring, the ability of car engine air filters (CAFs) to act as efficient samplers collecting street level air, to which people are exposed to, was tested. In particular, in the case of taxis, air filters are replaced after regular distances, the itineraries are almost exclusively urban, cruising mode is similar and, thus, knowledge of the air flow can provide with an integrated city air sample. The present pilot study focused on polycyclic aromatic hydrocarbons (PAHs), the most important category of organic pollutants associated with traffic emissions. Concentrations of Sigma PAHs in CAFs ranged between 650 and 2900 mu g CAF(-1), with benzo[b]fluoranthene, benzo[k]fluoranthene and indeno[123-cd]pyrene being the most abundant PAHs. ...
The presence of dissolved humic substances (HS, fulvic and humic acids) generally reduces the uptake of hydrophobic organic compounds into aquatic organisms. The extent of this effect depends both on the concentration and on the origin of the HS. The aim of this study was to investigate the role of qualitative differences between HS from different origins. The effects of seven different HS on the bioconcentration of pyrene and benzo[a]pyrene (BaP) in the nematode Caenorhabditis elegans were related to the spectroscopic and chemical properties of the HS. The effect of each humic material on the bioconcentration of pyrene or BaP was quantified as a biologically determined partition coefficient K(DOC). We observed significant linear relationships between K(DOC) and the atomic H/C ratio, the specific absorptivity at 254 nm, the content of aromatic carbons (as determined by 13C nuclear magnetic resonance spectroscopy, the copper-complexing ...
The carcinogenic effects of individual polycyclic aromatic hydrocarbons (PAH) are well established. However, their potency within an environmental complex mixture is uncertain. We evaluated the influence of diesel exhaust particulate matter on PAH-induced cytochrome P450 (CYP) activity, PAH-DNA adduct formation, expression of certain candidate genes and the frequency of tumor initiation in the two-stage Sencar mouse model. To this end, we monitored the effects of treatment of mice with diesel exhaust, benzo[a]pyrene (BP), dibenzo[a,l]pyrene (DBP), or a combination of diesel exhaust with either carcinogenic PAH. The applied diesel particulate matter (SRM(1975)) altered the tumor initiating potency of DBP: a statistically significant decrease in overall tumor and carcinoma burden was observed following 25 weeks of promotion with 12-O-tetradecanoylphorbol-13-acetate (TPA), compared with DBP exposure alone. From those mice that were treated at ...
Authors: OFENTSE MAZIMBA Abstract: 6$H$-Benzo[$c$]chromen-6-ones serve as core structures of secondary metabolites and are of considerable pharmacological importance. Natural sources produce limited quantities, hence the need for synthetic procedures for 6$H$-benzo[$c$]chromen-6-ones, which are herein reviewed. The literature describes protocols such as the Suzuki coupling reactions for the synthesis of biaryl, which then undergoes lactonization, reactions of 3-formylcoumarin (chromenones) with 1,3-bis(silylenol ethers), radical mediated cyclization of arylbenzoates, metal or base catalyzed cyclization of phenyl-2-halobenzoates and 2-halobenzyloxyphenols, and benzoic acid coupling with benzoquinone using electrophilic metal-based catalyst. The efficient and simple procedures are those involving the reactions of Michael acceptor (chromenones and chalcones) with 1,3- and 1,5-dicarbonyl compounds. Keywords: ...
The morphologies of heterogeneous clusters of polycyclic aromatic hydrocarbons (PAHs) are investigated using molecular modelling. Clusters of up to 100 molecules containing combinations of the different sized PAHs circumcoronene, coronene, ovalene, or pyrene are evaluated. Replica exchange molecular dynamics simulations using an all-atom force field parameterised for PAHs sample many configurations at high and low temperatures to determine stable low energy structures. The resulting cluster structures are evaluated using molecular radial distances and coordination numbers, and are found to be independent of initial configuration and the cluster sizes studied. Stable clusters consist of stacked PAHs in a core-shell structure, where the larger PAHs are found closer to the cluster core and the smaller PAHs are located on the cluster surface. This work provides novel insight into the molecular partitioning of heterogeneous aromatic clusters, with particular relevance to the structure of nascent ...
Produced water constitutes the largest volume of waste from offshore oil and gas operations and is composed of a wide range of organic and inorganic compounds. Although treatment processes have to meet strict oil in water regulations, the definition of "oil" is a function of the analysis process and may include aliphatic hydrocarbons which have limited environmental impact due to degradability whilst ignoring problematic dissolved petroleum species. This thesis presents the partitioning behavior of oil in produced water as a function of temperature and salinity to identify compounds of environmental concern. Phenol, p-cresol, and 4-tert-butylphenol were studied because of their xenoestrogenic power; other compounds studied are polycyclic aromatic hydrocarbon PAHs which include naphthalene, fluorene, phenanthrene, and pyrene. Partitioning experiments were carried out in an Innova incubator for 48 hours, temperature was varied from 4゚C to 70゚C, and two salinity levels of 46.8‰ and 66.8‰ ...
en] Cytochrome P-450-dependent monooxygenases are able to oxidize a large variety of endogenous and exogenous substrates. This paper describes the in vitro interaction between benzopyrene and steroids at the level of two rat liver monooxygenases: steroid-16 alpha-hydroxylase and aryl hydrocarbon hydroxylase (AHH). The results obtained suggest the following conclusions: (1) Steroid-16 alpha-hydroxylase is partially supported by a specific cytochrome P-450 form which is not inhibited in vitro by exogenous substrates. Steroid-16 alpha-hydroxylase is completely independent from cytochrome P1-450 (or P-448), as it is insensitive, in vitro, to alpha-naphthoflavone; (2) AHH is supported by two cytochrome P-450 forms: a specific form which is inducible by methylcholanthrene and inhibited in vitro by alpha-naphthoflavone, but is insensitive to metyrapone and steroids; and another less specific form which is inhibited by metyrapone and steroids in vitro ...
Natural abundance radiocarbon analysis facilitates distinct source apportionment between contemporary biomass/biofuel (14C "alive") versus fossil fuel (14C "dead") combustion. Here, the first compound-specific radiocarbon analysis (CSRA) of atmospheric polycyclic aromatic hydrocarbons (PAHs) was demonstrated for a set of samples collected in Lycksele, Sweden a small town with frequent episodes of severe atmospheric pollution in the winter. Renewed interest in using residential wood combustion (RWC) means that this type of seasonal pollution is of increasing concern in many areas. Five individual/paired PAH isolates from three pooled fortnight-long filter collections were analyzed by CSRA: phenanthrene, fluoranthene, pyrene, benzo[b+k]fluoranthene and indeno[cd]pyrene plus benzo[ghi]perylene; phenanthrene was the only compound also analyzed in the gas phase. The measured Delta 14C for PAHs spanned from -138.3 per mil to 58.0 per mil. A simple ...
TY - JOUR. T1 - NOE enhancements and T1 relaxation times of phosphorylated metabolites in human calf muscle at 1.5 Tesla. AU - Brown, T. R.. AU - Stoyanova, Radka. AU - Greenberg, T.. AU - Srinivasan, R.. AU - Murphy-Boesch, J.. PY - 1995/3/14. Y1 - 1995/3/14. N2 - Nuclear Overhauser effect (NOE) enhancements and relaxation times of 31P metabolites in human calf were measured in 12 volunteers (4 men and 8 women) at 1.5 T using a dual tuned four-ring birdcage. The NOE enhancements of inorganic phosphate (P(i)), phosphocreatine (PCr), γ-, α-, and β- nucleoside triphosphate (NTP) from 19 measurements were 0.51 ± 0.10, 0.64 ± 0.03, 0.53 ± 0.03, 0.56 ± 0.08, and 0.47 ± 0.05, respectively. The relaxation times were independent of proton irradiation and from 23 measurements were 3.49 ± 0.35, 4.97 ± 0.58, 4.07 ± 0.36, 2.90 ± 0.25, and 3.61 ± 0.25 s for P(i), PCr, γ-, α-, and β-NTP, respectively. No significant differences between gender and age were observed for either NOE enhancements ...
PURPOSE: Phosphorus magnetic resonance spectroscopy ((31)P-MRS) affords unique insight into cardiac energetics but has a low intrinsic signal-to-noise ratio (SNR) in humans. Theory predicts an increased (31)P-MRS SNR at 7T, offering exciting possibilities to better investigate cardiac metabolism. We therefore compare the performance of human cardiac (31)P-MRS at 7T to 3T, and measure T1s for (31)P metabolites at 7T. METHODS: Matched (31)P-MRS data were acquired at 3T and 7T, on nine normal volunteers. A novel Look-Locker CSI acquisition and fitting approach was used to measure T1s on six normal volunteers. RESULTS: T1s in the heart at 7T were: phosphocreatine (PCr) 3.05 ± 0.41s, γ-ATP 1.82 ± 0.09s, α-ATP 1.39 ± 0.09s, β-ATP 1.02 ± 0.17s and 2,3-DPG (2,3-diphosphoglycerate) 3.05 ± 0.41s (N = 6). In the field comparison (N = 9), PCr SNR increased 2.8× at 7T relative to 3T, the Cramer-Ráo uncertainty (CRLB) in PCr concentration decreased 2.4×, the mean CRLB in PCr/ATP decreased 2.7× and the PCr
Recently, the CYP1B1 cDNA was isolated and characterized from humans (8,41), mice (9, 42), and rats (11, 43). CYP1B1 proteins have been isolated from a mouse embryo fibroblast cell line and from rat adrenal microsomes (13, 44, 45). Both the rat and mouse enzymes have been shown to catalyze the metabolism of carcinogenic polycyclic aromatic hydrocarbons such as 7,12-dimethylbenz[a]anthracene (13, 44, 45). The human CYP1B1 cDNA sequence has been reported to be about 80% similar to mouse and rat counterparts and the expression of the CYP1B1 mRNA has been observed in many organs including kidney, prostate, mammary gland, pituitary, thymus, spleen, adrenal, colon, ovary, uterus, brain, heart, lung, intestine, and testis (8, 11). It is, however, not known whether CYP1B1 protein is actually expressed in these organs, and whether there are interindividual variations in the levels of expression of CYP1B1 in humans.. Although the exact roles of CYP1B1 in the metabolism of endobiotic chemicals have not ...
Toxic responses to contaminants following exposure concentrations typically used in laboratory tests may not reflect how biological systems respond to lower environmental levels from which hormetic effect mechanisms have been suggested. We investigated the pattern of dose-response in mammalian cells to various environmental contaminants using a range of concentrations that span those that are environmentally relevant (10(-12) M to 10(-3) M). MCF-7 cell cultures were treated for 24 h with benzo[a]pyrene (B[a]P), lindane (gamma-hexachlorocyclohexane), or polybrominated diphenyl ethers (PBDEs) congeners (47, 153, 183, and 209), then fixed in ethanol and interrogated using attenuated total reflection Fourier-transform infrared (ATR-FTIR) spectroscopy. Mode of action was further studied by examining if test agents stimulated cell growth or altered CYP1A1 expression. Bimodal dose response curves were observed when MCF-7 cells were treated with PBDEs or lindane. The first peak ...
BACKGROUND: The negative health effects of polycyclic aromatic hydrocarbons (PAHs) are well established for modern human populations but have so far not been studied in prehistoric contexts. PAHs are the main component of fossil bitumen, a naturally occurring material used by past societies such as the Chumash Indians in California as an adhesive, as a waterproofing agent, and for medicinal purposes. The rich archaeological and ethnohistoric record of the coastal Chumash suggests that they were exposed to multiple uptake pathways of bituminous PAHs, including direct contact, fume inhalation, and oral uptake from contaminated water and seafood. OBJECTIVES: We investigated the possibility that PAHs from natural bitumen compromised the health of the prehistoric Chumash Indians in California. CONCLUSIONS: Exposure of the ancient Chumash Indians to toxic PAHs appears to have gradually increased across a period of 7,500 years because of an increased use of bitumen in the Chumash technology, together ...
Long-term monitoring data on the concentrations of biliary 1-hydroxypyrene (1-OHPyr) in flatfish, as a biomarker for polycyclic aromatic hydrocarbon (PAH) exposure, were analysed and evaluated to elucidate spatial differences and temporal trends in marine and estuarine PAH contamination in the Netherlands. Dab (Limanda limanda) and flounder (Platichthys flesus) with partly overlapping distributions were used as target species. In total 1831 bile samples were analysed individually: 417 dab in 1998-2005 and 1438 flounder in 1996-2012. The sampling procedure for flatfish and the PAH metabolites determination by means of high performance liquid chromatography (HPLC) with fluorescence (FL) detection were based on international guidelines. Measuring the absorbance at 380 nm was tested to correct for possible differences in feeding status, but this turned out not to be a suitable parameter for the standardisation of PAH metabolite concentrations. Both fish species showed statistically significant ...
Clark, B.W.; Cooper, E.M.; Stapleton, H.M.; Di Giulio, R.T., 2013: Compound- and mixture-specific differences in resistance to polycyclic aromatic hydrocarbons and PCB-126 among Fundulus heteroclitus subpopulations throughout the Elizabeth River estuary (Virginia, USA)
The suppressing effects of crude extracts of three kinds of tea-green tea (GT) from Japan, Po-lei tea (PT) from China, and Rooibos tea (RT) from South Africa-on the induction of chromosome aberrations in cultured CHO cells and mice were studied. When CHO cells were exposed to each tea extract in the presence of rat liver microsomal enzymes (S9 mix) together with benzo[a]pyrene (B(a)P) or mitomycin C (MMC), a decrease in the frequency of chromosome aberrations was observed. PT and RT, but not GT, also suppressed the induction of chromosome aberrations by MMC in the absence of S9 mix. When cells were treated with tea extract after B(a)P or MMC treatment, RT suppressed the induction of chromosome aberrations in the presence and absence of S9 mix whereas GT and PT showed suppressing effects only in the presence of S9 mix. These data suggest that catechines, well-known antimutagens in tea samples, might account for the inhibitory effect in the case of GT and PT. Since RT contains ...
The successful application of forensic geology to contamination studies involving natural systems requires identification of appropriate endmembers and an understanding of the geologic setting and processes affecting the systems. Studies attempting to delineate the background, or natural, source for hydrocarbon contamination in Gulf of Alaska (GOA) benthic sediments have invoked a number of potential sources, including seep oils, source rocks, and coal. Oil seeps have subsequently been questioned as significant sources of hydrocarbons present in benthic sediments of the GOA in part because the pattern of relative polycyclic aromatic hydrocarbon (PAH) abundance characteristic of benthic GOA sediments is inconsistent with patterns typical of weathered seep oils. Likewise, native coal has been dismissed in part because ratios of labile hydrocarbons to total organic carbon (e.g. PAH:TOC) for Bering River coal field (BRCF) sources are too low - i.e. the coals are over mature - to be consistent with GOA
The paper reports work studying the association of benzo[a]pyrene (BaP), pyrene, 3,3,4,4-tetrachlorobiphenyl (TCB) and 2,2,4,4-tetrabromo diphenyl ether (TBDE) with natural dissolved organic matter (DOM). The aim was to determine the essential characteristics that predict the sorption capacity of DOM for hydrophobic contaminants. Samples had been collected from natural waters at five Nordic sites during autumn 1999 and spring 2000, isolated by reverse osmosis and thoroughly characterized. Generally, bioavailability of BaP and pyrene to D. magna reflected the measured association of the compounds with DOM. The data emphasize the importance of aromaticity of DOM, estimated by simple spectroscopic methods, in predicting sorption capacity for polycyclic aromatic hydrocarbons. The situation with halogenated compounds still remains unclear. ...
Polycyclic Aromatic Hydrocarbons (PAHs) are environmental pollutants that have received considerable attention because of their carcinogenic and mutagenic effects. Due to the extensive amount of data suggesting the hazards of these compounds, 16 PAHs are on the Environmental Protection Agency (EPA) Priority Pollutant List. These compounds are often emitted into the atmosphere by way of combustion processes. Thus, analysis of these compounds during coal combustion is an important task. Three 1000-hour coal combustion burns were performed using the 0.1 MW (0.3 m) bench-scale Fluidized Bed Combustor (FBC) in the Combustion Laboratory at Western Kentucky University. The data for this thesis were collected from the second and third 1000-hour experiments. An in-situ sampling system was designed for 16 PAHs specified by EPA, which consisted of a glass wool filter, condenser, glass fiber filter, Teflon filter, and Tenax. The filters and Tenax were extracted by methylene chloride and hexane, respectively,
PAH is the short name for "Polycyclic aromatic hydrocarbons". Thank goodness this molecule has a short name! These are long strings of carbon atoms which form a ring. (That accounts for the "cyclic" and "hydrocarbon" part of its name). An aromatic molecule is one which forms a benzene ring. Polycyclic means the molecule forms many rings. The only PAH which non-scientists may be familiar with is napthalene, the chemical in mothballs. PAHs form easily. PAH is very abundant in the solar system as well as in space. The red color in many interstellar clouds, such as this one comes from radiation in red wavelengths of PAH chemicals in the clouds. PAH is found in comets and in meteorites, even ones which come from Mars. This was especially important when scientists thought there might be fossils of ancient life in a Martian rock. Trees and other sophisticated plant life emit PAH as part of their photosynthesis/respiratory cycle. But the chief source of terrestrial PAH today is automobile emissions. ...
Abstract. In order to better understand the particle size distribution of polycyclic aromatic hydrocarbons (PAHs) and their source contribution to human respiratory system, size-resolved PAHs have been studied in ambient aerosols at a megacity Shanghai site during a 1-year period (2012-2013). The results showed the PAHs had a bimodal distribution with one mode peak in the fine-particle size range (0.4-2.1 µm) and another mode peak in the coarse-particle size range (3.3-9.0 µm). Along with the increase in ring number of PAHs, the intensity of the fine-mode peak increased, while the coarse-mode peak decreased. Plotting of log(PAH / PM) against log(Dp) showed that all slope values were above −1, suggesting that multiple mechanisms (adsorption and absorption) controlled the particle size distribution of PAHs. The total deposition flux of PAHs in the respiratory tract was calculated as being 8.8 ± 2.0 ng h−1. The highest lifetime cancer risk (LCR) was estimated at 1.5 × 10−6, which exceeded ...
Polycyclic aromatic hydrocarbons (PAHs) are present in both gaseous and particulate phases. These compounds are considered to be atmospheric contaminants and are human carcinogens. Many studies have monitored atmospheric particulate and gaseous phase
In vitro studies of α-amylase degradation of α-, β- and γ-cyclodextrins and 2-hydroxypropyl-β- and -γ-cyclodextrins were investigated spectrophotometrically by measuring the formation of reducing sugars, the reaction products of α-amylase degradation. This was done to evaluate potential degradation and thereby biological conversion of the cyclodextrins if dosed orally, as the intestinal tract contains α-amylase for digestive purposes. The results demonstrated that only γ- and 2-hydroxypropyl-γ-cyclodextrins can be degraded by α-amylase to a relevant extent, that is, γ- and 2-hydroxypropyl-γ-cyclodextrins have different biopharmaceutical behaviours than the other evaluated cyclodextrins. The rate of degradation was affected by the addition of the inclusion complex forming additives flurbiprofen, ibuprofen and benzo[a]pyrene. This effect between the degradation dynamics and the included additives was caused by a correlation between solubility of the additives and the stability ...
The activation, hydrogenation, and covalent coupling of polycyclic aromatic hydrocarbons (PAHs) are processes of great importance in fields like chemistry, energy, biology, or health, among others. So far, they are based on the use of catalysts which drive and increase the efficiency of the thermally- or light-induced reaction. Here, we report on the catalyst-free covalent coupling of nonfunctionalized PAHs adsorbed on a relatively inert surface in the presence of atomic hydrogen. The underlying mechanism has been characterized by high-resolution scanning tunnelling microscopy and rationalized by density functional theory calculations. It is based on the formation of intermediate radical-like species upon hydrogen-induced molecular superhydrogenation which favors the covalent binding of PAHs in a thermally activated process, resulting in large coupled molecular nanostructures. The mechanism proposed in this work opens a door toward the direct formation of covalent, PAH-based, bottom-up ...
There are two more issues that make barbecued meat unsafe for consumption:. 1. Another cancer-causing compound - polycyclic aromatic hydrocarbon (PAH) - also forms on barbecued meat when fat from the meat, drips off into the fire and causes a flare up of flames and smoke. PAHs have been classified as cancer causing agents by various organizations such as the Environmental Protection Agency and the International Agency for Research on Cancer. According to the Center for Disease Control in Atlanta, GA, we are exposed to PAHs through breathing air contaminated by wild fire or coal OR eating meat or foods that have been grilled.. 2. Hot dogs. Wow, do I even need to tell you how unhealthy hot dogs are? Research has shown that processed meat, such as that found in hot dogs or other smoked meats, increases ones risk of colorectal cancer, on average, by 21 percent for every 50 grams consumed daily! (A 50-gram serving is approximately the size of a typical hot dog.) A 2002 international study ...
The effect of flavonoids (flavone, morin hydrate and 3-hydroxyflavone)on the microbial mineralisation of polycyclic aromatic hydrocarbons (PAHs) in soil slurry by the indigenous microbial communities has been investigated. The rates and extents of 14C-PAHs (14C-naphthalene, 14C-phenanthrene and 14C-pyrene)mineralisation in artificially spiked soils were monitored in the absence and presence of flavonoids applied at three different concentrations (50, 100 and 200 µg kg-1) either as single compounds or as a mixture of flavonoids (flavone, morin hydrate and 3-hydroxyflavone at a 1:1:1 ratio). Respirometric and microbial assays were monitored in fresh (0 d) and pre-incubated (28 d) artificially spiked soils following amendment with flavonoids. The highest extents of14C-naphthalene, 14C-phenanthrene and 14C-pyrenemineralisation (P< 0.001) were obtained in fresh artificially spiked soils ...
A tandem-cartridge system was established for studying colloid formation and physical state distribution of trace polycyclic aromatic hydrocarbons (PAHS) in water. The effectiveness of the method for measuring the trace PAH colloids was demonstrated. With aqueous samples prepared by adding the PAH solutes with a small amount of organic solvent carrier, the potential of colloid formation increased with the hydrophobicity and concentration of the solute, but the incipient concentration for the colloid formation may be far lower than the aqueous solubility of the solute. After formation in water, the colloids showed remarkable stability at room temperature, and the stability was greatly reduced by elevated temperature and the presence of a small amount of inorganic electrolytes. The possible mechanism of destabilization of the colloids was discussed, and the mechanism might be of utility in providing insights into the physical state distribution of the solutes in various water samples. However, ...
Abstract The effects of certain polycyclic aromatic hydrocarbons (PAHs) on the immune reactivity of haemocytes from Mytilus edulis were investigated by means of a series of in vitro and in vivo experiments, utilizing phagocytosis and neutral red uptake or lysosomal neutral red retention assays. C...
Mitch Winnik received a B.A. degree from Yale University in 1965. He obtained his Ph.D. degree in the area of organic chemistry at Columbia University in 1969, working under the direction of Prof. Ronald Breslow, and then spent a year as a postdoctoral fellow in the laboratory of Prof. George Hammond at Caltech studying organic photochemistry. He joined the faculty at the University of Toronto in 1970, and received tenure as an organic chemist. On his first sabbatical, in Bordeaux France, he realized that he was bored with what he had been doing and decided to switch his attention to longer molecules. Upon his return to Toronto, he and his coworkers prepared a series of polymers with a pyrene group at both ends. The pyrene groups emit a blue fluorescence if the pyrenes are far apart, but if an excited pyrene during its lifetime can find a second pyrene, they form a sandwich structure which emits a green "excimer" ...
heptane lifted flames using various soot inception species has been conducted. In a recent study by the authors, it was found that the soot formation and growth regions in lifted flames were not adequately represented by using acetylene alone as the soot inception species. Comparisons with a conceptual model and available experimental data suggested that the location of soot formation regions could be better represented if polycyclic aromatic hydrocarbon (PAH) species were considered as alternatives to acetylene for soot formation processes. Since the local temperatures are much lower under low temperature combustion conditions, it is believed that significant soot mass contribution can be attributed to PAH rather than to acetylene. To quantify and validate the above observations, a reduced ...
0100] Benzo[a]pyrene-7,8-dihydrodiol promotes checkpoint activation and G2/M arrest in human bronchoalveolar carcinoma H358 cells. Mol Pharmacol, 71: 744-750, 2007. [0101] 9. Ma, Q. Induction of CYP1A1. The AhR/DRE paradigm: transcription, receptor regulation, and expanding biological roles. Curr Drug Metab, 2: 149-164, 2001. [0102] 10. Nebert, D. W., Dalton, T. P., Okey, A. B., and Gonzalez, F. J. Role of aryl hydrocarbon receptor-mediated induction of the CYP1 enzymes in environmental toxicity and cancer. J Biol Chem, 279: 23847-23850, 2004. [0103] 11. Wang, X., Tomso, D. J., Chorley, B. N., Cho, H. Y., Cheung, V. G., Kleeberger, S. R., and Bell, D. A. Identification of polymorphic antioxidant response elements in the human genome. Hum Mol Genet, 16: 1188-1200, 2007. [0104] 12. Aoki, Y., Hashimoto, A. H., Amanuma, K., Matsumoto, M., Hiyoshi, K., Takano, H., Masumura, K., Itoh, K., Nohmi, T., and Yamamoto, M. Enhanced spontaneous and ...
M. P. Basilyev. Hydrobionts Soluble Collagen. The stages of production of a biotechnological preparation "Micobaс"for soil purification from PAH are presented. The microorganisms effective РАН degrading are searched and isolated from samples of the soil polluted with benz(а)pyrene and benzofluoranthene. Their transformation ability in relation to phenanthrene and benz(а)pyrene is investigated in laboratory and nature. The allocated cultures are identified by a method 16S r RNA as Micrococcus sp. and Bacillus sphaericus. The biopreparation has passed testing on toxicity and pathogenicity. Key words: bacillus, poliaromatic hydrocarbon, bioremediation, bacteriummicrococcus. M. P. Vasilyev. Hydrobionts Soluble Collagen. Comparative estimation of hydrobiont and animal collagens ismade. Basing on publications data the features of fish treatment products collagen, as applied to its soluble preparation educing possible processes, are defined. Fish initial raw ...

Trichloroepoxypropane
     Summary Report | CureHunterTrichloroepoxypropane Summary Report | CureHunter

01/01/1979 - "Lack of effect of trichloropropene oxide on benzo(a)pyrene tumor-initiating activity on mouse skin.". 04/01/1977 ...
more infohttp://www.curehunter.com/public/keywordSummaryD014239-Trichloroepoxypropane.do

Bisphenol F Diglycidyl Ether | ZanranBisphenol F Diglycidyl Ether | Zanran

Nonylphenol (NP), bisphenol A diglycidyl ether (BPA), benzo[a]pyrene (B[a]P) chlorpyriphos (CP), paraquat dichloride (PQ), and ...
more infohttp://www.zanran.com/q/Bisphenol_F_Diglycidyl_Ether

Evaluation of Mechanisms of Alteration and Humification of PAHs for Wa by Ronald C. Sims and Carolyn K. Abbott"Evaluation of Mechanisms of Alteration and Humification of PAHs for Wa" by Ronald C. Sims and Carolyn K. Abbott

... pyrene, and benz(a)anthracene, dibenz(a,h)anthracene, and indeno(1,2,3-c,d)pyrene comprise 16% by weight of creosote. Phenolics ... benzo(a)pyrene, and benz(a)anthracene, dibenz(a,h)anthracene, and indeno(1,2,3-c,d)pyrene comprise 16% by weight of creosote. ... benzo(a)pyrene (B(a)P) and pyrene, among aqueous, gas, and solid phases of a non-contaminated and contaminated (creosote-PCP) ...
more infohttps://digitalcommons.usu.edu/water_rep/99/

Histological alterations and polycyclic aromatic hydrocarbon exposure indicative bile fluorescence patterns in fishes from...Histological alterations and polycyclic aromatic hydrocarbon exposure indicative bile fluorescence patterns in fishes from...

... pyrene type- and benzo(a)pyrene type- metabolites indicating recent exposure of the fishes to petrogenic and pyrogenic PAHs. ...
more infohttps://jnsfsl.sljol.info/articles/abstract/10.4038/jnsfsr.v43i1.7916/

Benzopyrene dictionary definition | benzopyrene definedBenzopyrene dictionary definition | benzopyrene defined

and known to be a cause of cancer in animalssometimes called benz·py′rene Origin of benzopyrene benzo- + pyrene... ... benzopyrene definition: an aromatic hydrocarbon, CH, found in coal tar, cigarette smoke, etc. ... benzopyrene. ben·zo·py·rene. an aromatic hydrocarbon, CH, found in coal tar, cigarette smoke, etc. and known to be a cause of ... plural benzopyrenes) (Properly: benzo[a]pyrene). *(organic chemistry) A polycyclic aromatic hydrocarbon (having five fused ...
more infohttp://www.yourdictionary.com/benzopyrene

Brazilian scientists examine how benzopyrene can cause cancerBrazilian scientists examine how benzopyrene can cause cancer

... pyrene is a potent carcinogen and mutagen present in cigarette smoke, automotive exhaust, burnt wood fumes, barbecued and ... pyrene and was renewed daily with the latter. Because benzo[a]pyrene is absorbed rapidly and biotransformed, it has to be ... Benzo[a]pyrene is a potent carcinogen and mutagen present in cigarette smoke, automotive exhaust, burnt wood fumes, barbecued ... Understanding the connection between benzo[a]pyrene and tumoral development. At the end of the seven-day period, the cells were ...
more infohttps://www.news-medical.net/news/20171023/Brazilian-scientists-examine-how-benzopyrene-can-cause-cancer.aspx

Benzopyrene - WikipediaBenzopyrene - Wikipedia

Two isomeric species of benzopyrene are benzo[a]pyrene and the less common benzo[e]pyrene. They belong to the chemical class of ... Benzo[a]pyrene Benzo[e]pyrene W. D. Betts "Tar and Pitch" in Kirk‑Othmer Encyclopedia of Chemical Technology, 1997, John Wiley ... benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide from benzo[a]pyrene) which intercalate into DNA, interfering with transcription. ... Denissenko, M. F.; Pao, A.; Tang, M.-s.; Pfeifer, G. P. (1996). "Preferential Formation of Benzo[a]pyrene Adducts at Lung ...
more infohttps://en.wikipedia.org/wiki/Benzopyrene

Canary Database: Browse by Exposure: BenzopyrenesCanary Database: Browse by Exposure: Benzopyrenes

Browse by Exposure: Benzopyrenes (5 articles). % of records by year: 1965 2017 ...
more infohttp://canarydatabase.org/browse/exposure/5082

Polycyclic Aromatic Hydrocarbons - Compounds, Benzo, Organic, and Benzopyrene
	  	   - JRank Articles
	  	Polycyclic Aromatic Hydrocarbons - Compounds, Benzo, Organic, and Benzopyrene - JRank Articles

The most poisonous form is benzo(a)pyrene, which is believed to be highly carcinogenic. In contrast, benzo(e)pyrene is not ... Benzo(a)pyrene and other polycyclic aromatic compounds are among the diverse products of the incomplete oxidation of organic ... Benzopyrene, for example, is an organic chemical with the general formula C20H12, containing a five-ring structure. Benzopyrene ... Similarly, benzo(b)fluoranthene demonstrates carcinogenicity in laboratory assays, but benzo(k)fluoranthene does not. ...
more infohttp://science.jrank.org/pages/5398/Polycyclic-Aromatic-Hydrocarbons.html

Benzo(a)pyrene - WikipediaBenzo(a)pyrene - Wikipedia

benz[a]pyrene. 3,4-benzpyrene. 3,4-benzopyrene. 3,4-benz[a]pyrene. 3,4-benzo[a]pyrene ... "benzo[a]pyrene". pubchem.ncbi.nlm.nih.gov.. *^ Assessment of Benzo-alpha-pyrene Emissions in the Great Lakes Region, pp 23-24 ... Benzo[a]pyrene is first oxidized by cytochrome P450 1A1 to form a variety of products, including (+)benzo[a]pyrene-7,8-epoxide. ... Benzo[a]pyrene, showing the base pyrene ring and numbering and ring fusion locations according to IUPAC nomenclature of organic ...
more infohttps://en.wikipedia.org/wiki/Benzo%28a%29pyrene

Benzo[a]pyreneBenzo[a]pyrene

Other names: Benz[a]pyrene; 1,2-Benzpyrene; 3,4-Benzopyrene; 3,4-Benzpyrene; 3,4-Benz[a]pyrene; 6,7-Benzopyrene; Benzo[d,e,f] ... chrysene; B(a)P; BP; 3,4-Benzopirene; 3,4-Benzpyren; 3,4-BP; Rcra waste number U022; Benzopyrene; 4,5-Benzpyrene; NSC 21914; ...
more infohttps://webbook.nist.gov/cgi/inchi/InChI%3D1S/C20H12/c1-2-7-17-15

Benzo[e]pyreneBenzo[e]pyrene

Other names: 4,5-Benzopyrene; 4,5-Benzpyrene; B(e)P; Benzo(l)pyrene; Benz(e)pyrene; 9,10-Benzpyrene ... The pyrene series, Tetrahedron, 1979, 35, 1027. [all data] Boschi, Clar, et al., 1974. Boschi, R.; Clar, E.; Schmidt, W., ...
more infohttps://webbook.nist.gov/cgi/cbook.cgi?ID=C192972&Units=SI&Mask=FFFF

Benzo pyrene-induced DNA adducts and gene expression profiles in target and non-target organs for carcinogenesis in mice. | MRCBenzo pyrene-induced DNA adducts and gene expression profiles in target and non-target organs for carcinogenesis in mice. | MRC

Benzo pyrene-induced DNA adducts and gene expression profiles in target and non-target organs for carcinogenesis in mice.. ... Animals, Benzo(a)pyrene, beta Catenin, Carcinogenesis, DNA Adducts, DNA Damage, Female, Gene Expression Regulation, Neoplastic ... Benzo pyrene-induced DNA adducts and gene expression profiles in target and non-target organs for carcinogenesis in mice.. ... Target organs for benzo[a]pyrene (BaP) carcinogenicity in mice (lung, spleen and forestomach) and three non-target organs ( ...
more infohttp://www.environment-health.ac.uk/publications/benzo-pyrene-induced-dna-adducts-and-gene-expression-profiles-target-and-non-target

Benzo[a]pyrene-7,8-diol (CHEBI:34562)Benzo[a]pyrene-7,8-diol (CHEBI:34562)

... is a pyrenes (CHEBI:59659) ... Benzo[a]pyrene-7,8-dihydrodiol KEGG COMPOUND Benzo[a]pyrene-7,8 ... CHEBI:34562 - Benzo[a]pyrene-7,8-diol. Main. ChEBI Ontology. Automatic Xrefs. Reactions. Pathways. Models. ...
more infohttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:34562

BENZO(A)PYRENEBENZO(A)PYRENE

... pyrene testing. Laboratory testing for 3,4-Benzopyrene 50-32-8. 200-028-5 is yellow crystals or powder [found in cigarette ... Synonyms: Benz[a]pyrene;1,2-Benzpyrene;3,4-Benzopyrene;3,4-Benzpyrene;3,4-Benz[a]pyrene;6,7-Benzopyrene;Benzo[«alpha»]pyrene; ... Benzo(a)pyrene. ALS Environmental may or may not test for Benzo(a)pyrene (CAS # 50-32-8). Information is subject to change; ... Analyte: Benzo(a)pyrene. Alternate Name: 3,4-Benzopyrene. Abbreviation: BAP. CAS Number or ID: 50-32-8. Department: Organics. ...
more infohttp://www.caslab.com/Benzoapyrene.php5

CHEMINFO: Benzo(a)pyreneCHEMINFO: Benzo(a)pyrene

Benzo(a)pyrene. Synonyms: 3,4-Benz(a)pyrene. 3,4-Benzopyrene. 3,4-Benzpyrene. 6,7-Benzopyrene. Benzo(d,e,f)chrysene. B(a)P. BP ... Epidermal hyperplasia after topical application of benzo(a)pyrene, benzo(a)pyrene diol epoxides, and other metabolites. Cancer ... 10-fluoro-benzo(j)fluoranthene, benzo(a)pyrene, dibenzo(a,l)pyrene and 7,12-dimethylbenz(a)anthracene. Cancer Letter. Vol. 70 ( ... Tumor-initiating activity and carcinogenicity of dibenzo(a,l)pyrene versus 7,12-dimethylbenz(a)anthracene and benzo(a)pyrene at ...
more infohttp://www.intox.org/databank/documents/chemical/benzopyr/cie698.htm

BENZO(a)PYRENE (ICSC)BENZO(a)PYRENE (ICSC)

Benzo(a)pyrene is present as a component of polycyclic aromatic hydrocarbons (PAHs) in the environment, usually resulting from ... Benz(a)pyrene 3,4-Benzopyrene Benzo(d,e,f)chrysene CAS # 50-32-8 C20H12 ...
more infohttp://www.intox.org/databank/documents/chemical/supp/eics0104.htm

Benzo(a)pyrene - Toxicity | Technology TrendsBenzo(a)pyrene - Toxicity | Technology Trends

Benzo(a)pyrene - Toxicity. Toxicity. A vast number of studies over the previous three decades have documented links between ... benzopyrene toxicity results from the bioactivation of benzopyrene to the ultimate toxic compound, benzopyrene -7,8-dihydrodiol ... Benzopyrene, found in tobacco smoke (including cigarette smoke), was shown to cause genetic damage in lung cells that was ... Thus in most cases small amounts of benzopyrene are metabolized by gut enzymes prior to being passed on to the blood. The lungs ...
more infohttp://www.primidi.com/benzoapyrene/toxicity

Benzo[a]pyrene-7,8-dione | C20H10O2 - PubChemBenzo[a]pyrene-7,8-dione | C20H10O2 - PubChem

... pyrene-7,8-dione , C20H10O2 , CID 105020 - structure, chemical names, physical and chemical properties, classification, patents ...
more infohttps://pubchem.ncbi.nlm.nih.gov/compound/Benzo_a_pyrene-7_8-dione

EWG Tap Water Database | Shoshone Estates Water Company Inc. | Benzo[a]pyreneEWG Tap Water Database | Shoshone Estates Water Company Inc. | Benzo[a]pyrene

... pyrene results for Shoshone Estates Water Company Inc. , Benzo[a]pyrene. Find out what is in your tap water ... Benzo[a]pyrene. Shoshone Estates Water Company Inc.. Benzo[a]pyrene is a polycyclic aromatic hydrocarbon, or PAH, released from ... The EWG Health Guideline of 0.007 ppb for benzo[a]pyrene was defined by the California Office of Environmental Health Hazard ... The legal limit for benzo[a]pyrene, established in 1992, was based on analytical detection limits at the time that the standard ...
more infohttps://www.ewg.org/tapwater/system-contaminant.php?pws=NV0005028&contamcode=2306

Benzo(e)pyrene - WikipediaBenzo(e)pyrene - Wikipedia

Benzopyrene Benzo[a]pyrene Benzene Pyrene, a four-ring analogue Hoover, Rachel (February 21, 2014). "Need to Track Organic Nano ... Benzo[e]pyrene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12. It is listed as a Group 3 carcinogen by ... including Benzo[e]pyrene, in the universe. According to scientists, more than 20% of the carbon in the universe may be ...
more infohttps://en.wikipedia.org/wiki/Benzo(e)pyrene

Relief on the Way for Benzo[a]pyrene Cleanups? - LexologyRelief on the Way for Benzo[a]pyrene Cleanups? - Lexology

Land developers and remediators in Pennsylvania and New Jersey may soon have an easier time addressing soils containing benzo[a ... Benzo[a]pyrene is a polynuclear aromatic hydrocarbon (PAH) and is found as the result of the combustion of organic matter such ... Benzo[a]pyrene is often the highest-risk contaminant at sites impacted by PAHs and historic fill materials such as ash, and ... While the Final Assessment concludes that benzo[a]pyrene is still a potent carcinogen, the revised parameters show that the ...
more infohttps://www.lexology.com/library/detail.aspx?g=672ea3e0-ce17-4559-be82-ef452d1bba4a

TNO Repository search for: subject:Benzo(a)pyreneTNO Repository search for: subject:'Benzo(a)pyrene'

Chemicals/CAS: benzo[a]pyrene, 50-32-8; retinol, 68-26-8, 82445-97-4; Benzo(a)pyrene, 50-32-8; Benzopyrenes; Vitamin A, 11103- ... Biology · β-carotene · Benzo[a]pyrene · DNA adducts · DNA repair · Tracheal organ culture · Vitamin A · benzo[a]pyrene · beta ... Effect of eugenol on the mutagenicity of benzo[a]pyrene and the formation of benzo[a]pyrene-DNA adducts in the X-lacZ- ... Toxicology · Antimutagenicity · Benzo[a]pyrene · DNA adduct · Eugenol · Transgenic mouse · benzo[a]pyrene · eugenol · animal ...
more infohttps://repository.tudelft.nl/search/tno/?q=subject:%22Benzo%28a%29pyrene%22

TNO Repository search for: subject:Benzo(a)pyreneTNO Repository search for: subject:'Benzo(a)pyrene'

Chemicals/CAS: benzo[a]pyrene, 50-32-8; retinol, 68-26-8, 82445-97-4; Benzo(a)pyrene, 50-32-8; Benzopyrenes; Vitamin A, 11103- ... Biology · β-carotene · Benzo[a]pyrene · DNA adducts · DNA repair · Tracheal organ culture · Vitamin A · benzo[a]pyrene · beta ... Effect of eugenol on the mutagenicity of benzo[a]pyrene and the formation of benzo[a]pyrene-DNA adducts in the X-lacZ- ... Toxicology · Antimutagenicity · Benzo[a]pyrene · DNA adduct · Eugenol · Transgenic mouse · benzo[a]pyrene · eugenol · animal ...
more infohttps://repository.tudelft.nl/search/tno/?q=subject%3A%22Benzo%28a%29pyrene%22

Benzo[a]pyrene (BaP) CASRN 50-32-8 | IRIS | US EPA, ORDBenzo[a]pyrene (BaP) CASRN 50-32-8 | IRIS | US EPA, ORD

Benzo[a]pyrene (BaP). CASRN 50-32-8. *Toxicological Review (PDF) (234 pp, 4.67 M) ... Under EPAs Guidelines for Carcinogen Risk Assessment (U.S. EPA, 2005a), benzo[a]pyrene is "carcinogenic to humans" based on ... Sep 2016: IRIS Toxicological Review of Benzo[a]pyrene (Interagency Science Discussion Draft) (Report) ... Jun 2011: IRIS Toxicological Review of Benzo[a]pyrene (Interagency Science Consultation Draft) (Report) ...
more infohttps://cfpub.epa.gov/ncea/iris2/chemicalLanding.cfm?substance_nmbr=136
  • In February 2014, NASA announced a greatly upgraded database for tracking polycyclic aromatic hydrocarbons (PAHs), including benzopyrene, in the universe. (wikipedia.org)
  • Understanding the mechanisms whereby benzo[a]pyrene, which belongs to the class of polycyclic aromatic hydrocarbons (PAHs), may induce malignant transformation of human cells is the aim of a research project supported by the São Paulo Research Foundation (FAPESP) and coordinated by Ana Paula de Melo Loureiro, a professor at the University of São Paulo's School of Pharmaceutical Sciences (FCF-USP) in Brazil. (news-medical.net)
  • Benzo(a)pyrene is present as a component of polycyclic aromatic hydrocarbons (PAHs) in the environment, usually resulting from the incomplete combustion or pyrolysis of organic matters, especially fossil fuels and tobacco. (intox.org)
  • Benzo(a)pyrene is part of a class of chemicals called polycyclic aromatic hydrocarbons (PAH). (burningissues.org)
  • A recent study has found that cytochrome P450 1A1 (CYP1A1) and cytochrome P450 1B1 (CYP1B1) are both protective and, confusingly, necessary for benzopyrene toxicity . (primidi.com)
  • Unless CYP1B1 is also knocked out, benzopyrene toxicity results from the bioactivation of benzopyrene to the ultimate toxic compound, benzopyrene -7,8-dihydrodiol-9,10-epoxide (see below). (primidi.com)
  • The revised toxicity criteria form the basis for the New Jersey Soil Remediation Standards and the Pennsylvania Statewide Health Standards, which define the acceptable default levels of benzo[a]pyrene that can be present in soil. (lexology.com)
  • Benzo[a]pyrene is a polynuclear aromatic hydrocarbon (PAH) and is found as the result of the combustion of organic matter such as wood, coal, oil, gasoline, diesel fuel, kerosene, and charcoal. (lexology.com)
  • Benzo[a]pyrene is often the highest-risk contaminant at sites impacted by PAHs and historic fill materials such as ash, and drives the remediation of soil that would otherwise be accepted as 'clean' for all other regulated substances. (lexology.com)
  • Man-made releases of benzo(a)pyrene are to the air, where sunlight turns the chemical into a dry form that falls to the ground and breaks down in the soil. (burningissues.org)
  • Contact with benzo(a)pyrene in the air, water, or soil near a waste site, or another polluted site. (burningissues.org)
  • Natural sources of benzo[a]pyrene include forest fires and volcanoes, and anthropogenic sources include stoves/furnaces burning fossil fuels (especially wood and coal), motor vehicle exhaust, and various industrial combustion processes. (epa.gov)
  • Benzo(a)pyrene is found in nature from the eruption of volcanoes and forest fires. (burningissues.org)
  • We previously reported that overexpression of catalase upregulated xenobiotic- metabolizing enzyme (XME) expression and diminished benzo(a)pyrene (BaP) intermediate accumulation in mouse aortic endothelial cells (MAECs). (sigmaaldrich.com)
  • ALS Environmental may or may not test for Benzo(a)pyrene (CAS # 50-32-8). (caslab.com)
  • Land developers and remediators in Pennsylvania and New Jersey may soon have an easier time addressing soils containing benzo[a]pyrene, one of the most ubiquitous urban contaminants, thanks to updated information that was just released by U.S. Environmental Protection Agency (EPA). (lexology.com)
  • Benzo(a)pyrene is on the priority pollutant list published by the U.S. Environmental Protection Agency (EPA). (burningissues.org)
  • A global-scale three dimensional atmospheric transport and chemistry model was applied to simulate transpacific transport of Benzo[a]pyrene (BaP) emitted from Asia. (oregonstate.edu)
  • Seemingly, the high activity of CYP1A1 in the intestinal mucosa prevents major amounts of ingested benzo[a]pyrene from entering portal blood and systemic circulation. (wikipedia.org)
  • The mechanism of action of benzo[a]pyrene-related DNA modification has been investigated extensively and relates to the activity of cytochrome P450 subclass 1A1 (CYP1A1). (wikipedia.org)
  • Activity of rat UGT1A1 towards benzo[a]pyrene phenols and dihydrodiols. (biomedsearch.com)
  • Four UDP-glucuronosyltransferases from the rat UGT1A family were tested for activity towards benzo[a]pyrene phenols and dihydrodiols. (biomedsearch.com)
  • Antisera recognizing rat UGT1A1 and UGT1A7 were used to assess UGT levels in relation to UGT activity towards benzo[a]pyrene-7,8-dihydrodiol (BPD). (biomedsearch.com)
  • If benzo(a)pyrene is on your skin when you are being exposed to sunlight or ultraviolet light, the risk of skin cancer is greater. (burningissues.org)